Lessons from Atlassian | Megan Cook (Head of Product, Jira)

0:00

What we put into place is something we call Fight  Club.

0:00

I'll probably get in trouble for talking about Fight Club.

0:04

The first rule is you don't talk  about Fight Club.

0:04

But it's 30 minutes every week, and it's just for myself, my engineering, and my  design leader; and we get together, and we know that we're going there to have a conflict.

0:16

I think often when there's difficult conversations, or those conflicts come up, you  can put them off until they become much bigger.

0:25

Or if somebody is conflict adverse, they can  try to avoid having it at all.

0:25

But by having a specific slot of time in your week for something  like that, then you're sort of in that mindset.

0:37

You know you're going in there to solve a hard  problem.

0:37

You know that there's going to be a disagreement.

0:41

And it makes it much better.

0:41

I think  the relationship we all have is so much better because we get on top of these things early.

0:47

Today, my guest is Megan Cook.

0:47

Megan is head of product for Jira, which is used  by 75% of Fortune 500 companies, 125,000 customers globally, and is by far the most  popular project management tool in the world.

1:06

Megan has been at Atlassian for just under  11 years.

1:06

Prior to Atlassian, Megan was an analyst, a developer, and an agile coach.

1:11

In our conversation, we discuss what Atlassian has done so right in being able to offer 15 different  product lines, which many companies dream of, how they continue to stay ahead of the market in spite  of the many competitors in the space, why Megan considers play so essential to building great  teams and great products, a bunch of tactical advice for getting buy-in for your ideas, tips  for being a successful PM in a remote environment.

1:39

Also, a great story of failure, and so much more;  including surfing tips.

1:39

With that, I bring you Megan Cook after a short word from our sponsors.

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3:53

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

3:57

I am a big fan of  your podcast, and I am excited to be here.

4:02

I have a lot of things I want to chat about.

4:02

I've  heard about many things that you're extremely good at as a leader, as a product leader, and so I'm  just going to poke around a bunch of different areas.

4:11

I wanted to start with something that I  hear you're just a big advocate of and really good at, which is creating space for play on teams and  also just creating a lot of psychological safety, something that you find really important that  helps your teams be as successful as they are.

4:29

Can you just talk about why this is important  to you, why creating play and psychological safety are so important to you, and then just  how you do this, maybe an example or two of how you actually apply this on your teams? Yeah, absolutely.

4:37

I think especially recently in the tech industry, it almost feels like  we're going through a bit of a wake-up call at the moment.

4:48

We were in this time of  plenty, and everyone was hiring like crazy, and then COVID hit and suddenly people's behaviors  had to really change.

4:54

People couldn't travel; they had to work from home.

4:59

There's a whole bunch  of industries that got highly impacted by that, and it created this time of high ambiguity.

5:05

Before that, or to the start of that, I was noticing within my team just some little  indicators where people weren't all comfortable to speak up when we'd had really open discussions  with the most junior person, where the most senior person were happy to talk about anything.

5:24

There  was more anonymity in feedback.

5:24

Every time things were coming to leadership to give feedback on, it  was just sort of painfully polished.

5:33

And I think once it gets to that level, that's a really bad  time to give feedback, because it probably means that a whole ton of work has gone into it, and you  might waste a whole bunch of work if you have to correct direction or make significant changes.

5:50

And so, I was looking at my team and thinking, "Yeah, something doesn't feel quite right here."

5:56

And then I went to this leadership outside, and one of the speakers there was Ben Crowe.

6:02

He's  an expert in having the right mindset.

6:02

So he works with Olympic gold medalists, and Ash Barty is  another one, who's a tennis player.

6:10

She's the number one tennis player in the entire world.

6:17

So  these athletes who have to really perform under a lot of pressure, in front of a lot of people.

6:23

And  he talked about how to be in that state of flow, where everything is going really well and new  ideas are coming and you're making progress, you've got great momentum.

6:36

And he talked about  how to be in that flow state.

6:36

There needs to be this sense of play and that things are  fun.

6:41

Your mind's open to new ideas, you feel really present.

6:47

You're not stressing out and  thinking about a ton of other different things.

6:52

And it's funny because when I thought about  play where my mind went to the opposite of play is work.

6:57

We often hear work and play as  opposites together, but his point was actually that the opposite of play is fear.

7:04

And I realized  I think that's what I was seeing a lot of in my team and that's why the ideas were getting more  incremental.

7:09

So took that decision and went, okay, we need to look at psychological safety in  that team or we're never going to get to some of these bigger, bolder, more innovative ideas.

7:20

And  so brought my group, product managers together, and we sat around and discussed it and all  together came up with some ideas that we've implemented since then, which has had a really  good impact.

7:31

So I'll give you a couple. Yeah, please.

7:38

One of the first ones was my team of PMs is big enough now where not  everyone necessarily gets to know everyone else, and when you don't have that relationship,  it can feel a little scary.

7:48

You don't have that trust that you understand how people are  going to respond to you and you're not sure about reaching out.

7:57

So we divided the team  into these smaller groups for peer feedback groups and the idea is that they meet every  two weeks or so, somebody brings something that's in a pretty rough draft that they want  to get reviewed and then everyone's expected to give feedback.

8:13

And because we've got people  in there who are different leadership levels, it's a really good opportunity to model  the kind of feedback that's helpful and the culture there is one of everyone lifting  that person up to make their work stronger.

8:28

So people can get in there, they can show that  you can show work that's really in the early stages and feel comfortable with that.

