Become a better communicator: Specific frameworks to improve your clarity, influence, and impact

0:00

I often see operators who explain  things poorly and then are shocked and horrified when people are confused or  there's skepticism, there's apathy.

0:05

I'm a big proponent of asking myself, if I'm not  getting the reaction that I'm looking for, how might I be contributing?

0:15

How could I  explain this more clearly?

0:15

How can I be more compelling?

0:19

How can I anticipate  any questions that they might have?

0:22

You are one of the best teachers of  communication I've ever come across.

0:26

I made a list of people's favorite tactics  and frameworks and approaches that you teach in writing.

0:30

Any tactics you can share  for someone to be a little more concise?

0:34

I think the blast radius of a poorly written  memo is way bigger than most people think.

0:39

If you are just shooting off a message in a Slack  channel with 15 other people, and it's confusing, you didn't include information you should have  included, there's going to be a bunch of back and forth.

0:48

Whereas if you had just taken another look  at it, those 15 people would be off to the races.

0:52

You have an awesome framework called MOO.

0:54

MOO stands for Most Obvious Objection.

0:54

A lot  of times we're surprised by the questions that we get especially in meetings,  we feel blindsided.

0:59

When really, if you thought for even two minutes about what  are obvious objections that I'm likely to get, you often immediately come up with what some of  those things are.

1:09

Are you going to be able to anticipate every single objection? No.

1:13

But can  you anticipate the obvious ones? Absolutely.

1:22

Today my guest is Wes Kao.

1:22

Wes co-created the  Alt-MBA program with Seth Godin.

1:22

She Co-Founded a company called Maven, which I often collaborate  with, which makes it easy for people to host live cohort-based courses.

1:32

She recently left Maven to  launch her own course on Executive Communication and Influence.

1:38

There's a quote that came to mind  after I stopped recording this conversation with Wes by George Bernard Shaw, "The single  biggest problem in communication is the illusion that it has taken place."

1:49

By the end of this podcast if you listen to what Wes suggests, you'll be a lot closer to  becoming a world-class communicator.

1:53

If you enjoy this podcast, don't forget to subscribe and follow  it in your favorite podcasting app or YouTube.

2:03

Also, if you become a yearly subscriber of my  newsletter, you get a year free of Perplexity Pro, Superhuman, Notion, Linear and Granola.

2:08

Check it out at lennysnewsletter. com.

2:14

With that, I bring you Wes Kao.

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4:24

Wes, thank you so much  for being here and welcome back to the podcast. Thanks, Lenny.

4:36

I'm very honored  to be a second-time guest. Very rare honor.

4:40

No pressure, but  I think this is going to be one of the highest leverage episodes I've done and  let me tell you why I think that's the case in the newsletter and on the podcast, I often talk  about just how important and how high leverage the skill of communication is to product leaders,  to leaders, just to people in general.

4:55

There's this quote that Boz, the CTO of Meta, he's been  on the podcast, he wrote this famous blog post, "Communication is the job."

5:06

And I think  that's true for product people, but it's true for basically any sort of leadership role.

5:10

Anyone trying to get ahead.

5:10

And you are one of the best communicators I've ever met.

5:15

You are one  of the best teachers of communication I've ever come across.

5:21

You have one of the most popular  courses on Maven, on executive communication, so I'm really excited to have you here and  to help people become better communicators, better at influence and all these things.

5:29

So thank you again for being here. Absolutely. Okay.

5:34

So something that I often  do with guests on the podcast, not even often, always, I ping people that  the guests have worked with and ask them, "What should I ask Wes?

5:42

What should I  know about Wes?"

5:42

Let me read a few quotes about you in regards to your communication  skills from folks that have worked with you- All right.

5:51

And these are three different people.

5:51

Okay, so first, "Wes single handedly raised the quality of the entire company's  writing by like two X across the board.

5:57

I always say the best writing course I ever  took was working with Wes for a year." Wow. Okay. That's one. Great.

6:10

"Wes never just throws things out there,  she's precise with her use of language, meticulous about examining her own ideas  before bringing them in front of others and knows how to make her points in a way that  people will understand them and buy into them." Okay.

6:23

And third, "Wes includes a reasoning with  every proposal in the context behind all of her recommendations so that everyone around  her learns in order of magnitude faster.

6:35

This also makes her an exceptional teacher because  she can clearly define what excellence is and why something is the goal, and then break down the  steps and principles involved." Okay, reactions.

6:46

Those are really nice things. That's  amazing. Yeah, thank you so much.

6:52

And these are people across  different companies, so. Cool.

6:54

Okay, so that was just to highlight of how  good you are at this stuff.

6:54

And what we're going to be doing with our chat is going through  a bunch of your tactics that you teach and that have helped people become better communicators,  executive communicators, better at influence.

7:08

Before we get into the specific tactics, is  there anything that you think is important for people to understand just broadly around  the skill of becoming a better communicator?

7:17

I often see operators who explain things poorly  and then are shocked and horrified when people are confused or there's skepticism, there's  apathy, there's a lot of avoidable questions, and I'm a big proponent of asking myself, "If I'm  not getting the reaction that I'm looking for, how might I be contributing to that?"

7:39

So,  you know, instead of blaming other people for not understanding me, I think about how  could I explain this more clearly?

7:44

How can I be more compelling?

7:50

How can I anticipate  any questions that they might have?

7:50

So I'm a big proponent of agency.

7:55

And realizing  that we can only control our own behavior.

7:55

And so the best place to start, if you're not  getting the reaction you're looking for, is reflecting on how can I get better at the skill  of communicating?

8:04

And it absolutely is a skill.

8:11

So what I'm hearing is if you're having a  hard time people buying into what you're trying to convince them to do or you're finding  people are doing not what you asked them to do, it's likely an issue with your ability to  communicate, it's probably not their fault. Yeah, I would say so.

8:26

You can't  solve everything with improving your communication, but you can increase  the likelihood of getting what you want. Cool. Okay.

8:38

Anything else along these  lines of just things that are important to understand just broadly around  communication, executive communication?

8:46

I think another big one that I teach in my course  and really kick off with is practicing like it's game day, playing like it's game day.

8:52

So I see a  lot of operators who save their best behavior for executives only.

8:58

So you know, they want to shine  when they're presenting to senior leadership, but with everyone else, they're kind of calling  it.

9:03

And I just don't think that you're going to be able to get enough reps to actually get good at  executive communication if you are only doing it with executives.

9:13

Because many of us only present  to execs once a month, right?

9:13

Or a couple of times a quarter.

9:18

And that's just not a lot of chance  to practice.

9:18

So really treating every single stakeholder as if they are important because they  are, and you shouldn't be if you don't want to waste your CEO's time, you also shouldn't waste  your cross-functional team members' time or your manager's time or your direct reports' time.

9:33

So  that's something else that I ask to keep in mind.

9:39

And maybe a last question before we get into  the tactics.

9:39

When people think communication, they think email, they think meeting  presentations, things like that.

9:43

How do you think about, when you talk  about executive communication and communication in general, what's kind  of the umbrella of things that includes?

9:53

Yeah, I would say broadly the two mediums  are verbal communication and written.

10:00

So verbal being meetings, conversations,  presentations.

10:00

And written being emails, strategy docs, notion docs, Slack messages, text  messages, those two categories broadly.

10:07

And I also think about communication as more of a means to  an end, which might be interesting for some people because I teach a course on communication.

10:20

So you  would think that's like the end in and of itself, but I really see it as a means to an end where the  end is getting the ideal outcome you're looking for.

10:31

So whether that is buy-in or making a good  decision as a team or moving to the next step, whatever that might be, communication  is really in service of that end goal. Awesome. Okay.

10:43

So I made a list of people's  favorite tactics and frameworks and approaches that you teach, and talking to folks that you've  taught and folks that you've worked with.

10:49

So I'm just going to go through a bunch and let's  just help people get better at these things. All right, let's do it. Okay.

11:00

So the first is something you call  sales, then logistics. What is that about? Yes.

11:07

So a common mistake that I see is  overestimating the amount of buy-in that you have from your audience.

11:13

So that looks like  jumping straight into talking about the logistics, the details of the how to do something, of the  process.

11:20

When in reality your audience has not yet decided if they even want to do the thing.

11:26

So what I see operators do in response then is go even deeper into the logistics and the how,  thinking that, "Oh, if I just explain this more than that person will want to do it."

11:38

When really  a sales note is different than a logistics note.

11:43

A sales note is meant to get people excited to  do the thing you want them to do, and to agree to do it.

11:50

And only then after they have bought  in, does it make sense to share the logistics.

11:56

So there's an order of operations here.

11:56

If you switch the order of operations, you will likely get a slow response or just no  response, right?

12:00

We've all put a Slack message in a channel and got crickets and tumbleweed.

12:06

So really starting off with selling the person and making sure that they know why we're doing  this, why this matters to the company, why now, and then sharing the logistics  tends to be a lot more effective.

12:22

Is there an example of that that might help  illustrate that point or that approach? Yeah.

12:26

So one of my clients is a head of  operations and she was trying to get the rest of her executive team, which she was a  part of, to fill in some wins for the week so that they could share this out with the whole  company.

12:40

And this was going to be motivating, it was going to shine a light on folks.

12:43

And she  led with the logistics of which document to send, to put the details in, what time to put it  in by, the format that you should put these wins and didn't really get much of a response  from the leadership team, which makes sense, right?

13:01

Because this totally sounds like  one of those things that's another item to check off on your list when you already  have so many other things to do and here's this other process that like we're all  supposed to do now, like yay, right?

13:14

And so she wasn't really getting response.

13:14

And  that's because she dove straight into logistics.

13:20

Whereas what she could have done is start by  selling folks, selling the other executives on why are we doing this?

13:25

Well, we're doing this  because this is a chance to shine a light on your team members who are doing amazing work, for them  to feel motivated and to feel like the rest of the company really sees them and understands what  they're doing.

13:36

And this is all something that is going to motivate your team, right?

13:44

So sharing  why this is helpful and useful and how this is in service of you and your team versus like,  "Oh, this is a favor that you're doing for me to fill out this form and fill it out this  way and by this date," et cetera, et cetera.

