How to build your product team from scratch, attract top product talent, go multi-product, and more

0:00

...

0:00

the CEO of the company you work at  now, Mercury, tweeted a few years ago, where he basically was very proud of not  having any product managers.

0:05

Clearly, you have product managers today.

0:09

You're  a product manager at Mercury.

0:09

What was the sign to Immad and the leadership team  that it was time to hire product managers?

0:16

The bottlenecks started popping up.

0:16

To take  things from soup to nuts on every single project, it requires design and eng then to  take on a lot more responsibility, which means somebody's doing the PM  duties even if you don't have a PM.

0:28

What is it that you think people most miss  about the value that a PM brings to your org?

0:32

There's just so many different flavors of  what a product manager is.

0:32

We use this idea of like a pioneer, a town settler, and a city  planner.

0:37

So the pioneer is a PM that's really good at zero to one.

0:41

Settler PM is in that growth  stage of maturity of a product.

0:41

You're in a town, there might be a bank, there might be a post  office, but nothing more than that.

0:47

And then a city planner is a PM that's really good  at mature products. They have the city.

0:56

Let's talk about the final big  topic, going multi-product.

0:58

The organizational structure is really important.

0:58

One thing we learned was having new product areas, new seedlings being too close within the  true org structure to the core banking or payments or mature products made it  hard for that new product to even grow.

1:17

Today, my guest is Rohini Pandhi.

1:17

Rohini  is currently a product leader at Mercury where she leads the product expansion team,  which incubates and scales new product lines within Mercury.

1:27

Previously, she spent over  seven years at Square, also known as Block, leading product work on Square Payments, invoicing  and the Bitkey hardware Bitcoin wallet.

1:32

She's also the co-founder of the startup bootcamp,  Transparent Collective, and a very active angel investor.

1:42

In our conversation, we talk  about why founders are often so resistant to hiring product managers and Mercury's journey  on deciding to hire their first PM and then scale their product management team.

1:51

Also, we get  into what attracts great product managers to join your company.

1:56

She makes an argument for why it's  important to invest in quality and user experience versus just working on things that move metrics  and how that could differentiate your business.

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We also do a deep dive into how she successfully  launched a half dozen new product lines at Mercury just this past year, which is extremely rare  and very hard to do, and also something that every single startup hopes to do and tries to  do and often fails.

2:16

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

2:21

It's the best way to avoid missing future episodes,  and it helps the podcast tremendously.

2:29

With that, I bring you Rohini Pandhi.

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3:21

I'm excited to chat with Christina Gilbert, the founder of OneSchema, one  of our longtime podcast sponsors. Hi, Christina.

3:36

Yes, thank you for having me on, Lenny.

3:38

What is the latest with OneSchema?

3:38

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4:51

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5:03

Rohini, thank you so much for  being here. Welcome to the podcast. Thank you, Lenny. I'm excited to be here.

5:08

I'm very excited to have you here.

5:08

I want  to start with this tweet that the CEO of the company you work at now, Mercury, tweeted a few  years ago, where he basically was very proud of not having any product managers, of this idea  that engineers are going to do the PM work, designers, basically everyone's doing PM duties.

5:27

And clearly, you have product managers today, you're a product manager at Mercury.

5:32

And  the reason I want to chat about this and spend some time here is a lot of  founders, there's this meme of, "We don't need product managers. Who needs  PMs? What a waste.

5:39

They slow everything down, they disempower people on the team."

5:42

And  then eventually they realize, "Oh, okay, I see the value of PMs."

5:46

So I want to spend some  time on this topic.

5:46

How does that sound broadly? Perfect. Let's go into it. Okay.

5:55

So first of all, how many engineers/employees that Mercury have by the time they  ended up hiring the first PM?

6:01

Prior to two years ago, there were no PMs  at the company, and I think at that time, there was probably close to 400 employees  across Mercury.

6:05

I'd say at least half of them were in some level of the R&D roles, so  engineering, design, those types of core roles.

6:19

Wow, so 200 engineers, 400 employees? Probably. Probably. That's pretty far. Okay, great.

6:23

So  this is going to be really good. Okay.

6:26

And then how many PMs are there now roughly?

6:28

Now, we have about 30 PMs across the company,  and I think it's split between junior and more experienced PMs, but it's about more than half are  senior PMs with managers baked in there somewhere.

6:43

Okay, and then where do you fit in the timeline  of no product managers to the PM team is built?

6:48

So yeah, so two years ago, no PMs at Mercury  or no one with that official title.

6:48

There are still people doing the PM duties and having those  responsibilities.

6:53

And then I joined about a year ago, so I think they were in their, what was the  first set of learnings from that first year of having PMs and then me joining and doing a bit of  revamping of the product discipline internally. Okay, cool.

7:10

So there's a few threads that are  going to be really interesting here.

7:10

One is clearly, Mercury has done well and has thrived  without PMs for a long time.

7:14

So I think there's that thing.

7:20

And then there's also just how  they built this team to be successful.

7:20

So I want to start with that first kind of thread  of just a lot of founders start off feeling I don't need product managers. Who needs  them?

7:31

Everyone's going to do PM duties. They're so annoying. Yeah, so annoying.

7:35

Just slow [inaudible  00:07:37] down.

7:35

What do they even do all day? They're a bottleneck. Yep. Yeah, exactly.

7:40

But I think it's rare to actually  work out really well.

7:40

A lot of companies just become chaotic without PMs and I think Mercury did  something right in order to be successful without PMs for a long time.

7:52

So here's the question,  just what do you think Mercury had in place or needed to have in place to be successful for  as long as they were without product managers?

8:03

I think the crux of it comes down to the  founders.

8:03

And the founders are your original PMs, and I think whenever I talk to any small seed  stage company who's asking, "Should I hire a PM?"

8:17

I'm like, "Absolutely not.

8:17

Until you cannot  do the job anymore, you yourself should be the PM."

8:22

The co-founders, the founders, they need  to be that.

8:22

And I think this was true even at Square.

8:26

I guess I got lucky with some of my past  experiences being at places that took product seriously or the work that product does and  the intentionality of making product decisions.

8:39

It doesn't matter that there wasn't a PM title  necessarily at the company, but you need to be as close to the customers as you possibly can.

8:45

You  need to be as close to the solution that's getting built.

8:49

And in those early days, the founder needs  to be that PM, they need to take on those duties.

8:56

I think you talked about what was the magic piece  of it?

8:56

I do think it's hiring amazing engineers, hiring amazing designers, because as you scale,  those are the people, the disciplines that you really need to build your solution in the software  product world.

9:09

And so having those types of folks that have that product obsession, have that  product mind already there, makes me excited to join companies that hated PMs or had a negative  reaction to this idea of a PM because they already do the product role, they already have that  implicitly as part of the way that they operate.

9:32

They have these autonomous teams that are able  to make local decisions in their product surface areas, and so they know they have this intuition  and they're already close to the customer, they're already close to how to build it.

9:42

And I  think that's what made Mercury successful at the start of not having any PMs.

9:46

I think early  Square days, it was the same exact story.

9:51

Following this thread, what was the  sign to Immad and the leadership team that it was time to hire product managers?

9:57

There's one element, that's scale.

9:57

It's just  there's so much going on, and a single PM, a single CEO couldn't handle that kind of scale.

10:03

We have three co-founders, but even at some point, that scale becomes too broad for three PMs to  handle.

10:09

And I think there was one, the bottlenecks started popping up.

10:17

So if every decision kind  of depends on these co-founders to make every single call, things just slow down or even halt  until they're available again.

10:25

The other piece was complexity.

10:31

We were starting to not only scale  but just grow in complexity.