8:33

They  can see that getting feedback can actually be really positive and they can see how all  of these people together, they can rely on them and forge those relationships so they  can rely on more people to help them out.

8:47

This is so interesting and it's such a good  idea and it's such a simple and good idea and I'm surprised I haven't heard of people  doing this before.

8:52

Basically you pair up PMs, IC PMs and maybe managers too, to give each other  feedback.

8:58

And is the feedback on one-pagers and PRDs and strategy docs and things like that?

9:06

What  sort of documents are they giving feedback on?

9:11

So really, it can be anything.

9:11

It can be here's  a new experience, [inaudible 00:09:15] launching, here's a new strategy.

9:15

I've taken my own  strategies in there and gotten excellent feedback, surprising feedback from the team.

9:20

Can be a  new experiment that people think of running and anything to do with the craft.

9:25

And I think as you kind of implied, one of the powers of this approach is it's a  small team, so it's less stressful and there's no...

9:35

You're not in the room often too.

9:35

I guess  you are sometimes as you just said, but usually it's like peers and they could be a little more  open and less worried about looking back. Yeah, absolutely.

9:46

And I think a lot of it is  just building that muscle.

9:46

You might go through an experience once every quarter or once every  six months and that can feel really stressful, but if you're doing it again and again, you  get used to it.

9:56

You get used to what to expect, you get a bit more practice, it  can feel much more comfortable. That's awesome.

10:03

So it's just simple and  powerful idea.

10:03

It's kind of like everyone's always suggesting getting a mentor, getting a  coach as a PM and those are hard to find.

10:08

And this is just a little informal.

10:12

It's almost like  a little peer group board of directors for your work.

10:17

We talk about that on the podcast sometimes.

10:17

So anyway, that's awesome.

10:17

Really good idea and something anyone can do. Yeah, thank you. Great.

10:26

Okay, you have a second idea? Yeah.

10:26

One of the other things we do is we get everyone together just like every six months.

10:31

So all of the product managers get together in the same place and the idea is to have a bit  of an onsite.

10:37

Now we start off with just doing something fun because everybody...

10:43

As you  might know, Atlassian is a remote organization, so everybody works remote all the time.

10:50

They can  work from anywhere.

10:50

And so people often, they're not used to necessarily being all together in the  same place.

10:57

It can take a little while to warm up.

11:01

And then after that we talk about strategy.

11:01

We do workshops on different elements of craft boosting that craft together.

11:08

And so a similar  kind of thing.

11:08

People get to build relationships together.

11:13

They get to see all these different  ideas bouncing around which can help uplift their own ideas and help them be more innovative.

11:20

In this last one, I actually had some senior leaders from all over the organization come and  share their stories of failure.

11:26

So just to get everyone used to that idea that it's okay to fail  and actually if the learnings are really good, maybe it should even be celebrated and it's  not something to be scared of.

11:39

And taking the big swing isn't a bad thing.

11:43

It can be  a really powerful way to learn as well. I love that.

11:50

We've been talking  about failure a lot on this podcast, so we're super aligned with the power of that.

11:53

And so just to be clear, so what you do there, is it the entire product team of Atlassian or  is it just your team in this every six month?

12:04

It's just my team and then we pull  in other product managers that we work closely with as well.

12:07

And then you fly them all to Australia, I imagine?

12:11

Yeah, all to Sydney To Sydney. Amazing. Okay.

12:15

And I think, so the key  there is it's not just like go meet each other, it's training almost on different skill sets,  helping people level up in say craft or I don't know, communication or writing  or something like that.

12:29

And then who teaches these things?

12:32

Is it like individual  team members or you bring someone in?

12:36

We have a real mix actually.

12:36

So yeah, we'll bring  in outside experts or we'll get...

12:36

There's a lot of knowledge and a lot of skill within the team  itself.

12:42

So you'll have different product managers who have different strengths.

12:49

We have totally  different teams.

12:49

So someone on a growth team, for example, might want to teach everyone about  how to create great hypotheses or we'll get someone external from the team, but internal to  Atlassian who has those skills who can come in.

13:03

I love that also gives those PMs a  chance to, one, learn the skill better themselves because they're teaching it,  and also just teach and present in public speaking and all that stuff.

13:11

There's all these  other benefits to doing that sort of thing. Yeah, absolutely.

13:16

And I think as a product  leader, it's really important to model the behavior you want to see from your teams, whether  that's getting out there teaching, presenting, explaining different concepts, explaining the  business or just being vulnerable and talking about when things haven't worked out.

13:31

When we started this question, you talked about how there was kind of the shift at  Atlassian where things started to feel more formal and people started to feel less open to  sharing, being criticized in meetings.

13:40

Just in case people might feel that might be happening in  their company, do you remember roughly what size that started to happen at or signs of like, "I'm  noticing people are sharing less or being more worried about talking in big meetings"?

13:56

Probably when we got into really different streams of work that were happening where  people didn't have as much of a reason to interact with each other.

14:11

So I think that was  probably around, even around 15 we started to see a little bit of that. 15 product managers? Yeah. Got it. Cool. That's a good stat.

14:24

Yeah, you know what, I'll give one more thing that  we do.

14:24

So we've just started trying something new called the $10 game for priorities.

14:32

And so that's  where I think people might have played the $10 game for your priorities when it comes to a  strategy or something like that.

14:39

We started trying it out with your individual priorities.

14:43

So you and your manager might come in and you can list out all of your priorities and then show  you through just dividing up $10 where you're spending all of your time.