13:58

I know that execs often want the opposite  where they're just like, "Okay, I know, just tell me what you want to do.

14:04

Just like,  okay, just get to the point.

14:04

I don't want time for all this context and background."

14:07

Any advice on when to spend any time on the sales?

14:12

Like what are signs that,  okay, maybe you don't have them sold yet, or what are maybe contexts where you should  probably still try to sell them first? Yeah.

14:20

So I actually think that you should always  do a little bit of selling even for situations where people have generally bought in.

14:25

Because  most of us have a lot going on and we're not actively thinking about whatever you're talking  about.

14:32

So even though I agreed to something two weeks ago, by the time you're telling me about  it again, like I thought about a billion other things since then, right?

14:40

So reminding me of  why are we talking about this? Why does this matter?

14:45

And then getting into it and framing  that conversation upfront is way more likely for us to not get stuck in a cold start and  not kind of go two steps back one step forward.

14:55

The other thing is, you can frame a conversation  and sell a bit at the beginning very concisely.

15:01

So I'm not talking about spending 15 minutes out  of a 30 minute meeting selling, I'm talking about one to two minutes, even a couple sentences,  and then transitioning into the main thing you want to talk about.

15:13

So I'm a huge proponent  of doing that and basically reminding people, why are we doing this? Why are we here today? Why  does this matter?

15:18

And then getting into the meat. I love that.

15:24

So basically you can do this really  briefly, it doesn't have to be a whole pitch for half an hour.

15:29

It's just a reminder, "Here's why  we think this is important."

15:29

And I think that's such a good point because a lot of times it's  like a leader is looking at this thing you're asking them to do and they're like, "Why are we  even, why am I spending time on this?"

15:38

And just a reminder of like, "Okay, I see, I forgot this  was going to be, this a part of our strategy, this has this much impact potential or here's  how it could help our team be more efficient." Yeah.

15:52

And you can really  do that in like 30 seconds.

15:56

Is there like a, I don't know, structure to  this? Is it just like why?

15:56

Is there a kind of a template you like or some way you  recommend of selling first?

16:00

Is it like, "Here's why we're doing this." Starting  like that?

16:04

Anything along those lines? Yeah.

16:09

I think explaining why we're doing  this, why this benefits the business, what problem this is solving.

16:13

Again, you can  do a lot of this in a couple of sentences.

16:13

And then I also like asking or stating what I need  from the other person upfront.

16:18

So saying, "Hey, we're here today because two weeks ago we were  reviewing the product flow and realized that there were a couple of parts that were kind of  confusing.

16:30

So I took a stab at fixing those areas, rewriting the microcopy, and I  want to present them to you today, see if you agree with these changes, and then  we're going to roll them out.

16:38

What I'm looking for from you is feedback on the changes and if  you agree."

16:42

So like that was like 15 seconds, right? Super fast.

16:50

And then now we're all  on the same page about why we're here.

16:50

And you can listen more intently knowing that  I'm looking for a certain kind of feedback.

16:59

I would love to hear it that way.

16:59

I think  there's like an implication here that maybe is worth sharing of just, a lot of this is about  communicating effectively to execs, which will make you communicate better to most people.

17:08

But  especially with folks up the ladder.

17:08

They don't have a lot of time, they have a million things  in their head.

17:13

Maybe just share like why this is so important, like what the state of mind of a  leader is that you need to kind of break through. Yeah.

17:25

So I call it the yes, yes, yes, next,  next, next mindset where if I'm listening to direct reports present something to  me, very often I find myself thinking, "Got it.

17:37

All right, yes, let's keep going." Right?

17:37

And you know, on the other side of that, I've often presented to executives where  I had a 15 slide deck and execs would do that and I'd be like, whoa, whoa, whoa.

17:49

Like  I have a whole sequence, I have a whole order, you know?

17:53

And sometimes they would give  me buy or make the decision by slide four, you know?

17:57

And I'd be like, "Okay, well you know,  slide 13, I want to show you this great graph I put together." Right?

18:02

And what was really helpful  for me was realizing that I should take the win.

18:07

Okay, if five seconds already agreed,  take the win and keep it moving, move on. Yeah. What's that quote like?

18:13

"If  you've sold them, stop talking." Right. Yes.

18:16

Yeah, you might  talk them out of agreeing. Yeah. Okay.

18:20

You mentioned being concise. Let's  talk about that.

18:20

You have some really good advice on just how to effectively be concise  and not too concise.

18:24

What's your advice there? Yes.

18:30

One of my pet peeves is when people are too  concise and they equate being concise with brief, being brief.

18:38

And being concise is not about  absolute word count, it's about economy of words.

18:45

It's about the density of the insight  that you're sharing.

18:45

And so you can have a 300 word memo that's meandering and long-winded and  a thousand word memo that is tight and concise.

18:58

And so not equating concision with briefness  I think is a really big one to understand.

19:04

The second thing is a lot of advice about being  concise, I think misses an important point.

19:04

So we've all heard, "Don't bury the lead, cut to the  chase."

19:13

Main point, put the main point at the top, bottom line up front, right?

19:19

And all of these  pithy aphorisms assume that you actually know what your core point is.

19:28

So you can't cut to  the chase unless you know what the chase is.

19:34

You can't unbury the lead unless you know  what the lead is.

19:34

And so that I found is the bottleneck to being concise.

19:41

It's actually  not really being clear of what you are thinking, that's what's leading to being long-winded.

19:46

And you can kind of test this theory because most of us have a go-to story that we've told  a bunch of times, right?

19:52

We're like, you know exactly when people are going to laugh, you know  when they're going to gasp or hold their breath, right?

20:00

And why are you so good at telling that  story and why are you so concise about it?

20:00

Because you've told it a bunch of times, you know all  of the beats.

20:04

So in meetings though, at work, we are very rarely talking about the same thing  that many times it's always something new.

20:10

It's something that we are also probably likely  processing ourselves and are in the midst of processing as we are in a quick turnaround  time, telling someone else about it, telling our team about it.

20:24

And so you are basically asking  your brain to do a lot of different processes, especially in a real time conversation.

20:30

You're  listening to the other person absorbing, making sense of it, processing it, figuring  out what you think and how you would react.

20:39

And then trying to say something cohesive  that makes sense, right?

20:39

And then trying to be concise about it.

20:46

So it's just a lot  of different processes.

20:46

And so the only solution I found consistently  to being concise is preparation.

20:57

It's not a very glamorous solution by any means,  but the clearer I am going into a meeting, going into a conversation, going into a pitch,  the better I am at being concise and being able to bring the conversation back to the most important  points at being able to stay flexible, but also firm and preparation.

21:15

I don't mean spending hours  and hours preparing for a weekly meeting, even a couple of minutes really makes a huge difference.

21:22

Most of us are so back to back in meetings that we're doing zero preparation.

21:28

It's like the  meeting has started 30 seconds in and you're still unwinding from the last Zoom call that  you were on, right?

21:32

So most of us are in that mental state.

21:36

So if you even take 30 seconds  to one minute to ground yourself on why am I in this meeting?

21:42

What do I want to share and  make sure I get across in the time that we have, you're going to go in there so much more  focused and so much more able to be concise.

21:51

So the advice there, so this is for meetings  and I want to talk about writing also, but for meetings, the advice here  is before you get into a meeting, actually think about why am I in this  meeting?

21:58

What do I want to get out of it?

22:02

Instead of in the meeting figuring  out a lot as you go, which to your point, you're just going to ramble and be like, "Oh,  okay, here's what I actually want to say." Yeah.

22:10

And what might I want to share in the  meeting too?

22:10

You know, especially for more introverted folks.

22:14

Sometimes you need to decide  beforehand that you want to speak and you want to make sure you get a certain point across.

22:20

So even  deciding that beforehand makes a huge difference.

22:25

Yeah, I found this extremely powerful just  like five minutes before you get into a meeting.

22:30

And it could happen earlier  in the day, right?

22:30

It doesn't have to happen right before the meeting, or worst  case, it's right before the meeting.

22:33

Just, "Okay, what do I want to get out of this? What am I here? What do I want to say?"

22:39

And just like giving your brain a little bit  of time to prepare. Super powerful.

22:39

In writing, is there like any tactics you can share  for someone to be a little more concise?

22:50

I think the main tactic is to remind yourself  to be concise.

22:50

And usually when I do that, I end up trimming 20% at least of what I wrote,  tightening up some sentences.

22:57

I also ask myself, how might I be adding cognitive load to whatever  it is that I'm saying?

23:05

So is there a tighter, clearer, cleaner way that I can ask what I'm  asking or present the information I'm presenting or make the recommendation that I'm making?

23:18

And  usually if you even ask yourself that, your brain automatically comes up with stuff.

23:24

You just see  whatever you wrote differently and you're like, "Oh shit, I could trim this entire paragraph  because that's secondary."

23:28

And maybe you have your primary message in Slack, and then within  the thread add some of the secondary stuff, right?

23:39

So I find that most of us, it's reminding  yourself to be concise.

23:39

And once you think of it, your brain naturally will see  places where you can trim.

23:49

There's a layer of advice under this that you're  not saying that I'm going to say, which is actually look at the thing you wrote at least once  before you share it.

23:54

Because I used to be really bad at this.

24:00

I just like, "Okay, I don't have  time.

24:00

I wrote this doc, send it, get feedback. ... really bad at this.

24:03

I just like, "Okay, I  don't have time.

24:03

We wrote this doc, send it, get feedback. All right. Send this email.

24:03

I don't have time to read this email."

24:05

And I find just forcing yourself to  look at it solves so much of this.

24:10

Oh, yes, yes, definitely.

24:10

I was assuming  before doing that, but you're right, some people might not be.

24:15

And yes, definitely  reading your own message first is huge.

24:15

And yeah, I find that even doing that you can  often spot a lot of low-hanging fruit. Right.

24:31

You'll find the typos and  grammar issues and you'll be like, "Oh, I don't need this word."

24:33

Along those lines,  let me share two books.

24:33

People always ask me, "How did you learn to write?"

24:37

I'm like, "I'm  not a writer, I don't know what I'm doing."