10:31

And when you think of fintechs, you have a lot that you need to work...

10:36

You have a lot of partnerships, cross-functional collaboration you need to do.

10:41

We need to work  with compliance, we need to work with legal, we need to work with risk, we need to do all of  these checks before a product even gets launched.

10:49

And so to take things from soup to nuts on every  single project that's kind of going out the door, it requires design and eng then to take  on a lot more responsibility, which means that somebody's doing the PM duties even  if you don't have a PM, but then that means they're not doing their engineering or design  responsibilities.

11:02

And so I think for Mercury, that kind of started breaking way before the 200 or 400  employee marker.

11:09

That probably broke under the 100 marker.

11:17

And so what they had was generalists.

11:17

They hired these "business lead" titles, and those business leads started doing those  cross-functional collaboration meetings, making sure everything was kind of like the Is were  dotted, Ts were crossed type project management pieces of the PM duties.

11:31

And they started  becoming the product managers, so to speak, within the company.

11:37

And then they officially  changed titles about two years ago, I think.

11:41

So a bunch of those business leads became PMs.

11:41

The  problem with that became they weren't PMs, they didn't have experience in the PM role, and so the  core, maybe the basics of what product management needed internally were missed.

11:54

Strategic planning  wasn't exactly right or road mapping was really hard for some of these folks.

12:02

Prioritization,  doing any sort of goal settings, doing deep customer research wasn't necessarily part of what  they've been trained for or had gotten experience with.

12:14

And so they kind of struggled with a bit  of that.

12:14

And I think in hindsight, we should probably have done the official transition to the  PM role a lot sooner, but hence, it's always 2020. This is so interesting.

12:25

So one, it feels like  the team was like, "No product managers."

12:25

And then they're just like, "Okay, you guys do this  thing that's quite sort of product management, but we're not going to call you product  managers. You're something else."

12:34

And then eventually it's like, "Oh, I see.

12:37

There's  people that are very good at all these things that we need help with and maybe we should  just admit that and that's okay. We need PMs." I think so.

12:47

And one, it's good to  just have that recognition of, okay, here's what these folks are really good at, and  when you hire a really good PM, they can make the product velocity, the quality just 10X better.

13:04

Yeah, that's what I always say.

13:04

A lot of people  are like, "Oh, PMs suck.

13:04

They make everything worse on our teams."

13:08

And I'm like, "You just  haven't worked with a great PM."

13:08

Because great PMs make your life easier. You have more joy.

13:11

You could do the thing you want to do more. Yes, yes, 100%. Okay.

13:18

Let's talk through the journey of  building the product team at Mercury.

13:21

So it went from zero, we don't need  PMs, to 200 engineers, potentially, you could argue it was 100 because they had sort  of PMs that were doing the PM job to the PM team now.

13:31

So a lot of founders are trying to figure  out what does the beginning of my product team look like? Who do I hire?

13:36

What does that look  like and how does it scale over time?

13:36

And you were in that journey.

13:40

Can you just talk  through the journey of Mercury building out their product team and any lessons along the  way for folks that are trying to do this today?

13:49

I think the first step for us was just defining  what the discipline is and what the expectations of a product manager are internally.

13:55

When  I started, a lot of the questions that came from the PM groups are like, "Am I doing this  right? What should I be doing?

14:00

How should I be doing it?"

14:04

And so step one was almost just putting  that on paper and making sure we were all aligned, from leadership, down to an individual PM, on  what those expectations of the role were.

14:10

So one of the first things that we put together  was a career ladder.

14:17

It was just literally a matrix of the role at different levels and  expectations, and we kind of put in what was really important to us.

14:29

So we have a career ladder  for Mercury overall just for everybody at Mercury that hits some of our core values.

14:33

And that was  set the foundation of it, like humility, low ego, those types of things are really important to us.

14:40

But then what was it that added on in order to be a PM at Mercury and what were those expectations?

14:45

So we kind of took a step back and we said, all right, what we want is for Mercury PMs to strive  towards building a product, building products that our customers just genuinely love.

14:56

And that was  really important to us.

14:56

So that was one vector of the career matrix.

15:00

And then the other was the work  that you do needs to have a positive impact on the business in whatever way that is.

15:07

It doesn't have  to be a revenue goal or anything like that, but it needs to be some sort of outcome-based impact.

15:11

And then there was also work around can you build the long-term vision?

15:19

Can you communicate that? Can you...

15:19

Again, we're in a regulated space, can you work with cross-functional leaders?

15:23

And so we started building out these necessarily skills across the different roles,  putting that on paper.

15:29

Then that led to, okay, we know what our current PMs need to  be able to do.

15:35

As we bring in new PMs, we need to update our hiring process and interview  process to fit these same sort of criteria that we're looking for.

15:43

So what skills do we want to  figure out?

15:43

Where's the signal in the interview process to say that these are the skills that we  really value at Mercury and this person has them?

15:54

So we test for things like product sense, customer  and quality obsession is really important to us.

16:00

Analytical skills, strategic or system-wide  thinking skills are really important to us.

16:05

We pretty much took what we had in that career  ladder and applied it to the interview process.

16:11

One thing that I would love to have in the future  is a written element of our interview process.

16:17

We don't have that yet, but I really do think  quality and writing demonstrates this ability to go in depth with something and to really put your  thoughts on paper.

16:22

And so there's something in there that I really want to try to do in the next  few months or quarters and just experiment with, but we'll see how that goes.

16:32

But aside from  that, I think we're getting to a really good place with some of our hiring and interview  process to get the right folks in the door.

16:42

That's actually really interesting.

16:42

I've  never heard of a PM interview process with a essay component and it makes so much  sense because so much [inaudible 00:16:49].

16:48

It's something about being able to edit, being  able to put thoughtful content in there and have a two-pager that gets everyone aligned on  what you're trying to communicate.

16:54

It's a really important skill, especially at the senior  levels, especially at a scaling, growing company. Yeah.

17:03

So what I love about what you talked  about is something that basically every company has to reinvent from scratch.

17:07

What is a product manager?

17:07

What are their responsibilities?

17:10

What is the career  path?

17:10

What does success look like?

17:10

What does interviewing look like?

17:13

What helped you  develop this?

17:13

I imagine you borrowed a bunch from Block and places you worked.

17:17

Is there  anything else for folks that are trying to do this themselves versus just copying exactly  what you did to help you develop these things?

17:26

I think it was a mix of yes, taking work  that others had already done.

17:26

One of my old professors used to say, well-stolen is half  done.

17:31

And I think that's very true.

17:31

And so- Well-stolen is half done. That's right.

17:38

Well, it has to be well-stolen.

17:38

And then you're only halfway done once you get to that point, but it does help.

17:43

And I  think taking some of those cues from Block, but then also just talking to senior product leads  across companies and saying, "What do you guys test for? How do you do this?

17:53

What are some key  learnings that you've had?" was really helpful.

17:58

And then we kind of went and worked with our  exec team.

17:58

What were the values that you really think are important?

18:03

There's some skillsets  that are just table stakes for a PM to have, but then there's superpowers that you want to  flex into at different companies or at different roles.

18:12

And so really just kind of baking that  in.

18:12

You want to stay a little weird, you want to stay your personality as part of this process.

18:18

A good example is we still go through...

18:18

We have this Mercury presentation in our interviews, and  the prompt is very, very generic.

18:23

It's just talk about something that you're interested in and  talk in depth to a panel about it.

18:29

And what we're really testing for there is attention to detail,  the craft and care, the desire to go deep into a specific area and show your passion for that area.

18:41

One of the PMs, we talked about his presentation internally a lot was he went through...