14:54

And I've done this  with people and we've sort of gotten down to like, "I'm putting 10 cents here this week."

14:59

And  I'm like, "Oh, what is that?

14:59

20 minutes, 30 minutes spending.

15:04

I didn't think that's  actually moving right."

15:04

And so it's been great to see where people are overloaded and alignment  on do my priorities stack up, but also am I spending the time on the most important things  that could be moving the business forward? Awesome. Okay.

15:24

So you mentioned that y'all are  remote.

15:24

Has it been remote from the beginning?

15:31

No, not from the beginning.

15:31

Actually when  COVID hit, I think that was the big one. Okay, okay, got it. That makes sense.

15:35

So a  lot of companies are moving to remote work, trying to figure out how to work remotely.

15:40

It  seems like it's working really well for Atlassian, at least from what I can see.

15:44

Is there any  advice or any big lessons or tips or tricks you've learned that you could share for how to  be effective working remotely, especially as a product manager?

15:53

It feels like as a PM, the job  has gotten so much harder having to be remote, and so yeah, I'm curious if you just have any  advice you could share for people trying to make this work for their company or for themselves? Yeah, absolutely.

16:01

It's a really good question because it's not easy and we definitely  went through a whole bunch of pitfalls at the beginning, but we're really firm believers  that you don't need to be in the office to build world-class products.

16:14

So we call our product team  anywhere, and this means that anyone Atlassian can choose where they want to work every day.

16:22

We  think it's a bit more human, that flexibility shouldn't be a perk, that it fundamentally can  change people's lives depending on what else they have on outside of work.

16:33

And so we think less  about where do you work and we think more about how to be productive and effective in your work.

16:40

To your point, we started doing this right when COVID hit, so it's been about three years and  actually we just released a guide with our key learnings from that.

16:54

It's all about a thousand  days of remote work, which folks can go and find on our Work Life blog under research@atlassian.

17:02

com  if they want to dive in there more.

17:02

But I can give you a couple of tips from that and what  we found from some of our research. Yeah.

17:10

And we'll link to that  doc in the show notes. Okay, great.

17:12

The first one is just making  time for connection.

17:12

So that human connection is definitely built in person, but what  we found is that it doesn't have to be something that happens every single day.

17:23

So  we found the connection and productivity, they both get boosted by about 30% when you bring  people together but intentionally, and it lasts them months.

17:35

So we found that you can do it on  average like three times a year.

17:35

And so that's why my PM team are getting together every six months.

17:40

But in addition to that, we get the entire team together every other six months.

17:47

So we end up  all getting together every four times a year.

17:53

So every other six months, what we do is we get  all of the engineers, designers, everybody who's working together.

17:59

We book out entire floors in  the office and then for an entire week we're just there.

18:05

And for some of it we're just working  together as you normally would, but at desks and just having those little water cooler type  conversations.

18:10

It builds the relationships again.

18:16

Other times we're doing workshops, an important  piece of work where it's easier to do when you're all in person and sometimes we're just having fun  together.

18:21

We call that a bit of a festival.

18:27

You mentioned that you measured some  kind of productivity improvement.

18:27

Do you happen to know how they measure that  because that is really interesting?

18:35

Oh, that's a good question.

18:35

I don't,  but I can get that for you. That'd be cool to know.

18:40

So I think we'll keep  this in the podcast episode and then if there's anything in the show notes that we link to that  talks about how they measure that, that'd be really interesting because that's just a cool stat  to have anyway, for all kinds of other things.

18:48

I'm curious how they measure that. Yeah, absolutely. Okay, cool. Any other tips?

18:56

I think the second one is to be really intentional.

18:59

I mentioned that we went  through a few stumbling blocks at the start.

18:59

One of those was immediately, everyone sort of filled  up everybody's calendar with all of these meetings straight away.

19:12

It was almost as if Lenny, if you  and I were working together, I used to be able to just poke my head around my monitor and ask you  something.

19:18

And people were afraid that now that I can't do that, how do I get those answers?

19:23

So I need more time with everybody and that definitely does not help productivity at all.

19:29

And so as PMs, we need time for creative work.

19:37

We need that deep work time, and that doesn't  happen when you've got all of these meetings with 30 minutes in between each of them.

19:42

You  need three to four hours to get that going, to get into that flow state.

19:48

So my leadership  team and I, we actually sync up our calendars, so we end up having these long stretches twice  a week all at the same time.

19:53

And so we all get a chance to do this deep work.

19:59

It means we get  less time for meetings, but it also means that if something comes up that's unexpected that  we all need to work on together, then we've got that time there so we can be a bit more  relaxed about it.

20:10

We know we can get to it.

20:14

What time of the day is that meeting?

20:14

They're both at different times.

20:14

So the first one's taking up one afternoon and the  second one's taking up all of the time in the morning.

20:22

Depending on what kind of person  you are, one is going to see you better than the others.

20:26

So we just went for one each.

20:26

I actually had the same thing just personally where I had these deep worked blocked times  on Monday, Wednesday, and Friday.

20:30

The title of the invite was, "If you book time during  this, I'll slap you."

20:34

And it really worked well.

20:39

But I think you're talking about this  other missing piece of remote work for PMs where you can't just walk by and ask an engineer,  "Hey, how's it going?"

20:46

Or ask a designer, "Oh, where are you at?

20:51

Let me just take a peek at what  you're working on."

20:51

That stuff I think is really hard to replicate.