24:41

But two books really helped me write more  effectively.

24:41

And one is specifically to help you write more concisely called On Writing  Well.

24:47

I don't know if you've read that. Yeah. Okay.

24:52

And it's basically chapter after chapter  of, "Here's what you can cut. And you can cut more.

24:56

And look what more you can cut and  cut this stuff."

24:56

And he has screenshots of essays that students have written in his class and  he's like, "Look at all those words you cut and nothing has changed.

25:06

It's exactly the same message  and even is better with 40% of the words cut."

25:12

Is this by Sol Stein or another author? I don't have it...

25:15

It's somewhere in  my bookshelf. So we'll look it up.

25:19

Yeah, there's a writing book by Sol Stein that  I absolutely love.

25:19

And I feel like it might be called On Writing Well, but then also I could see  there being multiple books called On Writing Well.

25:29

There's also Writing Well I think by Stephen  King, that's another one that people love, but there On Writing Well is the one I  really loved because it's very tactical.

25:37

Going back to something that you were saying  earlier with rereading what you wrote, I think the blast radius of a poorly written  memo is way bigger than most people think.

25:43

So if you're just shooting off a message in  a Slack channel with 15 other people and it's confusing and you didn't include  information you should have included, there's going to be a bunch of back and  forth.

25:59

All 15 of these people are reading this being like, "Okay, what do I do with this?"

26:02

Whereas if you had just taken another look at it, those 15 people would be off to the races.

26:08

They  would've read your message and then known exactly what to do next or what their part was or what  you were looking for from them.

26:13

So I think about that a lot too.

26:17

It's not just me writing this and  sending it off.

26:17

It's, "Who are all the people who are going to come in contact with this message  who are going to refer to it and use it?

26:23

And if I just take 30 more seconds to make sure that it's  clean, how much can I unblock from their work?"

26:34

That's such a good point.

26:34

I like that, I love  that term blast radius. It's such a good point.

26:38

Just like there's so much negative leverage in  writing inefficiently and inconcisely. If you spend like... Inconcisely?

26:43

I don't know the  word is there, but if you just spend three minutes spending a little more time making it more  clear just like the impact and leverage that has, that's such a good point.

26:52

I looked up the  books, it's so funny.

26:52

Okay, so there's On Writing Well by William Zinsser.

26:57

There's Stein On  Writing by Sol Stein, which is what you said you were talking about.

27:04

And then Stephen King has a  book called On Writing. Everyone's got the same. Yeah. Common title.

27:12

Not ideal for SEO but On Writing Well is  the one that I love by William Zinsser.

27:16

There's also one called A Series Of  Short Sentences if you haven't seen that one.

27:19

It's a really good rate too.

27:19

It's just how to write short sentences and just the power of just keeping  sentences short, which I struggle with. Yeah. Yeah, I like that. Okay. Back to our agenda.

27:28

There's  another framework/tactic that I've heard you recommend.

27:33

It's called  signposting. What is signposting?

27:38

Signposting is using certain words, phrases,  formatting, and an overall structure in your writing that helps guide your reader and  signals what is coming in the rest of the post.

27:53

So, this is especially helpful if you have a long  memo.

27:53

It adds structure to where are we going and what certain sections of paragraphs are about.

28:02

So some of my favorite signposting words are, "for example," shows that you're about to  show an example because shows that you're about to share your logic and rationale behind  something.

28:12

"As a next step," is a great one.

28:19

People's eyes automatically zoom to, "as a next  step."

28:19

Even "First, second, third," kicking off a paragraph with that, you're not needing to  rely on rich text formatting with bolding, italics, underlines and all that craziness.

28:30

If  you kick off sentences with signposting words, you can often signal, "Here's what I'm  about to talk about in this paragraph."

28:40

These are power words for clarity.

28:40

There's  this whole concept of power words like, "free." Yeah. "A gift." "Gift." Yeah.

28:48

For copywriting and these are  basically power words for helping your brain see the structure and get to the thing you want  to pay attention to.

28:54

So I'll read back the words you just used.

28:58

"For example," " because," "as  a next step," and then, "first, second, third." Yeah. Yeah.

29:05

You can use signposting in writing and  verbally too.

29:05

So if you're doing a product demo, you might say something like, "The most important  part to pay attention to is, blank."

29:11

Or, "The part that we were most surprised by is, blank."

29:18

Or,  "The part that customers are," et cetera. Right?

29:25

So it's, you're signaling that whatever comes  after this thing is something that you may want to pay attention to.

29:30

So it's a great way not  only to add structure, but to also grab people's attention back if it has strayed some time as  they were either listening to you or reading.

29:41

Along those lines, I find I find formatting  really helpful here, just bold and bullets.

29:46

I know you have a pet peeve with too much  formatting.

29:46

How much is too much formatting?

29:52

I really hate excessive formatting.

29:52

So, I've seen  memos where 30% of the note was bolded.

29:52

And that just negates the entire point of bolding because  if everything is bolded then nothing is being highlighted, right?

30:08

So I think using formatting  in general more sparingly than you think you have to is probably a good rule of thumb.

30:13

I also  dislike when people overuse bullets and sentence fragments, phrases in bullets when they should  use complete sentences that actually show the connected tissue between ideas, that show the  logical flow of what it is that you're saying.

30:32

And it feels faster and more concise to put  bullets and fragments, but a lot of times your reader on the other end of that is needing to  decipher and interpret and guess what you actually meant.

30:47

So it net, net takes longer.

30:47

And I also  think that it can be a little bit of a crutch, it can be a little bit lazy because  you are telling yourself that you're being concise when really, if you had to turn  your sentence fragment into a full sentence, a lot of times it actually is harder than you  think because you realize that you actually didn't really know exactly what you meant.

31:08

So as  you're trying to turn it into a full sentence, you're actually needing to use brainpower.

31:13

So that's I think a great litmus test of, "Was that idea fully thought  out?"

31:20

Because if it was, you should be able to really quickly turn  it into a complete sentence.

31:22

And many times, you actually aren't.

31:27

So I see people like  basically think, "Oh, I want to make this easier to read, more skimmable.

31:32

I'm just  going to throw a bunch of formatting and bullets and turn everything into bullets."

31:35

And it's not quite that easy of a solution.

31:40

This is very much along the lines of the  whole Amazon six-page memo where Jeff Bezos just realized, "If you can't write it out as  a long memo and explain yourself in prose, you don't actually know what you're saying."

31:51

And it's a really good filter for helping people actually crystallize and know themselves,  "Okay, I see.

31:55

I don't actually know what I'm doing here."

32:00

And I love this is a microcosm  of that.

32:00

Can you just make a bullet point a real sentence versus a fragment of a sentence?

32:04

I'm thinking about as a listener being like, "Okay, how do I actually get better at this?"

32:09

So  maybe let's take a tangent.

32:09

I know that you teach a whole course, you do all this stuff hands-on  with people to help them actually build these skills.

32:17

For someone that hasn't taken the course  or isn't taking it, what's a good way to start practicing these skills and know if what you're  writing is getting better, is good.

32:23

Is it find a mentor, find someone that you think is a great  writer and have them review stuff? Any tips there? Yeah.

32:34

So I have a pretty first principles driven  approach for this, which is to think about how long does it take me right now to get to the  reaction I'm looking for from my recipient?

32:41

If it takes a bunch of back and forth and a bunch of  friction, then that's my baseline.

32:47

And once you start practicing some of these communication  skills, how does that speed up?

32:56

If you would have had seven different touch points of back  and forth, does that shrink to two to three?

33:08

Not every point of friction is going to be  avoidable, but a lot of it is if you get better at communicating.

33:12

So I like watching  for the reaction and how quickly and how enthusiastically I'm able to get that reaction.

33:18

And for the things that are working, do more of that.

33:23

For things that are not working, adjust  your execution because it might not be that the tactic doesn't work, it might be your execution  of it wasn't great.

33:28

And keep trying, basically.

33:36

So the advice here is just see how well  you're writing/meeting/suggestion goes, how well it does.

33:43

And if it's not like there's  the ideal immediately, "Yes, let's do it."

33:43

And then there's the, "I don't really understand."

33:48

There's the spectrum of response.

33:48

And what I'm hearing is just pay attention to if the speed to  getting what you want is increasing in general. Yeah, yeah.

33:59

I don't think that there's any  single shortcut on how to get better besides that.

34:05

I do think that being fascinated by a  topic and being excited about it makes it more likely that you're going to find it fun to try all  these different things and try different ways to get through to people.

34:18

So, I would approach it  with a hypothesis-driven experimental mindset and almost like a game.

34:25

Like, "When I do this, how  does that other person react?

34:25

If I frame it this way, do I get a different reaction?

34:31

When I try  this, am I able to cut through the noise more?" Yeah.

34:38

So I really think it's about practicing.

34:38

And  I will say that the way not to do it is to try to incorporate 30 different tactics at the same time  and then beat yourself up when you don't remember to do them.

34:52

It's really easy when you are learning  a new field or function to get overwhelmed when you're learning a new skill.

35:01

And the way to build  a habit is usually not changing so many different things at once.

35:06

It's picking one thing that  you want to try and keeping that top of mind, trying it in a bunch of different settings  in different ways.

35:12

And getting it better at that thing before moving on to the next thing.

35:17

So that's like a really common thing I see in my course is people feeling overwhelmed.

35:21

And I always remind folks that, "You are building a new habit here.

35:25

And be  patient with yourself, take it step by step."

35:31

There's a lot of stuff we're talking about here  that a lot of people might be like, "This is so minor. What?

35:34

I just bullet point sentences, be  a little...

35:34

Tell them the why at the beginning."

35:41

And I just want to share in my experience the  biggest jump I made in my career was actually getting better at these very specific skills.

35:47

I  had this manager, Vlad, who's been on the podcast and I talk about him regularly, who was such a  stickler about communicating well and being very clear and concise and thinking and just spending  more time on documents and emails, on strategy docs.

36:04

Just like, "No, this isn't ready.

36:04

Spend  more time, here's something that's not clear."

36:08

And just doing that was such an accelerant for me.

36:08

And it's all these little things.

36:08

That's what's interesting about it.