18:49

I think  it was an Airbus or a Boeing plane, and truly just from soup to nuts, what was the reason for  this type of plane structure, all the way to what kind of bolts do they use for this plane and why  are those important? And just going into... Yeah.

19:10

[inaudible 00:19:10] how that turned  out to be very prescient and important. I know.

19:13

We had a lot [inaudible 00:19:15]  of questions after. Yeah.

19:13

But yeah, it's just something that shows off your  personality, shows that you care about a topic in depth and you're able to go  into the details of something like that.

19:28

So to reflect what you shared of here's what to  build a product org, to start hiring PMs, you need to have in place a career ladder with basically  the skills that you're looking for from the PMs so that it's clear what you're looking for, there's  values of the PM org.

19:41

I imagine there's a job description, just describe the responsibilities  of the role and then the interview process. Yeah. Okay, cool.

19:52

Something I should have highlighted that you spoke about earlier that I  think is a really important lesson of a sign that it's time to hire PMs is essentially  what you highlighted as bottlenecks.

19:59

Your team is starting to get bottlenecked more and  more.

20:04

Just coming back to that real quick, do you have a sense of just, it sounds like  there was already bottlenecks, things are not going amazing all the time.

20:12

And okay, where does  it flip to like, "Okay, shit, we really need PMs now." ?

20:17

Do you have any insight there of just like,  okay, now is the time versus wait a little longer?

20:23

The one piece of advice I always have is don't  hire PMs too early. It's not worth it.

20:23

There's not a need for it.

20:28

And I think when founders  are asking themselves that way too early, it feels like they're giving over the reins to  somebody else to handle everything from customer conversations, the product development, the  personality of what this company needs to be.

20:45

And so you want to be as close to it as possible,  but I think you do start bringing PMs in when, one, work just isn't getting done without  you, you are that bottleneck as a founder.

20:55

Or when people other than you are doing the  core PM work at scale.

20:55

So design and eng are starting to do more of that and not doing some  of the core stuff that they need to be doing.

21:06

And similarly, I guess, when you can't  scale yourself in the decision-making or wearing multiple hats or doing the  cross-functional collaboration with folks, getting things from start to finish, that's  another sign that you probably need to just hire some PMs or project managers in that  space.

21:19

And then truly when it's like, okay, you need a product person here is when you  start moving into adjacent surface areas or different product areas with different  target segments of customers, because now, you have to learn what that customer is, what they  need and what you should be building for them.

21:38

I love that you mentioned that.

21:38

We're going to  spend a bunch of time on that.

21:38

I know that's what you spend a lot of time on at Mercury.

21:41

And  I actually have a post on what is a sign you need product managers now, and you touched on  all the points that I made in this post, which is bottlenecks or you want to go deep on  a specific subject and hire someone to take it.

21:57

Snapchat actually is a good example of that,  where they brought in their first PM when they wanted to go deep on ads and they brought  in someone just like, that's your thing. That's perfect. Yes. Okay, cool.

22:05

We'll link to  that in the show notes.

22:05

Also, something I'll link in the show notes  that will be very helpful to people, I have the career ladders of something like 20  to 30 companies, the attributes they look for and links to their actual ladders.

22:16

And so for  folks that are developing this, we'll give you- Love that. [inaudible 00:22:21]. Yes, I think I saw that.

22:21

I probably referenced it  at some point and just went into my subconscious.

22:26

So as a final question along this topic of  building out PMs, hiring PMs for the first time, for someone that's still like, "I don't know, I  don't really want product managers at my company and they're just so annoying."

22:36

, what is it that  you think people most miss about the value that a PM brings to your org that may be a sign? "Oh, okay, I see. Maybe we do need this."

22:47

All right, so I think there's different kinds  of PMs and different flavors of PMs.

22:47

One thing that I really, I feel like sometimes gets lost in  when we talk about, oh, I've met one PM and they kind of didn't do what I wanted them to do or they  didn't work in the way that I wanted them to work, so therefore, all PMs suck.

23:05

There's a problem  with that because there's just so many different flavors of what a product manager is, and  it depends on the company, it depends on the industry, it depends on the role within a company.

23:14

And so a framework that I really like using to determine, okay, what kind of PM do you need  and then hire for that is something that I learned at Square.

23:25

We use this idea of a pioneer,  a town settler, and a city planner.

23:25

And that idea is like, okay, so the pioneer is a PM that's  really good at zero to one, they can create something from nothing.

23:36

You're pioneering into  this uncharted territory.

23:36

There's nothing there for you.

23:41

There's not any sort of infrastructure.

23:41

You're building it from scratch.

23:41

You're kind of taking natural resources and seeing how you  can reapply them into building what you need in order to survive and then hopefully grow.

23:49

The town settler PM is in that growth stage of maturity of a product.

23:56

They're really working  on, again, to use the same metaphor, I guess, you're in a town, there might be a bank, there  might be a post office, there might be a school, and there might be some gravel roads, but nothing  more than that.

24:06

And so you have some level of infrastructure, but what you're trying to do  is further grow the town that you're building out and put in some foundational elements but  also try to do some experiments.

24:16

Maybe things don't work out exactly the way you want, but  then you also want to build for the future.

24:25

And then a city planner is a PM that's really  good at mature products, really good at driving efficiencies at scale. They have the city.

24:29

Everything that they do touches hundreds, thousands, millions of customers immediately.

24:34

And  so the type of PM that you need for something like that is going to be very different than a zero to  one PM.

24:39

And so when people, especially founders say, "I don't want a PM."

24:44

, I think it's because  they're thinking of a mature city planner when they could find a former entrepreneur, a former  founder, a good pioneer to build out the next set of products, or they really need somebody  who's great at growth and starting to put some of the process in but not build it to the point  of I'm a big mature enterprise company anymore. I love this metaphor.

25:06

And is the advice that  as the smaller you are, the earlier in the spectrum you want to be hiring?

25:13

More pioneers  and a few town settlers as you build your team? Probably.

25:17

I think it just really depends on  what you're hiring for.

25:17

Even for Mercury, we had our banking, core banking services, we're  still a mature product in our spectrum.

25:21

Everything that we do there, we have to truly not even  measure it twice, measure it three times, cut once, be really sure about what we're doing.

25:32

And that scale and the ability to have a PM that can think about all of that scale is really  important.

25:38

And so you really want to test out have they done it before?

25:42

Do they know what  they're talking about?

25:42

And then in which case, were you willing to take riskier bets versus  being really conservative about what you're doing and then determine what kind of PM you need  for it.

25:52

Because otherwise, you see the resumes, you see what they say they've done.

25:59

But when you've talked to somebody, when you're interviewing someone, really try to  drill into what kind of experience they are good at, what they want in their next role, because  otherwise, the resume without the receipt is just a piece of paper and you want to get the receipts.

26:11

What's the work that they've actually done?

26:16

Following this thread, I asked a bunch of people  that work with you at Mercury and Block what to ask you.

26:20

And one of the questions that I loved  came from the COO of Mercury, Jason Zhang.

26:20

And his question was, what do you think attracts  great product managers and great talents to a company?

26:32

What makes them hungry to join your  company?

26:32

How do they hire a Rohini, basically?

26:38

Okay, there's a few answers to this.

26:38

Maybe just  starting off, let's take away some of the table stakes.

26:43

Let's assume that candidates know that the  company's viable, it's doing well, paying market rates, all of that.

26:49

The candidate and the product  have good...

26:49

There's a resonance with that.

26:49

The culture has good vibe checks.

26:55

So taking away kind  of the table stakes of hiring, I think there's a couple things from the company side and then the  candidate side.