20:56

And if your suggestion is block  out this time for your leadership team to be able to check in with each other, is the idea there  it's deep work time and don't bother anyone on the team or is it you can also just ping your  end manager and like, "Hey, how's it going?"

21:09

The idea is that it's deep work time and it's  your time to be protected to do that work.

21:09

What I found that works really well, I think in  the manager and report kind of relationship, so I have these really quick punchy one-on-ones  with my reports every week.

21:22

And then I make sure that I've got space in my calendar because  something will come up where even if we had a longer one-on-one that might not cover it.

21:34

They  might just need an hour to run through something, there might be a really difficult strategy problem  they've run into.

21:39

And so they'll know that they can ping me for more time and I'll have  that flex in my calendar for that. Awesome.

21:49

Any other tips along those lines?

21:49

Well, you probably noticed about blocking a bunch of deep work time is that you don't have as much  time for meetings.

21:55

So that meeting time becomes really precious.

21:59

And what we do there is...

21:59

I personally hate having status updates as a meeting.

22:06

So I make it really clear that if we're  having a meeting, this is to solve a problem.

22:06

And if it's just a status update, that's fine, then I  can read that asynchronously at a time that works for me.

22:17

And so can everybody else in the team if  they want to do that.

22:17

Actually we use our own tool for this, which makes it really easy.

22:23

So it's  called Atlas and it lets you or the team put in status updates for a goal or a project regularly  and then it'll bundle it all up into an email so you can quickly get across everything that you're  interested in, which has been really helpful.

22:40

And then that just makes the documentation  rigorous as well.

22:40

So you document things and we use Confluence, but all of our decisions,  strategies, kickoffs for projects, that's all really well documented piny starters.

22:55

Or even if  you're a year down the line and you're thinking, "Why didn't we come to that decision in the  first place?

23:00

What were our assumptions?

23:00

What were our hypotheses?"

23:04

It's easy to go back and  take a look at that and be able to reflect.

23:11

I think the last thing is I work with people who  are in the US, they're in Europe, they're all over the world.

23:17

It's really hard to find a time that  works for an Aussie, an American and a European to get together.

23:24

Someone's waking up at 3:00 AM or  something.

23:24

So what's become a big part of how we work is actually audio and video recordings.

23:30

I actually had someone reporting to me for a while who was in France and what we would do was  record videos back and forth and they're quick.

23:43

You can just use colloquial language, they're  really casual, you don't have to wonder about someone's tone that comes across.

23:49

So that's  becoming almost like a completely new document type for us and it's been really important  in remote work.

23:55

You can put at the top of a document and explain the document, which is really  nice.

24:00

It's a big part of why we bought Loom.

24:06

I was just going to say  that. It all makes sense.

24:09

Yeah, because it was just becoming such a big part  of our life and it's just massively helpful.

24:16

Kind of along the same lines, being fully  remote, it is harder to get buy-in on things you're working on I imagine.

24:23

And something  I hear you're great at is getting buy-in, especially getting buy-in on ideas and projects  from executives.

24:28

So I think things that make it extra challenging at Atlassian, there's two CEOs  which I didn't know until recently.

24:33

You're also all very remote and so maybe those two reasons  make it extra hard.

24:40

Plus it's just generally hard to get buy-in on projects that you're working  on.

24:45

What advice do you share with product leaders, PMs that come to you asking for advice on how to  get better at getting buy-in for your ideas?

24:55

Yeah, this can be really hard to get right.

24:55

I watch a lot of people struggle with this, and you're right, being fully remote can make  it a bit more challenging.

25:01

And then I think also you've got your cross-functional partners  that you're working with as this tight-knit team and how do you form that relationship?

25:11

But I'll start with just general buy-in.

25:17

Most of the time when people come to me  and they want to ask how to get by-in, they've got a date in mind, they've got a  particular meeting and they have this idea where they're going to crop this perfect proposal,  they're going to present it, everyone's going to give them thumbs up and they win.

25:30

And that's  the wrong attitude I think even to start with to getting buy-in. It's more of a journey.

25:36

I'll give you an example where I was looking at how do people start their day in Jira and how  do people get started in Jira?

25:43

And we had this idea of we could craft more templates so that  we could give people a better way to start with very different use cases when they came into  the product.

25:59

And this could change everything from even just the front homepage where they  started all the way to what's happening in product.

26:09

It would create this really nice flow.

26:09

Jira is also a platform as well as just Jira software the product.

26:16

There's actually four  different products built on top of it.

26:16

So when you want to go and change something like  that, you're actually changing it for all of these different products. It's not just the  one.

26:24

And so what was really important there was partnering with a whole bunch of different  stakeholders.

26:28

So every product that this could potentially negatively or positively impact, we  went to very early with the idea and the proposal and we got their feedback and then we came to them  and again and again as we developed it further.

26:40

So as we got designs, as we got more data, as we  tested things out with users, we kept coming back and we take their feedback on board.

26:51

And so I think creating those partnerships is really important.

26:56

And also the same can be true  at the executive level.

26:56

So often you go into these meetings where you're giving a proposal and you're  trying to get that final yes on the decision.

27:07

You've got a lot of people in there with a lot  of different angles that they can look at that problem and so much good experience to draw on.

27:11

So your CTO is going to have a totally different way of looking at something and different  concerns from your chief marketing officer to your head of design.

27:21

They're all going to look  at things differently and be thinking about it differently.

27:24

And so if you know that you're going  to be having a big impact in someone's space and you want to hear from them, it's good to set that  meeting up early when you've got some clarity but it's not fully fleshed out and so that you can  fold in some of their concerns because they'll have this much broader view.