36:14

It's like everything  seems really minor but it all adds up to a lot of impact because to your point, people see  it, "Okay, cool, I get it, let's go."

36:18

Versus like, "I don't like this idea."

36:24

And then it's like it  all falls apart.

36:24

So I guess any reactions to that? Yeah.

36:28

All these little things compound and make  a big difference.

36:28

I often hear people think, "Well, this individual instance, this individual  email, the Slack message is not worth spending a couple more minutes on.

36:42

It's just an email  or it's just a Slack message."

36:42

The problem with that line of thinking is that no one  instance of something is ever going to feel important enough to spend a little bit more  time on that.

36:53

And then, but when you zoom out, that's like, "Well that's all your work then.

36:58

This is literally everything you've touched.

37:01

This is all your work output then."

37:01

because any  piece of that process you thought wasn't worth spending time on and now this is just the quality  of your work and it's not as good as it could be.

37:14

So yes, these might seem minor  but A, it compounds.

37:14

And also B, all the "big things," everyone else is already  doing.

37:22

So, there's not a lot of alpha in that.

37:30

Whereas if you are paying attention to skills that  people think are boring or too basic and realizing that's a lever that you can pull, that someone  else thought, "Oh, we're hitting diminishing returns on that.

37:43

I'm not going to spend more  time on that."

37:43

But you realize that there's actually more juice left to squeeze there and you  decide to squeeze that juice.

37:47

Well, now, you have extra juice that the other person doesn't have.

37:53

So yeah, in my experience I find that people claim the point of diminishing returns way too  early.

38:00

And this isn't just for communication, this is for strategies, tactics, et cetera.

38:04

They'll try something once, a mediocre attempt and be like, "This channel doesn't  work.

38:10

This tactic doesn't work." It's like, "Really?

38:15

Because it's working for a lot of other  people who are getting really creative with it."

38:19

I'm not saying that everything has to work  for you but for you to claim, "This thing just doesn't work," feels a little bit intellectually  dishonest.

38:23

It's more likely that your skill level, your creativity, your execution ability was not  good enough. And that's fine.

38:30

Let's admit that to ourselves because if we admit that, then we can do  the hard work of getting better at those things.

38:42

It feels like if you really boil  this down, all the advice comes down to just spend a little more time  on all these things you're putting out.

38:50

I like thinking about it as a little bit more  upfront investment. And it is an investment. It's not just time.

38:57

It's an investment because  yes, it takes a little bit longer to make a Slack message a little bit better, but net,  net if you save a bunch of questions and back and forth and people asking you things  that you don't think they should be asking, then by investing a little bit of upfront effort,  you've prevented all that from happening.

39:11

So yeah, it is a little bit more time in the moment  but reaps a lot of benefits down the line.

39:25

Today's episode is brought to you by Coda.

39:25

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39:30

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39:35

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40:11

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40:11

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40:22

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40:27

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40:33

I-O/lenny to get started for free and  get six months of the team plan, coda. io/lenny. You mentioned Slack.

40:42

I have a great quote also  about you that I didn't read that I'm just going to read right now from someone that worked with  you.

40:45

She said she searched the Slack channel at the company you worked at for old posts from  Wes for inspiration for what to ask you.

40:50

And she said you had zero half-baked thoughts,  100% complete sentences, perfect punctuation, clear takeaways at the top of every message.

41:02

It's  the kind of thing you don't notice in isolation, but once you see everyone else's messages in  a remote-first company, it's a stark contrast. Yeah, thank you.

41:13

I will also say that  as someone who tries to walk the talk, I feel like I get a pretty good response rate  pretty quickly for the things that I ask for, for the recommendations I'm making.

41:26

It's not instant, it's not 100%, but over time I've realized that improving my  communication has led to people receiving my ideas better.

41:39

Ideas that used to be locked in  my head that I would get frustrated that no one else understood.

41:44

People were now understanding  and that feels really good.

41:44

That's very, very exciting and it made me want to do it more and  pay more attention to that.

41:48

So that's going back to what I said earlier about watching for what's  working.

41:53

There's momentum is really encouraging. And I totally feel that.

42:02

If you  start getting the things you want, that feels great.

42:05

I'd be like, "Okay, cool." Yeah, more. "Let's do more of that."

42:08

Yeah, and  again, it's like very minor things.

42:12

It's like a couple more minutes on the Slack  message, a couple more minutes on email. Very doable.

42:17

Yeah, which everyone can do.

42:17

There's no  magic here, it's just spend a little more time and use some of these tactics that  we're talking about.

42:21

Speaking of that, let me talk about another tactic.

42:24

Apparently  you have some really good advice on finding the right level of confidence in what you're  saying.

42:29

There's always this question of, "I come to this leader.

42:33

How confident should  I be about, 'This is the answer,' versus, 'Here's a bunch of ideas'?" What do  you think?

42:38

What's your advice there?

42:41

I find that people tend to naturally be on  the spectrum a little bit too confident as a baseline or not confident enough.

42:48

So people  who are too confident might state hypotheses as if they are fact.

42:57

So that really bothers  me.

42:57

That's another one of my pet peeves, where if you say, "This is X," or, "This  will X," that is different than saying, "This could X," or, "This might X," or,  "This will increase the likelihood of X."

43:12

So I'm a big proponent of speaking accurately.

43:12

You can avoid a lot of problems if you speak accurately about your level of conviction  and about the actual amount of evidence that you have for something.

43:22

It's okay for  something to be an initial hunch.

43:22

Say, "It's an initial hunch."

43:26

Don't act like this is  something that you are super sure about.

43:26

You've proven out that this is absolutely this way  because the rest of your team is listening to you at face value.

43:38

And y'all might spend real  headcount and dollars pursuing something that you have advocated for in a way where you  overreached with your level of confidence.

43:52

So, that's for people who are overconfident.

43:52

It's equally a problem if you're under-confident.

43:57

So I have some clients who their CEO asked them  to share some recommendations with another team because they've run something before and so  they share all this amazing information and at the end they're like, "Oh, but you can  ignore everything I just said.

44:07

Obviously, make your own decision.

44:13

Do what you think is  best.

44:13

And if you want to just ignore everything, that's totally cool too."

44:18

And it's like you just  didn't have to say that.

44:18

You could say, "Make your own decision, take all this into account,"  but you don't have to diminish to that degree.

44:31

And so again, speaking accurately, if you have  really strong reasons to recommend something to the cross-functional team, it's almost  irresponsible to act like you are not really sure and it's just this random idea, "Hey, try  it if you want to."

44:43

We might lose a lot of money and time if we don't take this idea, right?

44:49

So  again, speaking accurately is so, so important.

44:56

Is a simple way to think about then the  right balance is have a point of view, have a recommendation, present accurate  facts, and be clear when you are not?

45:05

"It's not actually 100% true, but here's a  hunch I have, or here's a theory we have."

45:11

Yeah, I think sharing a point of view, sharing  a recommendation, and then backing it up with evidence, with logic, with first principles,  with examples, with data, if you have it.

45:16

Not every situation you're going to have data for,  especially if you're building something new.

45:24

So this is where first principles comes in.

45:27

Even  explaining how you got to where you got to and why you think this is going to work, that all  gives your team, your manager, something to push back on, to poke holes on or to align on and say,  "Yeah, I agree here, but I disagree on this part."

45:44

So you can talk about ideas with a lot more  specificity when you share your thought process.

45:48

And you can frame it all kicking  off saying, "My initial thinking is," or, "Based on what we know, my hunch is, blank."

45:54

So  speaking accurately and then still bringing up those facts so that we can all make as informed  of a decision as we can make given what we know.

46:06

Advice I got that really helped here for me  was to try not to be biased with how you frame everything.

46:12

You have your suggestion for how to  do something.

46:12

It's easy to just bias all of the data to point in that direction.

46:19

And if people  notice that, they're like, "Oh, okay.

46:19

Well, I can't really trust this because I see you're  just like, you clearly have an agenda."

46:25

So it's a little bit like having an agenda and a POV, but  be clear about what is actually true. Be accurate. Yeah.

46:36

I think anytime people have to discount what you're saying because you are  biased in this way is not great.

46:44

Is there an example by any chance that  highlights what you're describing here?

46:49

Yeah, so in my course I talk about not being a  single-minded martyr.

46:49

So single-minded martyr is someone who very much has an agenda, who wants  the recommendation to go through and is presenting a bunch of evidence, supporting that direction.

47:02

And then gets really frustrated when other people are not seeing it or are skeptical.

47:09

And so one  of my clients was a single-minded martyr in a recommendation she was making.

47:16

So she was on the  growth acquisition side of her company.

47:16

And was having trouble with cross-functional team members  lending headcount to her project.

47:24

And so everyone would say like, " Oh, yes, we believe in this,  this is important," but wouldn't want to actually give her half of their engineer for two weeks.

47:33

And we were talking about it and as we were talking, she revealed that the CEO had at  the beginning of the year said that the company-wide goal is retention that year.

47:45

That their biggest challenges and areas of opportunity were in retention, not necessarily in  growth.

47:51

And once she zoomed out and realized this, she was able to put her recommendation in  context.

47:58

And realized that it's not just- ...

48:01

recommendation in context.

48:01

And realize  that it's not just I'm the only one who cares about this company.

48:04

Everyone is a  hypocrite.

48:04

They say they believe this, but don't actually want to work on it.

48:08

Before that was kind of her narrative, but once she zoomed out and realized she  was being a single [inaudible 00:48:16], she could better fit her proposal in the context  of what else was happening in the organization.

48:16

I think actually this is a really big difference  between more junior people versus more senior people.

48:25

More junior people are like, "I need to  win.

48:25

I need to get a yes for this proposal and I'm going to keep advocating for it until I get a  yes."

48:30

Whereas really sometimes the best decision for the company is not right now.

48:36

This doesn't  actually fit our priorities right now, right?

48:42

Or maybe yes, but let's right size the level of  investment.

48:42

So it might look like half whatever the size of what that recommendation actually  was, and having the maturity to realize that, to put your idea into context is huge.

48:56

That took  me a really long time to learn and I think that goes under the umbrella of always do what's best  for the company, not necessarily what's best for me, my career, my team, my wins.