27:01

I think from the company side, it really boils down to do you understand the  candidates that are coming through the door, especially when you're hiring for seniority and  experience, you kind of have to take it like a product manager would think about this problem  and say, "All right, if this is my customer, what's their goal?

27:19

What's their jobs to be  done?"

27:19

kind of an idea and consider where the PMs would be that you're hiring for on this...

27:25

Actually, a mentor of mine had this great framework.

27:32

He said that every career follows  this S-curve.

27:32

And if you think about the Y axis being kind of level of ambiguity, X axis  being level of scale, you start off in this S, kind of near the origin, and you're usually  trying, especially when you're just starting off in the discipline or your career, you have one  project, low ambiguity, and you're just saying, "Can I do this one thing? Can I fix onboarding?"

27:54

There's only so many different ways to cut that up and do it.

27:59

And you know the goal, it's  a defined goal.

27:59

You're just kind of driving towards being able to make these improvements or  make it better, make it better designed, whatever you need to be doing.

28:10

It's like this one project.

28:10

And then you kind move around along that S at the bottom and you're doing multiple projects with  low ambiguity still, but can you handle multiple things and juggle them all at the same time?

28:19

At some point, you get into this inflection point and you have this one really ambiguous  problem set at some point in your career it's like 10X revenue in 12 months.

28:28

There's a lot of  different ways you could probably do that, but there's a lot of wrong ways to probably do that.

28:34

And there's a few right ways and you got to figure out which way is up and there's just so much  ambiguity and you just don't know how to maybe do that immediately.

28:44

But that's the challenge for  that part of your S-curve.

28:44

And then at another scale, it's like towards the top of that S,  you're pretty much just doing all ambiguous projects or problems at scale.

28:53

That's all that  hits you.

28:53

So you think of a VP of product CPO kind of level.

28:58

All it is is strategic questions  that you don't know the answers to and have to figure that out across 10 or 12 different topics.

29:02

And so I think going back to how to attract these types of talent, know where on the S-curve they  are and what's their next step in that S-curve because then you can say, "All right, I can then  give you a fun challenge for what you need next in your career."

29:21

I think senior folks want to know,  is a problem area big enough?

29:21

Is it meaty enough where I wake up every day and I get to be working  on this scope and working to serve these types of customers? Will it challenge me?

29:33

Will it make me  a better PM?

29:33

Those are the considerations that they're making.

29:38

And then the second consideration  is who do I get to work with?

29:38

So we actually kind of talked about this in a recent post that we  wrote for your newsletter of the functional types of organizational structures.

29:50

And I think when  you have a functional structure within your org, it's really nice because then, you can say, "oh,  I get to work with these types of PMs because there's a product lead, there's a product group." And I play tennis.

29:59

You want to play tennis, you want to challenge yourself with people that  are a little bit better than you and bounce that ball back and forth and it's fun.

30:10

And the same  thing goes for the functional leads within design and eng because those are going to be your peer  groups.

30:14

You want to make sure that you're working with folks that are excited and are fulfilled  by doing this kind of work.

30:17

And so for me, it honestly comes down to those pieces, understanding  that the candidate where they are and then communicating things to them in a way that breeds  transparency, honesty, trust overall.

30:29

I tell them when I have conversations with candidates, the  good, the bad, the ugly.

30:38

I want to be as upfront as possible and where the challenges are for us  right now and where the opportunities are.

30:42

What I see as you don't want to over promise, but you  do want to sell the dream of why you're excited. So that was awesome. There's so much here.

30:54

So  I'm going to reflect back a few of the things you said.

30:57

So when you're trying to hire the  best people, a few things here that are really helpful is one, this S-curve, I drew it as you  were talking of ambiguity versus scale.

31:01

And it almost sounds like there's two things people  would want potentially.

31:07

One is more ambiguity, just something really meaty and complicated,  which is like they're accelerating up that S-curve. The other is more scope.

31:19

They're  already really good at, they've done a bunch of really complex ambiguous stuff and they  just want something bigger and more impactful.

31:27

Yeah, that's a great way to...

31:27

Probably  a third dimension on all of that.

31:31

And I love that it's not just  up into the right linear line, it's an S-curve where it's like,  okay, now you're on something really complicated.

31:36

You're just going  [inaudible 00:31:38] this ambiguity Y-axis. Exactly.

31:41

And you can kind of trace  back our own careers into this idea or even engineers and designers.

31:46

It  doesn't have to be a product S-curve, but it is really interesting to  kind see it from like, oh, yeah, this is how you get good at the functional skills.

31:53

This is how you get good at the strategic skills.

31:57

What was that project for you, the one  that shot you up the S-curve on ambiguity?

32:02

I think it was probably at Square.

32:02

The first  products that I worked on there was invoicing, and it was one of those projects that was like, it  was a hack week project that just did really well and we got a team on it.

32:16

There was, I think at  the time that I started, it was three engineers, a designer and myself.

32:21

And it was like, "Okay,  just go make this work."

32:21

And a lot of the first sets of work was like, "Oh, we just need to make  this less hacky."

32:28

Just make this a real product that you're not embarrassed to be serving up  to customers that are using Square Invoices.

32:37

And then very soon, you started seeing the next  levels of work that needed to happen.

32:37

And for me, that was the first time that I got to  really just drive this strategic plan.

32:51

So Square Invoices first step one was like  just get it to a place that was functional.

32:58

It was the first rev of this product was almost  people wouldn't use it, but they would have to spend so much time in order to figure out how  to use it.

33:04

That's honestly when I knew we had product market fit, but we just needed to make  it better.

33:08

And then the next insight was, oh, the people that are using our Square mobile app,  no idea that Square Invoices existed because it only existed on desktop, on dashboard web.

33:18

And  we're like, "Okay, get into mobile."

33:18

That was truly another step of growth that we just saw.

33:23

And  then it was a huge step function there.

33:23

And then the next one was we wanted to draw out people.

33:31

So  instead of going after existing Square customers, we want it to be a front door product.

33:39

And that drove another step change of growth for us because it was like, oh, when  you're looking for invoices, you don't think of Square immediately, you're just looking for  invoicing solutions.

33:46

And so the app store and those types of places were much more interesting  for us to go after and do SEO and SEM on and find net new customers.

33:57

So there were some  really interesting challenges of saying, "Okay, how do I increase the top of funnel?

34:02

How do  I then also decrease risk loss at the loss level?"

34:09

And just being able to play around with all those  different levers was my huge ambiguity experience. Yeah.

34:17

Speaking of levers, I was going to  highlight just I love the way you described this as such a good example of a great product  manager skill of just breaking the problem down into these step-by-step steps versus like, oh,  shit, we have to scale this massive business of invoicing.

34:30

It's just make it less hacky, make  it easy to discover, bring in new customers.

34:30

And so I think that's a really good skill to learn  as you're ramping up this curve of ambiguity. Absolutely. Yep. Awesome. Okay.

34:45

And then coming back to the other  tip you shared of how to hire amazing people, just to close that thread, it's make it clear  how awesome the other people at the company are that you're going to work with.

34:54

Because  like you said, you're going to learn the most from playing tennis with awesome people, and these  awesome people want to work with awesome people. Exactly.

35:02

And I think the other thing to add onto  that is the candidates are testing you as much as you're testing them.

35:08

And so that's why we had to  do the interview revamps because I would judge a company based on the interview questions that they  would ask me.

35:14

As a senior [inaudible 00:35:19], I want to know that they understand what they're  even asking me for and they understand how to change those prompts around for the right type  of candidate.

35:23

And so a lot of what we did was revamp things based on just my experience of  the Mercury interview [inaudible 00:35:34]. I love that.