27:41

And that also  creates people who will be an advocate for you once you get into that room, that final meeting.

27:46

So I think all of those in the lead up, there's a lot of lead up work to getting buy-in that makes  sure that you have a good time in that meeting.

28:00

Just to maybe summarize so far, which  you've shared, one is just...

28:00

Basically it's lieu people in early, especially the  person that it's going to impact most.

28:08

I think in addition to that is having that  mindset of being open to not necessarily coming up with the right solution, it's  more about solving for the problem or the opportunity.

28:19

So you want to be clear about your  hypotheses and what are your facts and what are the principles you're using to make a decision  and just be open to not necessarily ending up with the solution you thought would be best.

28:32

I imagine most people think they are always in that state, "I am very open to feedback.

28:36

I  am totally open-minded, but really they're not."

28:40

Is there anything that you think would  either convince someone you're actually not as open-minded as you seem or any advice for  how to come across as more open-minded?

28:45

Or is there anything that you see...

28:51

I see this  all the time.

28:51

People think they're listening, but they're not. You should change.

28:54

I think one way to force yourself into that situation is to be clear about the hypotheses  you have and the facts.

29:01

So I think often people can present as, "This is absolutely the case.

29:08

This is what I know, and this is obviously the correct response to the situation."

29:15

Where most  of the time you've got a good set of data, you've got a good understanding with your knowledge  of the space, but what is actually going to happen is a hypothesis.

29:29

There's always going to be  something you don't know and oftentimes you don't know until you ship it.

29:34

That is absolutely  the best test of whether or not what you thought was going to happen will actually happen.

29:39

And so I think when you come to the meeting going, okay, here's the top-back so we actually know,  and here's the hypotheses and here's my plan to prove or disprove them, then you're exposing  your idea for people to go, oh, here's more that I know about that hypotheses, or here's some data  that you don't have or here's another way to think about it.

30:00

I think people can feel like they're not  going to be credible.

30:00

That you have to come in, you have to come in confident, you have to  come in knowing exactly what that solution is going to be.

30:11

But I usually find that if  you come in there open and you're exposed, you're thinking and where you could use some  help on perspectives, that actually that builds more credibility because everyone knows that you  are not going to have all the answers and you're not going to be able to see the future.

30:25

And so  that can really help in building people's trust in you and that you know what you're doing.

30:32

Is there an example of that that comes to mind to make it even more real of either someone on your  team doing that or you doing that?

30:36

Because I think it's still going to be hard for people to realize,  "Hey, I'm not actually paying attention to anyone and I just want to convince them this idea is  right.

30:47

This is what we're doing.

30:47

Just come on, get out of my way. Give me the okay."

30:50

An example from my past is there was this potential acquisition that we could have made,  and I was really, really keen on it because it would mean adding a whole bunch of much needed  capability really quickly to the product.

31:00

And I just loved that momentum and I didn't see any  other way that we could do this.

31:06

I'd looked at a bunch of other options about building it in-house  and it just didn't seem possible.

31:10

And there were a few people that I needed to convince, my boss,  but also the head of engineering for the area.

31:22

And when I took it to them, what I learned  was the head of engineering was able to pull a bunch of people from other areas within the  company to come and bolster this effort and who had all of the knowledge that we needed.

31:35

So what  seemed like the impossible task, he actually had this extra knowledge to make possible.

31:41

And in the end, acquisition or not, that doesn't really matter.

31:48

It's more about being  able to get that value back to our customers.

31:52

That's what we're solving for.

31:52

And so it was  really about coming back, not falling in love with that solution and that other company, it  was just taking a step back and going, "Okay, well, really it's just what are we here to do?

32:03

What's the real goal at the end of the day?" Awesome. Okay.

32:11

Is there anything else  you wanted to share along these lines before I move on to a different topic?

32:14

The other thing I would say is that setting up the meeting when you finally get there can be really  important as well.

32:19

I often see people go in there and they've got a big document or a presentation  or something and they just launch into it. They're really excited.

32:31

But actually you want to take  a step back and you want to be really clear on what are you looking for from that group.

32:37

You can  ask for the decision, you can ask for feedback, you can ask for...

32:42

You can expose where you're  not quite sure about something and you want them to be thinking about that angle in particular and  helping test that hypothesis with what they know.

32:53

And so setting that early, you can put that  in people's heads as they read through your document or listen to the rest of the proposal.

32:59

Then I find it's really useful to have a narrative that just encompasses everything that you're  going to talk about.

33:05

So just really brief, what's the current situation, what has changed  and what are the implications that you now want to...

33:17

We mean we have a problem to solve  and an opportunity that we can go after.

33:23

And the last thing is just making sure you've got  your data.

33:23

There's executives, there's people in the meeting.

33:29

They're usually across a whole ton of  stuff just hearing about...

33:29

Maybe they've got 10 proposals a day and they're across all different  areas in the business, and so they're not going to have the detail that you do.

33:41

So being really  thoughtful about what you bring, what are the key points that are going to help them understand  the situation as clearly as possible.

33:48

But then really knowing your data so that you can dive  in more detail where they need it.

33:53

And that also helps build your credibility and builds  people's confidence in the plan to go ahead.

34:05

Would you mind just quickly summarizing  these pieces of advice and then I was going to move on to another area of  strength of yours that I hear? Yeah, sure.

34:13

So the first one is to find people  who are affected negatively or positively or might have a really good point of view and partner with  them as you develop the solution or the response to the current situation.