49:07

If you prioritize  what's best for the company, that helps you have a more right-sized way of still advocating for your  ideas, but doing it with a bit more equanimity.

49:26

And also just connecting to what the  company is.

49:26

Just this idea of if the thing you're pitching is not aligned with  what is important to the company right now, it's unlikely to be prioritized. It makes  sense.

49:35

This is why leaders choose, here's what matters most.

49:40

We got to do the things that  are going to help us drive this thing right now, like retention or revenue.

49:43

And so that's just, I  think, a sub tactic there is just whenever you're pitching something, connect that to the goal of  the person you're pitching to so that they're like, "Oh, I see how this is going to help  me. That's great. Let's do it. Great advice."

50:00

And I think this is something a lot of people  run into.

50:00

It's just, "Why aren't they listening to me? Why don't they want...

50:04

That's such  a good idea. They hate me."

50:04

It's something, "Oh, I bet they hate me. They don't trust me."

50:08

When it's just like, okay, this isn't a priority right now.

50:13

Let's come back to it another time. Okay.

50:13

I'm going to get to a couple more tactics and then I'm going to shift directions to talk  about managers and being manager.

50:18

You have an awesome framework called MOO. What is MOO?

50:22

What  does it stand for and what is it all about?

50:26

MOO stands for Most Obvious Objection. M-O-O.

50:26

And the thought there is that a lot of times we're surprised by the questions that we get,  especially in meetings where we feel blindsided, that was unexpected, and then we're on our back  foot.

50:38

When really, if you thought for even two minutes about what are obvious objections that  I'm likely to get when I share this, you often immediately come up with what some of those things  are.

50:52

So are you going to be able to anticipate every single objection? No.

50:57

But can you anticipate  the obvious ones? Absolutely.

50:57

And so this is where knowing your own argument in and out, including  counterarguments becomes so important.

51:04

So knowing your counterarguments as well as you know the  arguments for doing the thing.

51:11

When you do that, when you have prepared in that way, you're  less likely to feel caught off guard.

51:22

When you hear you talk about this, it's like,  obviously I shouldn't do this, but very few people actually do this, actually spend a couple  minutes, " Okay, here's what I'm going to pitch."

51:31

Even a couple seconds, really.

51:31

Really, even a couple seconds, your brain will think of something.

51:37

Is there a story or an example of this that you share that highlights this  idea of the power of MOO?

51:43

I use MOO multiple times a day, every day, every  single day.

51:43

Literally whatever I'm about to say I think how might someone disagree with this or  what might an objection be?

51:50

So whatever it is I'm writing, saying, it's a really good mental  filter because it encourages you to think a couple steps ahead in kind of a structured way,  right?

52:03

If I'm about to say this, the person may then say this to me.

52:08

Well, if I take that into  account, I can volunteer that information upfront or I can frame it in a way where they're  less likely to think that that's an issue.

52:19

And so it's muscle memory for me at this point,  and this might be something we include at the end is something to start with.

52:26

But putting  MOO on a post-it, Most Obvious Objection, what is someone likely to object about?

52:32

And then  just keeping that top of mind.

52:32

It's a great way to train yourself to empathize with your audience  and with your recipient.

52:38

We all say that and we all know we should do it, but for me this  is a really tactical concrete way to do it.

52:49

I think what's great about a lot of the  tactics you're sharing is not only is it going to help you communicate it better, but  it helps you actually think and crystallize it better for yourself because you may realize,  oh, that's a really good objection.

52:58

Like, oh, the objection's probably going to be this.

53:03

Will  it drive enough impact for the business?

53:03

Oh, that's a great point.

53:06

Maybe I  should not pitch this right now. Yeah.

53:10

It definitely helps shape your own  thinking.

53:10

I think communication and thinking are so much more interrelated than we think.

53:16

I  think people think there's a thinking as phase one and then communicating the thinking, and  the reality is a lot more intertwined.

53:22

And I loved your example there that thinking ahead  to what might be the most obvious objection actually then prompts you to realize that maybe  there was a gap in what you were planning to present and then you now have an opportunity to  strengthen that pitch before you say it out loud.

53:45

There's a quote I have highlighted on this  podcast a number of times that I love that is exactly along these lines by Joan Didion.

53:48

"I  don't know what I think until I write it down."

53:56

I know exactly that feeling. Okay.

53:56

So there's a  couple more things that people have shared that you are amazing at helping them get better at.

54:03

One is just keeping your cool and staying calm during very high stakes, real-time conversations  when things maybe aren't going your way or if you disagree with someone, any advice on that,  it feels like you're really good at this.

54:18

I think one thing that tends to throw people off  is putting a lot of pressure on themselves to get the exact right answer.

54:27

So if they are asked a  question and they don't know the answer, a lot of people will then kind of freak out.

54:33

And I was  taught early in my career that if you don't know the answer, you should say, "Let me look into it,  I'll get back to you."

54:38

So that's a fine approach.

54:45

It's definitely better than making something  up, right?

54:45

So definitely don't make something up.

54:49

But if you are more experienced and have  some confidence in your subject matter area, just saying I'll get back to you, is  sometimes a missed opportunity.

54:59

You can ask for a bit more information to be able  to continue the conversation in that moment.

55:10

So let's say that your exec says what percentage  of users came from mobile last month and you don't have that number off the top of your head.

55:18

So person A says, "Let me look into it and I'll get back to you."

55:22

Person B might say, "I  don't have that number off the top of my head, but in the last quarter the number has been  60 to 70% and it's grown in the past year, so mobile is now a bigger part of our business,  et cetera.

55:33

Are you wondering if we are investing in mobile appropriately or where's that commission  coming from, basically? Right?

55:42

And so being able to answer a similar question in the direction  you think the person is asking about and then validating why they're asking that question  allows you to still continue that conversation in the moment.

56:01

I call it the question behind  the question, sometimes you get a question, but underneath there's a deeper underlying concern.

56:06

And many times people don't even know that it's there, right? Subconscious.

56:13

So it's not nefarious,  they're not withholding anything from you.

56:13

But when you are explaining something and you're kind  of getting multiple questions on the same thing, it's a good sign that there might be a  deeper question behind the question and it's our responsibility to figure out  what might that be.

56:28

And so probing, asking for a bit more information, answering in  that general direction and then validating these are all techniques you can use when you are in  the moment without feeling like, oh, I must have every single thing prepared and the moment that  I'm caught off guard, everything goes to shit.

56:48

Another tactic along these lines that's  very similar to what you're describing, but I'll share that I learned that was really  helpful is just if you're not sure what to say, basically just reflecting back their question  and just being like, let me just make sure I understand what you're looking for.

57:01

You  want to understand monthly retention for, and then maybe clarify.

57:05

And that one gives you  time to think about it as you're talking.

57:05

Two, it helps the person recognize,  "Oh, he hears me. Great. Okay, this is good.

57:14

He's thinking about this."

57:14

And  then at the end of that you could be like, "Okay.

57:17

I don't actually have that specific number. Let me think about it."

57:17

Or, "I have the quarterly number. Okay. That's what I know."

57:22

So there's an  interim step almost that I'll add into your piece of advice of just reflect back their question,  just better understand what they're looking for. Yeah, I love that. Mm-hmm. Mm-hmm. Awesome.

57:34

Okay, let's go back to what I said we  do.

57:34

Let's pick one tactic that you think people should try first, maybe one or two.

57:41

So let me  read the ones we've gone through and then see what you think would be a good first step.

57:46

So  one is starting with sales, before getting to logistics and giving people the why signposting  using specific words to help people guide the doc and not get overwhelmed.

57:58

Finding the right level  of confidence, having a POV, that sort of thing.

58:04

Getting better, being concise, MOO, not overusing  formatting, something else you shared.

58:04

And then this idea of when you don't know the answer,  not saying I'll get back to you as the default, maybe giving them a different answer, maybe  asking them more questions.

58:17

Across those, which do you think someone should try  to like, "Okay. Let me start here."

58:25

I would start with Most Obvious Objection and  also framing your conversation up front.

58:25

And that kind of relates to using signposting words  if needed to help you frame that conversation. Sweet.

58:37

That's such an easy one to remember. Just MOO. Okay.

58:37

So stick a post it somewhere when you're about to share something in Slack and  ask someone for something, present in a meeting, send a strategy, and just think about for a few  seconds what might be the most obvious objection to what I'm trying to ask them to do. Great. Okay.

58:49

So let's talk about management.

58:49

And there's kind of two sides to it.

58:56

Being a manager and  being a person reporting to a manager, you have a bunch of really good advice here.

59:00

One is there around managing up.

59:00

One of my most popular posts in the early days was advice  for managing up and just how important it is.

59:08

What advice do you have for someone to get better  at managing up?

59:08

Why is that even so important?

59:08

Why do you think people may be under appreciating how  important it is to manage your manager, let's say.

59:18

One of the most common myths about managing up  that I definitely felt early on in my career was that I would have to manage up if I were  more junior, but eventually I would outgrow it, that I would get senior enough that I would no  longer have to do it.

59:30

And it was a rude awakening that no matter how senior I got, managing up,  I not only had to manage up, it actually became more important.

59:40

So I think managing up is one of  those skills that if you invest in learning it, it serves you now and for the rest of your  career.

59:46

And I realize that many senior people are actually the best at managing up.

59:53

That's  partially how they got to be so senior in the first place.

59:57

But also, the more senior you get,  the less likely that your manager is going to give you really well-defined tasks and problems  on a silver platter and ask you to solve them.

1:00:09

You are going to be dealing with more  ambiguity and you're going to be dealing with sometimes a mandate like make this  number go up or create this division, right?

1:00:18

Where you need to manage up and  make sure that your leader, your manager, is in the loop about what you are about to try  and what you're about to do and make sure that they're aligned.

1:00:29

And so for me, realizing that  managing up is something that is ongoing and that it shifts and evolves and looks different as you  go in your career, that was a big unlock for me.

1:00:44

Just that even if you become even a VP, if  you become a director and still something you want to invest in, any specific tactic  or advice for how to manage up well.

1:00:54

The biggest one is to share your point of view.