35:34

[inaudible 00:35:37] dogfooding it. Exactly.

35:39

Okay, so I want to talk about quality  and I want to talk about multi-product, going multi-product.

35:42

Let's start with quality.

35:42

So  classically, a lot of PMs are just not the person that advocates for high quality user experience,  investing in things that aren't moving metrics.

35:57

And I know you're kind of on the opposite of  that.

35:57

You actually have a really interesting approach to advocating for quality and helping  people understand why it's worth investing in.

36:06

And in particular, you've worked on, in quotes,  "boring products", banking, finance stuff, but have helped make them awesome and great  experiences.

36:13

What can you share with folks about how to advocate for investing in quality  when it's not something you can really measure?

36:23

This is something I've learned a lot from the  Mercury folks over the last year.

36:23

This is something I've learned a lot from the  Mercury folks over the last year. Even the OGs back at Square in the early days,  there was a lot with on the surface, I think Immad even says this, on the surface,  it's completely irrational to invest in quality,

36:39

especially for a KPI-driven company or KPI-driven  company or organization, there's often this false dichotomy that creeps up that's like you either  have to be this [inaudible 00:36:48] heavy of experimentation, move fast type of company, or  you can be this design-heavy focus on artistry but doesn't really drive any customer value. And  I feel like those two ends of the spectrum are

36:57

And  I feel like those two ends of the spectrum are just completely insane.

37:00

You need to be somewhere  in between.

37:00

And I think what I've learned from the companies that I've most recently been at is  the details done right really matter, especially when you're in a boring industry like FinTech,  meaning it's just unsexy, there's not a lot of...

37:19

It's not like this consumer exciting app,  but you need the details to be precise, to be intentional in order to breed that trust  and confidence that the customer base needs in order to save its money with you in order to  move its money with you.

37:30

One of the examples we had recently is we launched a product called Bill  Pay.

37:34

And in that, you can upload an invoice, you can just drag and drop your invoice from a vendor  and we will OCR it, we'll read all the details, and we'll pre-populate some fields for you.

37:46

And  as you kind go through those fields and check that we got everything right, the right-hand screen  zooms into the right part of the invoice.

37:51

And that little detail, that little additional, hey,  we just helped you with this and highlighted where you need it to be, won't move a completion rate,  won't move a singular metric really.

38:03

But it is the thing that everyone who uses this product, every  customer that comes to me, they're like, "That was fantastic.

38:13

I loved using a product to pay my  bills."

38:13

Which is not something you hear every day.

38:20

And I think one of the Mercury values that I've  really tried to internalize is have that intention behind every detail in order to take that product  to that next level of care and craft.

38:26

And when you consider the compounding effect of all those  little intentional, incremental improvements, altogether, it starts becoming a moat.

38:39

It  becomes this competitive advantage for you.

38:39

And so I think there is a strong argument to really  think about quality craftsmanship, how you're building something that can be evergreen and  beautiful, confidence-inducing, and trustworthy.

38:59

And then on the other side of it, I just think  it's building great products should be fun and fulfilling for all of us.

39:05

And so you want to  spend your life on something that people love and enjoy using.

39:10

I think that's something that  Jason's really taught me.

39:10

And so by doing this, by investing in quality, by thinking about  quality, you're also having the second-order effect of attracting great talent who want to  be there and be proud of what they're building.

39:24

And then it also has this effect of endearing  customers to you because they know that you're focusing on what matters and how to make their  lives a little bit easier and better and simple.

39:32

And so it's this circular effect that I do  think has compounding interest rates on it.

39:38

There's a couple of things here that I think about  as you talk about this.

39:38

One is if there's a PM at some bank that's like, "Oh, great, we're going  to do this. I love it.

39:42

We're going to invest in quality, we're going to make beautiful product."

39:46

It's hard to do in reality if the founder is not on board and if it's not core to the principles  and values of the company.

39:51

And so I think you almost need that kind of top down.

39:57

And the  other thought is I feel like there's kind of like strategically, we will differentiate by  blank.

40:04

And one of the blank can be quality.

40:11

Linear is a great example, Mercury is a good  example.

40:11

A lot of competitors in the space, we believe we can win by quality and experience.

40:15

And I don't think that exists in every market, but thoughts on just that is like if  you decide this is our differentiator, then that's a huge opportunity  to invest in quality in UX.

40:28

Yeah, I completely agree with both...

40:28

One, it's  a cultural value, it has to come from the top, it has to come from the beginning.

40:33

And I think  the second piece of it is there was this trend of, I don't know, B2B products that became, I think  maybe a decade ago, a big push was simplify it, make it feel like a B2C product, make it simple,  make it easy to use.

40:48

And there was this push of just, I don't know, rounding corners and  making the fonts better or something like that, using some white space.

40:58

Just  very simplistic ideas of it.

41:02

But now, I think the next generation of all  of these products is not just make it simple, make it still powerful and make it easy to use.

41:08

So now, you have both concepts coming together.

41:14

And so quality is truly just this idea of how  do you build these products that fit within a small mobile screen and still have the full power  and capacity of an enterprise level product line, but are still easy to use on the go.

41:27

And  being able to do a bunch of banking that wasn't even close to this level of ease  and customizations in two decades ago.

41:39

It's something that we really think is  the basis of why quality is embedded into everything that we talk about and do.

41:45

It's an  obsession within the company, quite honestly. Interesting.

41:50

So yeah, I feel like there's  a big rise and we will just make beautiful, incredible high craft products probably because  there's so much competition and so many options that that's one of the few remaining ways to  differentiate and stand out, especially in a boring industry as...

42:07

Like another example, this  company that I'm an investor in is called Zip, which is procurement.

42:11

And there's all these boring  ass companies that are billions of dollars and just so ugly and it's like, cool, here's how we  can compete.

42:17

We'll build an incredible experience.

42:22

Nobody wants to be at the other, the audience  end of this or the user end of this.

42:22

And so you don't want something that like, oh, it's for  procurement, so therefore they don't care.

42:27

No, everyone wants to have a nice experience in  dealing with the work that they have to do day in and day out.

42:35

And so I really do love  unsexy products that can just be done right.

42:44

And that's a cool opportunity for  PMs to just find a company that is struggling in a market that's big  and just maybe this is how we went, just make it incredible versus more features.

42:51

And I feel like I should write a post about this.

42:57

What are the ways to differentiate?

42:57

There's experience, there's probably price, there's maybe features, just like we have the most  features like Jira.

43:00

There's probably a few others.

43:05

Probably the customer segments  and who you're going after.

43:05

Yeah, I love this thread.

43:10

I think we could  talk about that for another hour.

43:13

This could be a whole other...

43:13

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44:03

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44:12

Okay, so let's talk about the final big  topic that I know you're passionate about, and this is what you work on at Mercury, which is  super cool, which is going multi-product, going from one product that is doing well, to layering  on additional products.

44:20

This is the holy grail for a lot of founders, a lot of teams, expanding  TAM, finding more ways to generate revenue, expanding into your customers, building  new products.

44:30

You've done this at Mercury, Block is really successful at this.

44:35

So I want  to learn everything I can from you about how to do this well.

44:41

A lot of companies try this and  fail and waste a lot of time.

44:41

So let's just talk through this.

44:47

What are maybe just lessons from  your experience building products, multi-products, additional products at a company like Mercury?

44:53

Maybe just share some of the new products that Mercury has just because to give folks a sense,  because I think people think of Mercury as a bank. Everyone still does.

45:00

And so we're in the early  days.

45:00

So yeah, I'll take this opportunity to make sure that we talk about which products first, and  then I can go through our lessons learned.