34:26

And the second one is  to come at it with this mindset of being open, of being really key on what is the core  problem or the value that you want to deliver, and just being open to how you get there and  things that you don't know which might adjust along the way.

34:44

And the last one is just setting  up the meeting walls.

34:44

So coming in, making sure that it's very clear what you need.

34:50

Do you need  a decision or something like that?

34:50

And making sure that you've got very good supporting data  to build that credibility with your audience. Love it.

35:03

This is where the term or the cliche  of product managers asking, "But what problem are we trying to solve," comes from.

35:08

But it comes  from a really important place of always focusing on let's all align on here's the problem we're  solving.

35:12

Because oftentimes as you chatted about, the biggest disagreements come from people just  thinking they're solving different problems.

35:23

And on that note, I have a Swag Store now,  lennyswag.

35:23

com, and we have stickers on there, a bunch of cliche PM terms including, "But  what problem are we trying to solve?" And so I think that's...

35:32

But it's rooted in, that's  actually a really important question to ask.

35:37

Sometimes you get annoying.

35:37

Yeah, that's such a good sticker to have front and center.

35:39

Just need that as a big sign.

35:39

Maybe the sticker needs to be bigger. Exactly.

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36:42

Okay, something else that I hear you're incredibly good at, and it's actually related to all  of these things we've been talking about, is the way someone described you is you're really  good at fighting the good fight, which essentially is just doing the things that need to be done  that aren't necessarily popular or that people are prioritizing right now.

37:00

I hear that you led  to a big investment in CSAT at Atlassian because you just felt like this was the right way of  doing it.

37:07

And there's a few other projects that came out of just like, "I'm just going to do  the thing that needs to be done."

37:10

Can you just talk about why that's important to you, what  impact that sort of had, and then just how you actually successfully do that?

37:19

Obviously it ties  into this skill of getting buy-in on stuff.

37:24

I think that's a really good example actually, the  CSAT example, because sometimes you can get caught up in let's add value, add value, add value to the  product, but if the customer aren't satisfied with what you built, or in our case we found that one  of the core reasons was the usability, it wasn't where it needed to be.

37:45

Then we can't access that  value anyway. It doesn't matter.

37:45

And sometimes it can be hard to get investment for things like  that because it's not like the shiny, exciting new thing.

37:56

It's no, I want to work on the features  we already have and improve those.

37:56

So it was about two years ago, our chief experience officer,  he cared really deeply about improving our CSAT scores and asked me to look into it.

38:08

And this- Briefly explain CSAT real quick.

38:08

Some people may not be familiar with that term.

38:14

Oh yeah, yeah, absolutely. Of course.

38:19

CSAT means customer satisfaction.

38:19

So for us, we  actually have a survey so that we can measure CSAT and it just asks customers to rate how satisfied  they are with the product and then different aspects so we can see for different tasks that  they need to perform or different aspects of it, like the reliability or the speed or the  usability.

38:42

How do customers feel about that?

38:47

We actually had a podcast episode recently Judd,  where we talking about NPS and how much there's data showing it's not actually a great predictor  of anything, and he's a big fan of CSAT instead.

38:58

So you could almost think of it as little  replacement for NPS in a lot of cases.

38:58

And I'm sorry, pushed you off track. Keep going. Yeah, no worries.

39:02

So he cared really deeply about this, asked me to look into it.

39:09

Even though  this request was coming from the top, that doesn't mean that it gets any sort of funding.

39:13

So  we went through a couple of different steps to see what was worth investing in here.

39:20

First of all, I  mentioned we had that survey and so we had really rich feedback.

39:27

So it's not just a rating, what  we get, we get people talking about why they gave that rating and that can really help us zero in  on what are the key aspects that's bringing this down.

39:39

And we also had great conversations with our  customers.

39:39

It was the kinds of conversations that are really rich and really helpful, but so painful  to listen to and go through because you're seeing somebody really struggle with something that you  thought was going to bring them so much value.

39:58

And then we had a look at, well, what is this  going to impact?

39:58

And so logically it's what we found was that usability was one of the key  reasons, like I said.

40:05

And logically, if your product is hard to use in places, if some of the  core actions are hard for people to do, then a new user to that product or a new customer is going  to have a longer ramp up time.

40:20

You've got a harder time showing them that there's value.

40:26

And even  for an existing customer that's using your product really well, when they bring on a new user, that  user might have a really hard time getting up to speed and using it and it just completely slows  them down.

40:35

So from a business point of view, it can impact your new customer acquisition as  well as your ability to expand.

40:41

So there was some good revenue connections in there as well.

40:48

What I also found was that we have a lot of dependencies.

40:55

So we've got all of these platform  teams and a lot of the improvements that would be really good to make to sort out this problem  depended on many, many teams around Atlassian.

41:07

And they all had different goals and other  products that they had to serve too.

41:07

I don't know if you've ever tried to align three or four  different roadmaps so that the timing is just right to get some improvement through, but it's  basically impossible.

41:18

There was no way that was going to happen.

41:22

But we did find that they were  really passionate about this area and improving usability.

41:28

So we worked together to find a  low cost way for those teams to help us make the changes that we need to, but they didn't have  to bear the brunt of all the development costs.

41:38

So each of those teams flipped forward, we call  them a shepherd, so that as our developers came in and made changes in the code base that this  shepherd would make sure that they weren't causing any issues and we're doing reviews and reviews of  designs and things like that.

41:50

And so getting that buy-in, finding the data to support the reason why  this was important.