1:00:54

So this some people are surprised by because they think I'm going to say do a weekly recap of the  tasks that you worked on or what you contributed.

1:01:08

And that is a good idea, if you want to do it, you  can do it.

1:01:08

But I think the more highly leveraged way to contribute and manage up is by being more  vocal about sharing your point of view.

1:01:16

When you just ask your manager, "Hey manager, what should  we do?"

1:01:23

You're putting a lot of cognitive load on your manager to need to think about the  problem, think about potential solutions, craft the solution, and then tell you what to  do.

1:01:32

Whereas if you instead said, "Hey manager, here's what I think we should do. How does that  sound? Where do you see gaps?

1:01:38

Am I thinking in the right direction?"

1:01:44

You give them something  to build off of and that reduces the amount of mental lift that they have to put forth.

1:01:50

And so sharing your point of view more readily, backing it up with evidence, that's a wonderful  way of making your manager's life easier.

1:01:57

And also showing that you are an active rigorous thinker  who is thinking strategically about the business.

1:02:10

You're not just waiting to be told what to do,  you're not expecting them to figure things out and then tell you you are actively looking  around the corner trying to solve problems, forming hypotheses in your mind, observing and  noticing things.

1:02:18

And again, sharing your point of view doesn't mean that you have the perfect  answer.

1:02:23

You can share that, "Hey, I've noticed this problem popping up in a couple of different  places.

1:02:30

Here's what I think might be happening."

1:02:36

Or when you share a report, don't only share the  report and expect your manager to come up with insights and takeaways.

1:02:42

You should look at the  report too and point out insights and takeaways.

1:02:47

So it's really changing that posture from more  reactive and more waiting to be told what to do or kind of staying in this narrow box to being  willing to share your recommendation, your point of view, share what you're noticing, and this  is something that even junior people could do.

1:03:04

I was going to say exactly that.

1:03:04

I think not  only is it something junior people can do, this is a really good way to get promoted and  to take on more leadership opportunities.

1:03:08

You coming to your manager with, "Here's something I  think we should do.

1:03:15

Here's a perspective I have. Here's an opportunity."

1:03:19

If you were in charge,  you're like, how awesome would it be for people to come to me with amazing ideas and have clear  recommendations? That sounds great. Everyone wants that.

1:03:30

So if you can do that, amazing. Who  wouldn't want that?

1:03:30

But then what's interesting is similar to how writing helps you crystallize  your thinking, you coming in with a recommendation forces you to really think deeply about it because  that's putting your reputation on the line.

1:03:39

So there's a second order effect of it makes you  actually spend more time on the thing and be clear about why you think this is a good idea  and do more research. So a lot of wins here.

1:03:53

There are a lot of situations where you might have  the most visibility into a problem.

1:03:53

You might have the most proximity into an issue.

1:03:59

And so if you're  not speaking up about it and sharing what you're observing, sharing what you're noticing, your  manager doesn't necessarily have visibility into that.

1:04:10

And so I've heard so many managers say that  they want their junior people to speak up more because their junior people have often close  contact with customers, with support tickets, with cleaning data, with a bunch of things where  the manager would love to hear insights from that.

1:04:32

If you're not having success with this, if you're  hearing this and be like, but it never worked, my manager doesn't listen to me, listen  to the rest of this podcast we just did, which is basically advice on how to effectively  convince someone of a thing.

1:04:40

It's like, tell them why this is a problem, be really concise about  it, sign post words, all these things.

1:04:45

That's exactly what this whole conversation's been about. Okay. Let's see.

1:04:50

We have a couple more really cool tactics that people have suggested we talk  about.

1:04:56

One is how to give feedback well, how to do better, how to be more effective  at giving feedback.

1:05:00

What's your advice there?

1:05:05

I have a framework called strategy, not  self-expression.

1:05:05

And so the idea here is that most of the time, by the time we are giving feedback  to someone, we have been frustrated for a while.

1:05:18

I used to be very conflict diverse, so I would  wait and try to convince myself that I wasn't bothered by something until I really couldn't hold  it in anymore.

1:05:22

Then I would schedule a one-on-one with a coworker to tell them the feedback and it  would inevitably turn into a venting session where I was in the name of sharing the impact of what  they did would share all my frustrations and all the ways that they have basically harmed me and  made my life difficult.

1:05:41

And this would be very counterproductive because the person would either  feel like and feel really demoralized or they'd get really defensive and they'd want to argue with  me about how what they did actually was not that bad or it was partially my fault too or whatever.

1:05:55

And so I realized that a better way of giving feedback is thinking about motivating the person's  behavior change.

1:06:02

The goal is behavior change.

1:06:02

So if that's the goal, trim everything else that  you were about to say that does not actually contribute to that goal and only keep the part  that will make the person want to change, help them understand the benefit to them as well as  to the people around them.

1:06:23

And so usually for me, that's trimming 90% of the initial stuff that I  want to say and really keeping only that 10%.

1:06:30

And that's made a really big difference.

1:06:37

Whenever  I am giving constructive feedback of any kind, I always keep that in mind.

1:06:41

And when I  don't do it, I almost always regret it.

1:06:46

Someone close to me in my life is working  on the skill, which is there's just, "I want people to know how they messed up. Justice. I need this to be fair."

1:06:53

And what I always recommend is just think about what  you want to get out of this conversation, what do you want from them?

1:07:05

And then, okay,  what's the best way to get that?

1:07:05

Versus just making sure they hear you and making sure  they understand how screwed up this was.

1:07:14

And that's basically what you're saying is  focus on the outcome you want to achieve, not something that's useful, something  that will make you just feel better. Yeah.

1:07:23

I definitely think that having a space  to vent and to share those frustrations is important.

1:07:29

So you want to get that out before you  go into the conversation with your counterpart.

1:07:34

So whether it's talking to your therapist or  your partner or friend, you want to basically get all that energy out because otherwise  you bring it into the conversation and it doesn't take much to set you off.

1:07:45

You might have  a whole script, you're controlled, you're calm, and then you start talking and the other  person raises an eyebrow and is acting a little incredulous at what you're saying, and  that's all it takes for you to snap and be like, "You're surprised? You're incredulous?

1:07:59

Why are  you incredulous?" Right?

1:07:59

And then you're off, right? Yeah.

1:08:03

Getting that energy out, I would say  step one, so that you can go into the conversation clear, grounded, setting that emotional tone  that is more positive and that allows you to stay focused on only the part that will get them  to behave in the way you want them to behave. Such good advice.

1:08:23

And I think we come back to are  you getting the outcomes you want?

1:08:23

If you're not, this is another reason it might be the case is you  just need them to hear your mind. I just need you to know.

1:08:34

And I think a lesson here is that may  not be the best path to getting what you want, but it may feel good.

1:08:39

Maybe people are like,  "Ah, but I really want them to know this."

1:08:42

There's that great Einstein quote about insanity  being repeating things that you're doing expecting a different outcome.

1:08:48

And I feel like that applies  so much to the workplace and to communication.

1:08:55

Most of us have certain patterns that we are  used to and certain ways of responding, and if you believe that there is untapped upside that  whatever you are at is kind of a local maximum and that there's better out there, then that's  where switching things up could be useful and not just doing everything that you've been doing and  getting the same result that you might be getting.

1:09:19

This resonates with Toby Lutke  when he is doing the podcast, talked about how...

1:09:22

He had this quote that I love  that just "No human in history has come anywhere near their potential and everyone is way, way,  way better than they think are," and these are really cool tactics and really effective ways  to actually get closer to your potential. Okay.

1:09:39

Two more things I want to talk about real  quick.

1:09:39

One is your advice on delegating, but also continuing to have high standards.

1:09:45

This  is something I spent a lot of time on because a lot of people don't delegate because they're  afraid it's not going to be as great.

1:09:50

I just want this to be really good.

1:09:54

I don't trust that  it's going to go as well.

1:09:54

If I did it my way, it'd be great.

1:09:59

So just advice on how to delegate  effectively while maintaining high standards. Yeah.

1:10:04

I have a framework called CEDAF. C-E-D-A-F. Mm-hmm.

1:10:08

I love all these acronyms.

1:10:09

It's kind of like Cedar, but with an F  at the end.

1:10:09

I need acronyms for myself.

1:10:13

All of these are really reminders for myself  because I need a short way to remind myself.

1:10:13

So CEDAF stands for the C is comprehension.

1:10:19

So  have I given this person that I'm delegating to everything that they need to understand what it is  that I want them to do.

1:10:26

That includes more simple things like logins to all the right software  tools that they need to look up, whatever you need to look up.

1:10:38

And understanding what the end  result should look like, right?

1:10:38

So that's all under C for comprehension. E is excitement.

1:10:43

Am  I explaining this in a way that is making this as exciting as it could be?

1:10:50

There are a lot of  tasks that aren't inherently that exciting, but by explaining the why behind we're doing this or why  it's important to the project we're working on, that makes people more likely to understand and  be excited about how this fits into everything. So E is for excitement. D is for de-risk.

1:11:06

Am  I de-risking any obvious risks from delegating this?

1:11:13

So usually when I ask clients this, they  immediately think of something.

1:11:13

They're like, "Oh yeah, I wouldn't want my direct report to  spend a ton of time going in the wrong direction, filling out a hundred rows of the spreadsheet if  actually it took longer than we expected." Okay, great.

1:11:31

If that's a risk, then maybe you  have them do 10 rows, see how long it takes, see if we need all the information that they're  actually gathering, and then regroup, right?

1:11:38

So what's an obvious risk?

1:11:42

Another might be I can  see this person misunderstanding and thinking I'm looking for this where I'm really looking  for that. Okay, perfect.

1:11:47

Just tell them, "When I explain this, you might think I mean this, but  really I don't want that.

1:11:53

I actually want this," right? So just vocalize it. The A is for align.

1:11:57

So am I giving the other person a chance to- The A is for align.

1:12:03

So am I giving the other  person a chance to speak up and make sure we are actually aligned, that they're picking up  what I'm putting down?

1:12:05

Because you might be explaining a bunch of stuff, but how much are  they actually absorbing?