45:05

But we shipped a lot this year.

45:10

There was just a ton of  activity this year, which was really exciting.

45:16

2024 marked the first foray into consumer for us.

45:16

We launched Mercury Personal Banking in April, which has been a wild success and we have a lot  more coming up with personal banking as well.

45:22

And then we launched a suite of software that sits on  top of our business banking, our core offering.

45:33

And that suite allows our customers to do things  like the accounts payable work that they need to do as they grow, accounts receivable, accounting  workflows, those types of things.

45:39

And so in the last, let's say, six, seven months, we launched  what I talked about before was Bill Pay in May, we launched Invoicing, something near and dear to  my heart in August, we had updated spend controls and spend management tools and employee  reimbursements that launched in October.

46:03

And each of these, one of my favorite learnings  from all this, or the favorite stats is each subsequent launch that we just described took less  time than the previous from concept to launch.

46:10

So we're getting really good at understanding what  that product philosophy is, how we build products, and then how we launch and find the right  product market fit within these systems.

46:24

And so a lot of exciting stuff.

46:24

We're still in  the early days of building out the SaaS model, building out personal banking, but lots more to  come.

46:30

So excited for where Mercury is set up for in the next few quarters.

46:36

Going into some of maybe  the biggest lessons learned about going from one product to multi-product, probably two general  categories.

46:41

One, the organizational structure is really important and probably as important as  just the product decisions, and the organizational culture is also important.

46:54

So one thing we learned  was having new product areas, new seedlings being too close within the true org structure to the  core banking or payments or mature products, made it hard for that new product to even grow because  they were always being pulled in, sucked in.

47:14

The gravitational force of a more mature  product always had prioritization work, maintenance work, things that were more impactful  to be done.

47:19

And so their roadmaps would always get trumped by any of that.

47:24

So it didn't afford  any space for seedlings to grow.

47:24

And yeah, this idea of when you have this small little fire,  you want to give it air in order for it to truly blossom to a flame.

47:37

And so the organizational  structure really gives these teams that space.

47:44

We actually created completely different orgs.

47:44

This is why my team exists as an expansion org because it is completely separate from  some of the more mature product teams.

47:52

And when you say separate  dedicated resources on this project for some number of...

47:57

What's the  timeframe you give new seedlings?

48:01

We're thinking of these as small seed stage  companies and every quarter, every half year, we look at them as like, do we want to keep  investing?

48:07

And so there's no end time for them to ever move back into the mature products  until they become, I don't know, series C company in and of themselves.

48:18

So we're not really  looking at an end time.

48:18

We're just saying, "You have this dedicated team.

48:23

We'll continue  investing and providing headcount and whatever you need as this product, this business  line shows the path towards success."

48:34

And I think that point is really important.

48:34

So it's basically every quarter/two quarters, you check in, how's this going?

48:38

Do you agree to, here's a milestone that we're  looking for in the next quarter, six months?

48:44

Do you make it super concrete?

48:44

Is it  pretty qualitative?

48:44

How do you think about that?

48:48

We have goals and we also allow these teams...

48:48

They're so early that the learnings are really important.

48:52

It's just like an angel investment.

48:52

There's going to be pivots, we realize that.

48:56

We're not saying that we're going to kill it if  it doesn't hit X.

48:56

But we do have goals in mind, we have financial projections in mind, and we say, "If you don't hit that, what's the  key learning that we've made that we think we can still hit something in that  general direction in the next six months?" .

49:12

And what does a seed team look like generally?

49:12

What are the resources you put into it?

49:17

I mean, it's the full cross-functional  squads of eng, design, product, data science, everyone that you probably need.

49:25

And then we  have cross-functional overlaps with our core teams across the company.

49:30

So sometimes  we will have dedicated...

49:30

If we need a dedicated CS or dedicated risk or dedicated  ops folks on these teams.

49:36

But usually, it's just leverage the central teams that  already exist for some of those functions.

49:47

And how many engineers do you usually  try to put on a seed investment? It kind of depends.

49:50

Our personal banking  product has a lot more engineers, probably 3X than maybe our invoicing product line. Even at the beginning?

50:01

Well, so I think seeding that, it just required...

50:01

We were going after a completely different market.

50:06

We were going after a different base, and having  another banking solution, while we still had one, we took a lot of the learnings and efforts  that the business banking side did, but we had to build a bunch of that.

50:15

And so the initial investment just was a different request.

50:19

Whereas in invoicing,  we're building the software on top of the banking and it requires a different level  in order to get to minimal lovable product.

50:30

And so we're giving the teams just  enough, but we want them to stretch.

50:36

And I feel like there's also a connection to how  big this opportunity is invoicing versus becoming the new personal bank of the world. So it makes  sense.

50:42

Let's put a few more resources on this one. Right. Absolutely.

50:48

I would say I think the PMs on  those teams both want world domination. So yeah.

50:54

Let's not hit on invoicing. Yeah. Okay. I understand.

50:56

Okay, so specifically, they  hired you to create this carve out almost for new product investments.

51:03

I think that's  a really cool lesson.

51:03

Just hire a leader that is overseeing all of these new seed  bets versus just a team off to the side. Yes.

51:12

I think that kind of hits that culture that  needed to be instilled into this organization too, because we're going to be a zero to one team and  we're going to have to work in a little bit of a different way.

51:23

Our counterparts on the core  mature products will use monthly development cycles.

51:28

They'll figure out their roadmap for the  month and then just start executing on it.

51:28

I could not find a way in which...

51:33

I wouldn't know what  was changing in a month.

51:33

And so we had to move towards two-week sprints and then weekly check-ins  with a bunch of our work just to stay as nimble as possible.

51:44

We wanted to be able to learn, iterate,  repeat, and we also have a really heavy-handed culture of customer calls, customer research  that the PMs needed to do.

51:50

There's just much more kind of touch point, pulse check with who these  customers are.

51:56

We're going after adjacent areas, and so make sure that as a team, you know what  your customer needs and why it's important.

52:07

Can you share more about this  customer call culture for folks that maybe want to learn from how you do it?

52:13

It's kind of like, I don't know, just the  heartbeat of how we operate.

52:13

So it almost feels so natural that I'm not sure if I can impart any new  learnings on it, but it's like I kind of expect a customer conversation at least one a week from the  team.

52:25

That seems like such a low bar to me that I think the teams do close to...

52:31

Some teams, when  they're really into discovery mode, are doing 20, 25 calls with people. It's wild.

52:36

Or even just  going through surveys and understanding what qualitative info that they're getting from the  surveys, quantitative info that they're getting from it.

52:47

I think all of that really counts.

52:47

We're customer obsessed at Mercury and so you'll even see it like Immad will  talk to folks on Twitter or on X directly.

52:56

We'll get pings from different folks  across the company.

52:56

We'll look at why people off boarded with us and we get those messages in a  Slack channel and it just kind of hits whenever it happens in real time.

53:09

And so all of those  pieces are customer touch points in my mind, and so it's like get on a call with CS, get on  a call with RMs, drive those calls yourself, but just learn as much as you can from what  our customers need and what they're doing.

53:24

I'm going to follow us through  a little bit more because one, a lot of companies say, "We're customer  obsessed, our teams are customer obsessed, we talk to customers all the time."

53:30

But  they still build bad stuff.

53:30

What do you think they often miss that maybe you're doing  that companies you've seen actually that really are obsessed and do this well, that often is  missed when people think they're doing this?

53:44

I think there's a little bit of what a customer  says versus what they want are going to be two different things.

53:49

I think there's just so  many inputs to all of this, but if you take just a conversation, people are really nice,  especially when they're talking on the phone, they'll be really nice.