41:57

And then we constructed the roadmap so that we found this sort of a low cost,  very cheap way to have some impactful change early on.

42:12

I think that was really, really important.

42:12

And  so we put together just some of the designs for what the experiences were going to look like.

42:21

So our head of design, Charlie Sutton at the moment has this great mantra of show don't  tell.

42:28

And in this case, it was just at the core of getting people excited because you could show  the initial experience, you could show the pain, you could bring in a video of the customer trying  to use it and what they thought of it.

42:40

And that just really brought that emotional aspect to  it.

42:47

It helped get people on board on the issue, the new experience, which is just far and away  molds better, might cut out like 20 clicks or whatever.

42:57

And so all that worked together  to get the investment that we needed.

43:04

I think the last thing that was useful there  actually is that we started pretty small too.

43:04

So I think if you have a hypothesis and you can start  small, you can get that investment more easily, you can show success, you can always build on  that in the future to get more and more.

43:14

But in this case, we got about 40 people to come and  join onto this.

43:19

And then as we shipped things, we just made sure that it kept being quite  small.

43:27

And so we got that momentum really quickly.

43:32

We kept with regular updates, we kept  up the excitement about what the team was doing.

43:38

At one stage, the team picked out something that  was pretty impactful throughout the whole thing. So that was dark mode.

43:44

That took a lot of  coordination around the whole company to make that thing happen.

43:50

But it was well overdue,  we loved it.

43:50

And then the feedback that we got as well really helps with that.

43:57

Actually just  yesterday, I saw some feedback on one of the changes we'd made recently, and this customer  said it was the best quality of life improvement they've seen in a long time, which just the way  that's phrased even, that gets you excited about the impact that you're having on that person.

44:17

And this was the CSAT work or the dark mode? This was CSAT work.

44:23

This was  improving one of the processes. Okay, cool. That's amazing.

44:28

There's a lot of  stuff I love about this story.

44:28

One is just the power of just empowering yourself to do things  that you believe need to be done.

44:34

There's a lot of PMs and just people in general that just  assume they don't have any power and the square peg they're in is just all they're going to be  able to do and nobody's going to allow them to do things that they believe are important and no  one else agrees with.

44:50

So I think there's just a lot of power in just understanding that you  have more power and leverage and agency than you probably think you do, but then you also have  to do it well.

44:59

So I took a bunch of notes as you were talking of the things that I think are core  to getting stuff like this done, just a scrappy project that you're kind of doing on your own  without a lot of buy-in from the top initially. So I want to stay small.

45:13

Two is make it  visual and visceral so you can like, "Oh wow, I could see this being amazing," and getting  people excited as you go.

45:19

Making it really easy for people I think is a really interesting  takeaway there.

45:23

Just like, "We did all the work for you already for these other teams, it's  going to be so easy.

45:26

It's not going to be a lot of work for you."

45:30

And then showed the data  like, "Here's what we've gotten from CSAT so far, here's the impact you'll probably get from it.

45:36

Here's how much work it'll take." Show actual data.

45:40

And then keep it scrappy.

45:40

It feels  like a lot of this is just like stay small, keep it scrappy, don't ask for a lot of resources  initially and just kind of show momentum.

45:50

I think that's really important.

45:50

When you  keep it scrappy and small in the beginning, it doesn't feel like it's as big of a bet,  but that gives you the opportunity to really prove that the direction that you're going in  could pay off.

45:59

And so it's sort of like this little inroad to getting more investment. Awesome. Okay.

46:04

I want to move to a different topic around Atlassian as a company, but is  there anything else you wanted to share along those lines before we do that? No, let's go for it. Okay.

46:17

One of the most interesting things about  Atlassian to me is it's a great example of a company that's been able to launch new product  lines.

46:22

This is the dream of every software company business in general is you start with one  product that gets to a certain point and then you hit some kind of plateau, and then you add an  additional business product line, and then you add more and more.

46:37

Somewhere around Atlassian's  15 products.

46:37

Is that an accurate number? Yeah, that's right. Yeah, we are up to 15. Yes. Jesus Christ. Amazing.

46:42

So this is very rare and the dream of many companies.

46:49

And so  I'm just curious what it is you think Atlassian has done so right to have so  many successful individual products?

46:59

You know what, it's not like we added the  first product and got it just right way off the bat.

47:05

So yeah, 15, we've had a lot of shots  at this, so I might talk about two examples.

47:13

I think the first one, if I think about Jira  software, it started just as a really humble bug tracker. That was it.

47:19

There wasn't as much to  it, and then it sort of weathered these massive changes in how people build software. So it  launched in 2003.

47:26

And if I remember correctly, just to date this, the mobile phone that was  most popular at the time was the Nokia 6100.

47:39

I don't know if you ever had one of those.

47:39

I don't remember what that specific one was, but I'm picturing a Nokia phone.

47:43

It's like a little small brick.

47:47

Yeah, it was my mother-in-law's favorite phone.

47:47

It  took us forever to get her off that onto something better.

47:51

But there's a lot that's changed since  that time.

47:51

There's been agile, there's been cloud.

47:58

And what we saw recently was more in the  expansion of software teams.

47:58

So they used to be extremely developer centric.

48:03

And I think most  people when they think about Jira software, they think, oh, that must be, well, 80% developers  that are using it.

48:08

But actually it's more like 50% or maybe just shy of 50% are developers.