1:12:10

You won't ever know if you wrap up your little spiel and then  say, "Okay, go off.

1:12:14

Come back to me when you're done."

1:12:20

So give people a chance to ask  questions to see what parts are resonating, what parts they might be a little bit  confused on.

1:12:24

Usually, when I do this, it's amazing.

1:12:28

Because my team member will  say, "What did you mean by this part?

1:12:28

How does this part fit in?"

1:12:33

I'm like, "Oh my God,  I totally forgot to mention this thing."

1:12:33

Or, "Oh yeah, I didn't even really explain  that well."

1:12:38

Okay, so let's go into that. And then F is feedback.

1:12:42

How can you have the  shortest feedback loop possible?

1:12:42

I am a huge fan of shorting the feedback loop as much  as possible and then shortening it again.

1:12:52

So even within that initial conversation where I'm  delegating something, instead of waiting a week, what if we waited a day and checked in on the  initial direction that person was going?

1:13:00

And let's do it even more.

1:13:04

What if after I finished  explaining, at the end of that conversation, we brainstormed a couple things that, that person  wants to do?

1:13:10

So within this same conversation, I'm delegating, I'm already getting a sense  of, where do you want to go with this?

1:13:15

Once you start, do you see any bottlenecks?

1:13:20

And so just really keeping that feedback loop super tight.

1:13:25

I found that when I run through  the CDAP acronym, there's usually one letter that I could amp up a little bit more like, oh,  I didn't really put much thought into making this exciting for the person.

1:13:36

How can I connect  this to their career goals or to the company's priorities this quarter or to something  else?

1:13:43

So it's a nice mental checklist.

1:13:49

So much of your advice comes back to this idea  that we've touched on a couple of times.

1:13:49

We just spend a little bit more time upfront.

1:13:52

Is that  how you described it, a little more time upfront?

1:13:56

Yeah, a little bit more time.

1:13:56

A little  bit more of an investment upfront.

1:13:59

Upfront to save you tons of time  later. Okay.

1:13:59

So as you described this, I don't know if you're realizing this, but  you're basically just helping people work better with AI and agents.

1:14:08

This framework is  exactly I think what people need to effectively delegate to this future world of this agent world  of society of agents doing work for us.

1:14:15

Basically, you're going to be delegating to these agents  in the future, and this framework is a really cool way to frame it. So think about it.

1:14:29

Am  I communicating this well, comprehension? So CDAP.

1:14:35

Comprehension is, again, can I make this  clear?

1:14:35

Is that the way to think about that? Yeah. Can I make this clear?

1:14:40

Does this  person have everything they need to be able to accomplish what I am asking them to do? Okay.

1:14:47

And then it's communicate why you're  excited about this, basically the why.

1:14:47

And it's interesting, there's this funny prompt technique  I've learned, prompting engineering technique of just telling the AI, "This is very important to my  job."

1:14:56

Just using that sentence, it does it better. Oh, interesting, yeah.

1:15:03

It takes it more seriously. It's just  so weird.

1:15:03

I have a post about this, and that's one of the pieces of advice, just  tell me why this is important.

1:15:07

I think people take it to the extreme as someone will die if  you don't get this right. That actually works. That is extreme. Cool. It's wild.

1:15:18

Okay, so CEDF, comprehension, excited,  de-risk, think about ways you can de-risk, which is moot, basically. What's the most? It's a similar concept.

1:15:25

Just think ahead to what might go wrong.

1:15:29

Make sure you're aligned,  which is quite important in the AI space.

1:15:29

Make sure you're aligned.

1:15:36

And feedback, get a quick  feedback cycle.

1:15:36

And it's interesting with deep research on some of these AI tools now, it's  like, "I'm off for half an hour. See you."

1:15:45

And I imagine more and more of them will  check in with you as it's going and ask you questions.

1:15:50

I used deep research recently  and it's really good at just like, okay, let me have five questions for you before I go off  and do this work just to clarify what you want.

1:15:57

Yeah, I found that AI will often shorten the  feedback loop and align with you as well.

1:15:57

When you prompt it, when it comes back, it will not  do the entire task for me, sometimes.

1:16:06

It'll say, "I've done the first part of this. Does this sound  right?

1:16:13

Is this what you're looking for?

1:16:13

If so, I will complete the next section."

1:16:19

And then  sometimes I'm like, "Do the whole thing.

1:16:19

Just stop trying to conserve energy and just do.

1:16:23

I want you to do the whole thing."

1:16:23

But that's what it's doing, it's breaking it into smaller  chunks to de-risk that it's going to use all this bandwidth to process this thing and I'm going  to say, "Oh, that's not what I was looking for."

1:16:36

I'm going to come back to AI  real quick, but before I do that, I have one more question for you, but let me  just say, I feel like we've discovered an AI version of your course now.

1:16:42

Basically,  how to delegate well to AI agents that I think people are going to find really valuable,  planting a seed. Okay.

1:16:46

Before we get back to AI, you have this other concept that I love  that I actually learned from you years ago when I was working on my course  called the swipe file.

1:16:54

Swipe file, what is a swipe file? What is that about?

1:16:59

What can  it help you with?

1:16:59

Why should people be doing this? Yeah.

1:17:03

So swipe files are really common for  marketers, and I think other functions haven't caught on as much, but I think it is really,  really useful.

1:17:08

And basically a swipe file is collecting inspiration that you can refer  back to later on.

1:17:13

So some marketers will collect examples of copy, landing pages, ads, et  cetera.

1:17:21

For me, I have a file, an Apple Notes, file called Smart Things People Have Said,  where I will basically paste in phrases, words, things people have said that I thought were  well articulated or sounded really intelligent or sounded strategic.

1:17:42

And I don't actually go  back and look through my swipe file very often, I think other people do, but for me, even the act  of adding it to my swipe file, I've already gotten value from it because it's training me to be more  alert to noticing when something is working well.

1:18:00

I think there's so much happening around us all  the time that your coworker says something smart and you're like, "Oh, that was nice," and then you  keep moving on.

1:18:06

But when you stop and pause and think, oh, that was really effective, let me add  it to my file, and also think about, why was that effective and is that something I can borrow?

1:18:18

So in my course, I encourage folks to create a work journal where they can jot down some of these  observations, some of these phrases, and basically encourage yourself to be more alert to things  you can borrow from other people all around you.

1:18:38

Something else about the swipe file, you  use quotes.

1:18:38

It could be screenshots of cool designs.

1:18:43

It could be strategy docs you  found to be really effective.

1:18:43

It could be conversion flows that are really cool.

1:18:48

It  could be just whatever you're interested in. Yeah.

1:18:52

And the great thing about that  is you can then go back and analyze it and break down the structure, break down  the argument, break down why was this so effective?

1:19:03

Whereas if you're not capturing it,  it's easy to just move on to the next thing. Yeah, cool.

1:19:09

And I did this for a while.

1:19:09

I stopped,  to be honest, but I really want to be doing this.

1:19:14

So this is maybe some homework or something,  because I know a lot of people stick with it, is just start like a folder or a Notes, note,  whatever you use for your note-taking, and just start throwing stuff in there.

1:19:24

And it could  be messy, right?

1:19:24

It's just like, throw it in. It can be super messy.

1:19:27

I was going to  say, my back end system is super messy and it's fine.

1:19:32

It's not a problem I need  to be solving. It works.

1:19:32

I find things I need to find.

1:19:39

So I like having as simple  of a process as possible.

1:19:39

So Apple Notes, I open it.

1:19:45

It's just on my home screen, I  just add something.

1:19:45

I'm not tagging anything, I'm not putting it in certain rows and filling  information out.

1:19:51

I'm just including it in a file, and if I want to go back and look  at it, it served its purpose. Awesome. Okay, so last question.

1:19:58

AI, I'm going  to just come back to this briefly.

1:19:58

We have this segment on the podcast called AI Corner, and we  touched on this already, but I'm just curious how you have found AI to be useful in your  work or your life, whether it's helped you become a better communicator?

1:20:13

Is there anything  you can share that might be helpful to folks? Yeah. I love Claude.

1:20:17

There are days when I talk  to Claude for three or four hours prompting as a thought partner.

1:20:26

So yeah, I think that AI is  really helpful for an initial draft of something to bounce off of.

1:20:33

Sometimes I'll paste in an  email that I am not quite sure how to respond to and ask Claude, "Tell me draft reply."

1:20:41

And  I'll usually give it some direction.

1:20:41

So I found that sharing my point of view makes the output  way better.

1:20:47

If I just give it something and say, "What would you say?" It's just not as  good.

1:20:54

Whereas if I say, "I am not sure about how to tell this person no, because I  previously said yes and so I feel on the hook, but history has changed and so is there a  nice way where I can be really respectful of our relationship and also make them  feel seen and heard, but decline?"

1:21:19

So if I explain, "That's the problem I'm dealing  with and here's what I would ideally like to be able to do," Claude comes back to something  that's pretty good.

1:21:23

And then from there I'll edit it to my voice because usually it's a  little bit too formal sounding.

1:21:27

And so I'll make some edits and then I'll share it back  to Claude and say, "What do you think of this version?

1:21:36

Would you make any improvements?"

1:21:36

And then we go back and forth from there.

1:21:41

Wes, this is the most useful  thing I've ever heard. [inaudible 01:21:44].

1:21:44

I need this and I need this immediately, just  nice ways to say no to stuff.

1:21:44

This needs to be an extension that I can have in my browser,  just, "Help me say no to this, please." Wow, such a great idea. Okay, good one. Okay, great.

1:21:57

Wes, is there anything else?

1:21:57

We've gone through a lot.

1:22:04

I imagine the answer is no, but before  we get to our very exciting lightning round, is there anything else that you wanted  to share or leave listeners with?

1:22:11

No, I feel like we covered  a bunch of great frameworks, principles, so lots for folks to get started. All the things.

1:22:18

And I love that so much of  this will apply to being more effective with AI tools and I feel like people can go through  this again and just through that lens of, how will this helped me get more out of  Claude and ChatGPT?

1:22:27

I bet so much of this will actually apply and I feel like there's  an interesting course there.

1:22:32

With that, Wes, we've reached our very exciting lightning round.