53:59

They'll say nice things  about your product.

53:59

They'll tell you that they messed up and the UX is great, you built it the  right way and they were doing something wrong, and they try to take some of that pressure off of you.

54:08

And what you don't want is to go into a conversation with a bias.

54:13

You want to be a  researcher, you want to be this third party non-judgmental, kind of like being brought into  the jungle and just watching what's happening.

54:22

You're an observer, you're being a documentarian.

54:22

It's not about getting your biases checked or validated or invalidated, but it's like just  understand what it is that the customer's trying to do, what context they were trying to  do it in, and get to a truth that seems to find a pattern or you hear about multiple times and  then validate that truth and see if that still sticks.

54:46

Have a prototype, do the betas, see if  the numbers actually work out in your favor.

54:52

I think the other thing is the  customer obsession needs to also be anchored back into does it work for your business?

54:56

Just because a customer wants it, I mean, they probably want free products that doesn't  work for what we're going to be able to serve them with and still be a viable business and still  survive.

55:05

And so I think I actually used a lot of, when we were doing pricing, I used a lot of  insights from your podcast with Madhavan.

55:12

That was a great, I mean, if I can promo a different  podcast episode on this one, that was great.

55:24

I think I listened to it twice just to hear it  a few times, and I think there was an example of a water at a fountain is free, a water at a  hotel is like five bucks, a water on the plane is...

55:39

The context and the price of what you're  offering somebody changes the value perception of what they're getting delivered.

55:45

And so  I think that customer obsession needs to be just anchored back into the business and the  business needs and what you can actually offer.

55:56

And so it all needs to be triangulated and  balanced out.

55:56

And so it's not just customer obsession for the sense of customer obsession,  but where does that artistry meet the business? Awesome.

56:06

That was a great example.

56:06

We'll link to  the Madhavan episode, folks that want to check it out.

56:10

And then one very tactical question, how  do your teams find customers to talk to and organize that?

56:15

Is there anything operationally  that folks can learn about how you do that?

56:18

We do have a UXR team, which is great.

56:18

We  have a research team, and so they help us make sure that we can...

56:24

Honestly, the scheduling  Tetris that has to happen is probably the hardest part in a PM schedule because you're going from  meetings to meetings.

56:28

So sometimes we'll just have dedicated research weeks where we know there's  a question that we need answered and we need to go through that discovery, and so we'll clear  off our calendars and just book customer calls.

56:43

When it's regular sessions that are happening  every week, then we try to leverage a central team to help us manage those calendar and meeting  invites and getting people booked.

56:50

We'll also just get in the sidecar of an RM call or a  sales call or a CS call whenever we can, anybody who's doing any sort of research or  voice of the customer calls, anything like that, we're in and we want to hear about it.

57:07

And  then we're also looking and just responding on X or on email or...

57:12

We want to hear from  people.

57:12

So find us any which way you can. Okay, cool.

57:20

And then what  does RM stand for by the way? Oh, sorry, sorry.

57:22

Relationship  managers, our sales team. Okay, cool.

57:24

So like account managers? Yes. Awesome. Okay.

57:26

I'm going to come back to where we  were. I pushed us off track.

57:26

I'm going to bring us back on track.

57:30

So we're talking about things  you've learned about building multi-products, additional products at a company.

57:35

The  first kind of theme was the org and creating barriers almost to pulling resources  away from these seedling teams into your core.

57:46

Yeah, I think the other decisions that we had  to make that might be helpful to folks was like, what are the next products?

57:51

And so we really  looked at like, okay, we need to find solutions that tie closer to the existing spaces we're in.

57:58

It needs to be an adjacency that's just beyond the core.

58:04

It's not about just building a new  feature.

58:04

You are building a new product line, so what is that adjacent customer segment  that would be interested in a deeper, more fuller product experience?

58:14

A good example  is invoicing.

58:14

We de-risked that when we were thinking about, okay, what's the next set of  products that we could look at?

58:21

We looked at a bunch of different areas and we're really  thoughtful around who is our target segment or ICP and then who do we want to serve?

58:31

And we saw some work that was interesting.

58:38

Because we had this concept of this product called  Payment Requests where you could send somebody a URL, they could go to that URL and send the money  that they owe you directly to your bank account.

58:48

That had traction and so that was something that  we used as a competitive advantage because we're like, "Oh, we can talk to people that were  already doing something that was invoicing, which is a request for payment over the web."

58:57

And so we talked to a bunch of those customers.

59:03

We also knew that we had a distribution advantage  because if we already had people that were using this, we could probably get more folks that  were on Mercury already.

59:07

We didn't have to go find them outside.

59:12

We didn't have to do a  full go-to-market effort.

59:12

We could just kind of test out if they had a fuller invoicing  solution, would they want to use that?

59:20

And so we used that adjacency to our advantage  and our distribution to our advantage and said, "Okay, let's build out these next products that  are kind of in that same ecosystem or universe and see what works and see what sticks."

59:32

We  also kind of used that current UX to drive that attached to these new products.

59:39

So on the  opposite side, like the accounts payable side, when you're sending a payment, we highlight Bill  Pay if you need more complex vendor payments.

59:44

And so it's a really easy way to just fit into the  natural flow of what a customer is doing anyways and say, "Hey, do you actually need something more  robust?

59:55

We have something for you. Try it out."

1:00:01

So some attributes you look for is have you  de-risk that...

1:00:01

Basically, you're already seeing there's a need here from a baby feature of  that product.

1:00:07

And then do you have a distribution advantage essentially?

1:00:14

Can you find a way to  get in front of people in your existing product? Exactly. That's it.

1:00:21

And then there's probably just like,  "Damn, is this a big opportunity?"

1:00:21

And then just thinking about what are  the biggest opportunities we have. Right.

1:00:28

Yeah, we did all of that kind of like  pre-work as just is it even viable?

1:00:28

And then do we have an advantage around that?

1:00:33

And I think the  place that we hit are like, yeah, we already have an advantage. This would be...

1:00:37

There's a little  bit less friction in order to get to the escape velocity that we need.

1:00:42

And then right now, I think  once you've launched, that's one step, that's one big hurdle.

1:00:48

Then there's the next hurdle, which is  really trying to find that product market fit and that's where we're at now and I think that's  a really important lesson of don't go from launch to try to revenue optimize or find that  efficiency immediately.

1:00:58

I think what we really want is to give away the second product, the  third product for free, encourage as much usage and engagement and retention to show that there's  something there, and allow customers to feel good about how they would use us in their workflows.

1:01:15

And then once they get to a place where they're needing more complexity or needing some areas  where they could save time and drive some just ease of use, then yes, they'd actually be willing  to pay for it.

1:01:25

But it's not like you put this paywall in and then automatically just launch  a product and say, "Now you have to pay us."

1:01:35

We want to encourage this idea of what worked for  a core product.

1:01:35

We were always free to customers, now we had to go to a paid offering.

1:01:40

And so  we want to make sure that people feel good about it.

1:01:44

We're not overcharging customers that  are too small and don't want to pay, and we're really focusing on the customers that need that  extra, the heft that comes with these products.

1:01:56

It's interesting because if I reflect back to  the Madhavan pricing episode, he's actually like, "Don't ever discount.

1:02:01

Charge exactly what  you want to charge at the beginning because that's actually a test of product market  fit."

1:02:04

How do you think about that balance?

1:02:08

Yeah, I think I really love this idea of...

1:02:08

What  he talked about was know what your product value is and you have to put a price on it in order to  know that.

1:02:15

And I think we do see that. We just don't...

1:02:19

Our target customer for these products  is someone at the other end of the complexity scale.