48:16

And the  rest is this huge mix of support in operations, in sales and marketing, finance, design, HR,  legal, just this massive mix of everybody, all the roles you could think of in a company  basically that get in there and make work happen.

48:36

And so what we saw years ago was, well, software  teams aren't just developers anymore.

48:36

And we saw this in our teams as well, but we saw that these  other teams, the finance, the marketing teams, even design teams were sort of cobbling  together their own solutions.

48:50

So Jira software is incredibly flexible, which is  a massive pro of it.

48:53

That these teams were seeing software teams get more effective at the  way they were getting work done and collaborating better.

49:04

And they wanted that same benefit  and they started using Jira, but we hadn't set it up well for them at all.

49:09

So it was quite  difficult for them to do that.

49:09

But the positive was that there was this really good signal from  our users that they were looking for more from us, and we knew that your marketing team is going to  work differently from your developer team. That's how it should be.

49:24

And so we started Jira work  management to be more focused on all of these other use cases outside of the software team that  our users were asking us to go ahead and solve.

49:36

So that was a really great way to discover  the need for a new product.

49:36

Were these really strong signals from within our customers  in that same area of business that we're really well set up to help them learn.

49:48

What was that process like from noticing, "Hey, designers are using Jira and they're  not having a good time.

49:52

PMs are using Jira, researchers, and here's the issues they're  running."

49:57

So just that insight of like, "Oh, interesting.

50:01

There might be an opportunity here  to launching."

50:01

I don't know the first version.

50:07

I don't know if you're actually involved  in this, but whatever you can share would be awesome.

50:09

Where there design partners they  all chose and like let's work with Salesforce and Microsoft and make sure they love it?

50:15

How  long was that process?

50:15

Because I think that's the prop people are so curious about just how  do we validate and discover and then actually launch something that's going to work.

50:26

Yeah, I was just as close to that one, but I can give you a second example. Oh, great. Yeah, for sure.

50:35

The second example actually  came from our product internal innovation program and that we let anyone pitch an idea  for new product in the company if they want to.

50:46

So we had this wonderful product manager,  Tammy Carson, who saw a demand for a solution for product managers to build their roadmaps a bit  better before ideas get committed.

50:53

So as you know, this is fuzzy area before you actually start  building something as a product manager where you're looking at lots of opportunities and ideas  and you're prioritizing them.

51:06

And it's not really confirmed real work yet.

51:12

And nobody wanted to  put that in Jira because once it was in Jira, then everyone just expected it to happen.

51:17

And so  this is where Jira product discovery came from.

51:24

And in the past we'd tried things like this before  in new products at Atlassian and they've been successful, but it'd been really hard because  large parts of the company process and those checks were optimizing for the success of the  bigger products like Jira software.

51:37

And so we changed that to create really small groups with  stage gates that we call wonder, explore, make, impact, and then getting to scale.

51:51

And that  meant to assess those bets at every stage.

51:57

And the idea was to iterate really quickly,  either to it not working out and proving that it couldn't be a business or iterate  really quickly to yes it could and we should invest more in this.

52:07

And so with each stage  there would be a little bit of investment.

52:12

So you say that for a stage of wonder might just  be the person with the idea.

52:12

And then explore, you might add on a couple more people, like  three people to go and really have a look at, here's a prototype, here are some customers  that'd be interested in it and could help us think about this some more and put together  what the roadmap looks like.

52:29

And then when you get to make that's when you get a full team,  but a full team is going to be 12 people or so, it's still not huge.

52:41

And I think that's really  important because at each stage you're getting validation, you're getting more customers  who are interested and invested in helping you develop what that solution looks like.

52:52

You asked about whether we went and partnered with a partner company like Salesforce for  something like this, for a new product.

52:59

In this case it was just really partnering heavily with  our customers where we saw that interest coming through in our other products like Jira software  and building something that really works for them before expanding it to more and more customers and  finding that product market fit and then upping the investment.

53:22

And so we've had a couple of new  products recently that have gone through that sort of stage rollout.

53:28

So there's Jira Product  Discovery, there's Atlas that I mentioned before, and I think Compass is the latest one.

53:33

So what I'm hearing here is essentially there's this step-by-step gated process that you  put new product ideas through and they make it one step at a time.

53:45

And I imagine there's  a leader that can decide, "No, this one's not working out.

53:49

Let's end it at the explorer  phase and invest in other ideas."

53:49

I imagine Yeah, that's right.

53:56

It might be someone who's  looking after that particular market.

53:56

At each one of those stages, there's that check on  whether or not we continue to go ahead.

54:07

And the stages are wonder. I like that a  lot. That's a great name.

54:07

Explore, make, and then what were the other ones? Impact and scale. Got it.

54:18

So impact is like is it  showing any impact?

54:18

We made it, is it working? And then scale. Got it. That  makes sense.

54:22

Just like let's go for it. Yeah.

54:25

Impact could be I can be self-sufficient  in the revenue that I'm generating, and scale is just really launching it to take off. Launch it.

54:31

Yeah, it goes on the website. Okay.

54:36

So wonder is like a PM and an engineer maybe at  Hackathon where we have an idea.

54:36

Explore is they maybe get a little bit of resourcing and they  start exploring the idea, build the prototype, maybe find a design partner too, to think  about this. Is that roughly right? Yeah. Okay.

54:52

Make sure you've got a clear roadmap. Yeah. Okay, got it.

54:52

And then make, is that where they expand it to a few more customers  and make it more fully featured? Yeah.

55:04

Make is where you'd actually  build it.

55:04

So the prototype- Okay, got it.