1:22:39

All right, Are you ready? Let's do it. Okay.

1:22:42

First question, what are a couple books  that you recommend most to other people?

1:22:46

One is High Output Management by Andy Grove,  which is a classic.

1:22:46

Another one is Your Brain At Work by Dr. David Rock.

1:22:55

And that one  is all about better understanding your own brain and attention span so that you can  allocate your mental resources appropriately. So that one's great.

1:23:08

Ever since reading  that, I hide my phone from view because there have been studies that show that even  seeing your phone in the corner of your eye, it's distracting.

1:23:18

And I do the hardest  things earlier in the day when you have more cognitive resources available.

1:23:25

So  that one's really good. Yeah, those two. These are great.

1:23:30

I completely get that  phone thing.

1:23:30

I'm just looking at my phone, I'm like, "Dang, get out of here. Just go away."

1:23:35

I will stick it under my pillow on the  couch or hide it under a notebook. It's huge.

1:23:41

I'm always hiding my phone  so it's not in my line of sight.

1:23:46

I think Arianna Huffington has a product you  can buy that's a little bed for your phone that you put to bed before you go to bed in a  different room and it has a charger attached. Oh, that's cute. So cute, so cute.

1:23:56

I don't know if I need a  separate bed for my phone.

1:24:00

But it's like a ritual, I guess, and  there's some theory behind it. Okay, next question.

1:24:04

Favorite recent  movie or TV show you really enjoyed?

1:24:08

I love Anything by Harlan Coben on Netflix.

1:24:08

Basically, I don't even remember any specific movies or a TV series, but anything he puts  out, he's an author and then they've turned a lot of his books into mystery thriller TV  series, and anything he puts out becomes number one on Netflix.

1:24:28

And I appreciate  that he gives the people what they want, that he knows his craft, he knows his genre.

1:24:34

And yeah, he just has so many bangers.

1:24:34

And I don't remember any specific one, but if it's a  Harlan Coben show, I know it's going to be good.

1:24:45

I'm looking at a list now I just Googled  real quick.

1:24:45

So it's all scary stuff, right?

1:24:49

Yeah, they're mystery thrillers, and I  think he does a good job playing with time and revealing information over time.

1:24:54

It's usually something about someone's past that is now coming to haunt them, and  so he'll skip between present day to the past and then slowly reveal stuff.

1:25:05

And there's always a twist at the end.

1:25:10

There's a page, the Harlan Coben Collection on  Netflix.

1:25:10

That we'll link to that has all this stuff.

1:25:15

I've never heard of this,  so this is great.

1:25:15

Next question, do you have a favorite product you  recently discovered that you really love?

1:25:22

I recently started using an electric  toothbrush and it's been life-changing.

1:25:27

So my husband got one and then a  couple weeks later he gifted me one, and I was like, "Wow, this  is actually really nice."

1:25:34

Are you a Sonicare person,  Oral-B person, or something else?

1:25:37

It's Oral-B but I've not tried  any other brand.

1:25:37

That was one that our dentist gifted my husband this electric  toothbrush because he did Invisalign.

1:25:43

And I'm sure Invisalign is every dentist's dream. Margins.

1:25:51

I feel like every time I get a cleaning, the  dentist is like, "So have you thought about, are you interested in Invisalign?" I'm  like, "No."

1:25:56

And so when they get a yes, I'm sure they're really excited,  and then they lock you in, the brand locks you in with these replacement  toothbrush heads that are way more expensive than they should be.

1:26:09

So it's a whole  razor and blades, ink cartridge and printer model here.

1:26:14

So I was horrified by  how expensive these replacement heads were.

1:26:18

But you got a free toothbrush.

1:26:18

I think  the Oral-B is what I use, but I think that's what the Wirecutter recommended, but  it's so loud. I don't know.

1:26:23

One of them is just really loud.

1:26:27

I think it's the Oral-B, but  it's better, apparently.

1:26:27

I went with Wirecutter, but it's so loud.

1:26:31

I feel like there needs to be  a Wirecutter for good design and experience... Ooh. ...

1:26:37

versus just the optimal efficient version.

1:26:37

Anyway, let's keep going.

1:26:37

Do you have a life motto that you often find useful in work or in life  that you repeat yourself and share with folks? Yes.

1:26:50

I actually have many, but I'll share two.

1:26:50

One is everything takes longer than you think.

1:26:57

So this applies whether you are calling customer  support for something or running an errand or building your career, building skills.

1:27:05

I find  it's useful to add buffers for yourself.

1:27:05

This applies for launches too.

1:27:11

Just assume it will take  longer than you think and you'll be less stressed.

1:27:17

That connects to everything we've been talking  about.

1:27:17

Just spend a little more time upfront to make it.

1:27:20

And maybe if you spend more time  front, it'll take less time than you think.

1:27:25

The other one is a riff on always be  closing, like Glengarry Ross.

1:27:25

"It's always be selling."

1:27:30

This does not mean  pawning your wares, but rather putting forth effort into convincing the other  person of whatever your recommendation is. Love them. Okay, final question.

1:27:42

So you've  been a long time, I hate this word operator, but I guess that's the way people describe this,  where you've just been working at companies, building companies, and you recently left  that just to become creative person.

1:27:51

Started a course on Maven.

1:27:56

You do executive coaching,  things like that.

1:27:56

Any just lessons or a lesson from that jump that might be helpful to  folks that are maybe thinking about that?

1:28:07

I think when you are an in-house operator,  there's a lot about your role that you have a little bit less control over, basically.

1:28:14

There's just certain things you have to do because it comes with the territory.

1:28:18

Whereas when  you are a solo operator running your own business, doing your own thing, you have a lot of freedom  to craft your work around only your strengths, only the part that you are really good  at, that adds a lot of value for other people where there's market demand.

1:28:35

And so,  for me, there was a bit of a shift where when I realized that I could craft my business,  my work around only the part that I'm best at, and that can be a narrow-ass slice,  that's actually really, really freeing.

1:28:54

And so I would encourage folks to think about,  what is the thing that you are extremely good at that people find super valuable, the part  that you love doing most, if you could not do all the other stuff you don't want to do, and  how can you think about doubling down on that?

1:29:12

That's such an important point.

1:29:12

And the  Claude tip you shared of how to say no well is such an important ingredient into that,  because so many things come at you and are interesting and enticing that it's hard to  decline, that you realize, why the hell am I doing this?

1:29:27

I can actually control where  I spend time and why did I say yes to this?

1:29:32

I actually credit you with helping me  come to this realization.

1:29:32

I mentioned you on a podcast the other day about this  because, do you remember when Maven was launching an important feature, I think  it was our marketplace or something, and I had asked you if you wanted to go  on Clubhouse to be part of the launch?

1:29:55

I remember that, but I am sure I said no. Okay, yeah. You said no. You said no. And I was like, "Wow.

1:29:57

Out of curiosity, what's the thought behind it?"

1:30:02

And you said, I'm  going to bastardize this, you could correct me, but you essentially said, "I don't really like  doing live public speaking type things and I've been fortunate enough to build a career where I  can write, I do my podcasts, and work only on the part that I love doing.

1:30:22

And so I'm okay saying no  to these other really interesting opportunities."

1:30:28

And I remember at that time thinking it was so  groundbreaking that you could say no to something that was legitimately a cool opportunity and  be really confident about it because it wasn't your core competency.

1:30:41

It wasn't the thing you are  best at.

1:30:41

And I've really kept that in mind when opportunities come my way of, am I excited about  this?

1:30:47

Is this what I'm really good at?

1:30:47

Can I shine in this setting?

1:30:51

Because when you are solo, you  get to choose the settings that you want to be in.

1:30:59

That's such a cool story.

1:30:59

I don't exactly remember  that, but I am zero surprised at what I said.

1:31:03

And the way I put it now, when folks invite me to  stuff like this is I just find the ROI on my time is so not worth doing a talk, doing a fireside  thing, doing another podcast.

1:31:10

It's just like, if I can spend more time on this newsletter  than the podcast, the leverage is so much higher than just doing a talk because that takes  so much time.

1:31:21

So I just have this template now that basically says what I sent you, that is,  that it helps. But it's tough. It's so hard to say no.

1:31:32

Sometimes these opportunities are so  interesting and the person is like, "Wait, what?"

1:31:37

Because I don't think the people asking you for  stuff know that I'm getting 10 of them a day, and they're like, "Oh, he said no to my talk.

1:31:42

He  doesn't want to be on my podcast. What a jerk." That's what I think.

1:31:46

I don't know if that's what  they think. But anyway. Okay, that's great.

1:31:46

Yes, and I think I just had a post about reaching  a million subscribers to the newsletter, and actually had this image of the Ikigai  concept, which is exactly what you just described, which is you want to try to find the thing  that you love doing, that people value, and that you can make money doing. That's the  dream.

1:32:05

And that's exactly what you have done as well.

1:32:11

So thank you for being here, Wes.

1:32:11

I  actually think we delivered on what I thought we would.

1:32:16

I think this is going to be one of the  most highest leverage conversations we've had. So two final questions.

1:32:21

Where can folks find your  course?

1:32:21

I know you also do executive coaching.

1:32:27

Where can folks learn more?

1:32:27

And final question  is just, how can folks be useful to you, Wes?

1:32:33

You can find out more at weskao. com.

1:32:33

I linked my course to my coaching from my main page.

1:32:37

I also post on LinkedIn  as well, so you can follow me there.

1:32:43

And I'm always looking to meet fellow  operators who out about communication.

1:32:48

So if you put any of these principles into  practice, I would love to hear about it. Awesome.

1:32:53

We'll do that in the comments. They can DM you.

1:32:53

I don't know, what's the best way to reach  you on the website or Twitter?

1:32:59

Yeah, bunch of platforms. All the places. Okay, cool.

1:33:03

Website, email, LinkedIn, DM me. There we go. There we go.

1:33:05

Wes,  thank you so much for being here.

1:33:08

Yeah, thank you so much, Lenny. Very cool. This was fun.

1:33:14

Thank you so much for listening.

1:33:14

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1:33:17

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1:33:23

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1:33:28

See you in the next episode.