1:02:27

It's not everyone that we serve right now  with our banking solution, and so we have to be really tight about who that ICP was.

1:02:31

And then yes,  we do put that price in front of them and say, "Tell us that it is worth X dollars or Y  dollars."

1:02:37

And we did a whole willingness to pay process as part of the homework for that.

1:02:42

But I think there's this customer journey with these products, especially accounts payable,  accounts receivable.

1:02:48

You don't need that immediately when you start a business.

1:02:52

You do need a bank account immediately, and so you need somewhere to save your money.

1:02:56

You  need somewhere where you can move money around, but that might be 6 months, 12 months, 18 months  until you need something that's more complex to pay your vendors or to receive payments and things  like that.

1:03:04

And so at that point, that's when we want to have the pricing conversation with you and  say, "We have this product already available. It works seamlessly.

1:03:14

It's beautiful with your bank  account.

1:03:14

You don't have to do anything more." Got it.

1:03:17

So essentially, it's just a part  of the journey of finding product market fit and figuring out what to build.

1:03:20

Let's just see if anyone even wants this at all for free and then it's  okay, here's [inaudible 01:03:27].

1:03:26

Yeah, and there's some basic functionality that  we think should still be free.

1:03:26

Our core banking, core money movements should always still be free.

1:03:31

So when invoicing asks for a different kind of metadata on top of that money movement, that  should still be free.

1:03:36

But when you need anything more complex and you really are offering your  services or consulting fees or products or goods, and you do need an invoice solution that  works really well with your accounting and then your CPA knows how to track all  of that, then that's a paid product. Awesome.

1:03:55

Is there anything else along  these lines of building a new product, layering on additional products, that you  think might be helpful to people?

1:04:00

I'm also curious if there's any missteps you've  had along the way either at Block or Mercury of building something and just  failed, which I [inaudible 01:04:09]?

1:04:09

Well, one other learning that I've had from  the Block and Mercury world is one thing that [inaudible 01:04:15] always said and something  that he said he learned from Jack actually was something that I feel like is very true  with the Mercury co-founders as well.

1:04:18

They're never hyper-focused on the revenue.

1:04:23

They're never  focused on a number that they're trying to drive.

1:04:29

They really want to build...

1:04:29

They keep telling  the teams to build the products that people love and the revenue will just be a byproduct of  that.

1:04:34

And so if you can get this one step done, the second step is almost a... You will get  there.

1:04:39

And so I think that's one learning.

1:04:48

I think a few missteps that we have made  were trying too many things at once.

1:04:48

It's the classical example of like, "Oh, we have so  many ideas.

1:04:53

Let's go build all of these things."

1:04:58

And then there is an element of you're going  to understaff these new efforts.

1:04:58

There's not going to be enough folks to, again, take  that seedling, put it into the ground, put enriched soil on it, water it, take  care of it.

1:05:07

And so trying too many things, understaffing them.

1:05:12

And then there's just a  lot of missteps, learnings around pricing I think we've talked about a bit.

1:05:19

But there was  a lot of internal discussions on pricing model, bundling versus a la carte, how we  would price it, how much work we would do on understanding that willingness  to pay.

1:05:29

All of those pieces were exciting.

1:05:35

Is there a product that you launched that  just did not work out, fail in spite of doing all these things?

1:05:38

Or have generally things been  successful on your journey of adding new products?

1:05:43

I think we're still early, and so I don't  want to say that there isn't a failing yet or anything like that, but I do think everything's  showing really strong positive signal.

1:05:47

But yeah, fingers crossed, we'll see how things  go and it's always an iterative process. Awesome. Okay.

1:05:58

Last thing I want  to touch on is something that I know you're passionate about.

1:06:00

This is kind  of outside the core of our conversation, but I'd love to spend a little time on  it.

1:06:04

You started this organization called the Transparent Collective.

1:06:07

Former guest  IOs told me I need to ask you about this. Oh, that's awesome.

1:06:14

Yeah, so tell me what the  Transparent Collective is, the impact you've had with it, and what folks  should know if they want to check it out. Oh, gladly. That'd be great.

1:06:21

So  Transparent Collective is a 501(c)(3) nonprofit organization.

1:06:25

We help underrepresented  founders get access to resources, connections, whatever they need to build successful  tech companies.

1:06:32

We started this, gosh, I think it's been about nine years now, eight  or nine years ago, and it really was born out of just this organic conversation that happened.

1:06:42

My co-founder and I met up for drinks one night.

1:06:52

We both knew each other from Michigan  back in the day, went to school together, and we were talking about how we both went on  this entrepreneurial journey.

1:06:56

And trying to raise money in the Midwest was very different  than raising money in New York, which is very different than trying to raise money and sell  this dream in the West Coast.

1:07:05

And so where we had to learn a lot of the tribal knowledge that  just existed on our own, we wanted to create this collective that transparently shared information  with one another in order where we started step one, we would have the next generation  started step two and then pay it forward.

1:07:26

And so our programming really focuses on  preparing founders to fundraise, being able to connect investors to high caliber founders  that we have in our Rolodex, and then also the entrepreneurs to the right investors for them, and  then just ultimately contributing to an ecosystem that can really allow these types of founders  to flourish.

1:07:43

So we host a bunch of programming, webinars, workshops, that kind of thing.

1:07:49

But our  kind of spotlight event is we fly founders in from all over the US once, maybe twice a year  to participate in our seed programming.

1:07:55

And so we have 200, 250 applications that come through.

1:08:00

We bring about 8 to 10 founders in to join us for a week in SF where we pay for everything and  we have sessions for mentoring, small group workshops.

1:08:13

We even do hands-on training.

1:08:13

We'll  ask our investor friends to come in and do mock investor meetings and get the butterflies out for  these founders that are coming in from all over.

1:08:24

They're not coastal founders, they're folks that  come in from Detroit or Baltimore or Atlanta and they have amazing companies.

1:08:30

And so we kind  of just connect the dots and help them along the way.

1:08:36

So far, I think we've had 90 plus alums  across our 11 batches, and I think 65% or 70% of them have raised venture funding now because of  our programming.

1:08:46

I think we have a total of like 125 million in seed or early stage fundraising  across all of them, and I think we've now done it for so long that about 10% are already acquired  and exited companies too in our alumni group. So cool.

1:09:06

Such a thing that obviously  should exist and I love how well it's going. For folks that either...

1:09:12

And it's a 501(3)(c) you said? Yes.

1:09:16

So for people that either want to donate and  support this work or people that want to apply, how do they do that?

1:09:23

What's  the best way to learn more? Transparentcollective.

1:09:25

com, we have both a donate  button there and an application button.

1:09:25

So yes, we would love to...

1:09:30

I think we're starting to figure  out the next batch.

1:09:30

And so great applicants, please come and drop your information.

1:09:35

And then we do operate on donations and so we would love to find folks that would be  interested in helping us achieve our mission. I love that.

1:09:46

It feels like in a perfect  world, there would be no need for this, but we are not in that world and I love that this  exists to help folks.

1:09:49

Rohini, we've covered so much stuff. You're awesome.

1:09:55

With that, we reached  our very exciting lightning round. Are you ready? Ready. All right, here we go.

1:10:02

First question, what are two or three books that you find  yourself recommending most to other people?

1:10:09

I got this book recently called Vectors: Aphorisms  & Ten-Second Essays.

1:10:09

It is so much fun to just pick out a couple of these ten-second essays at  night and just read a couple of these and go to bed.

1:10:23

I'm going to recommend it to other folks.

1:10:23

A friend gave it to me and I'm going to pay it forward.

1:10:28

And then I guess the other one that I  really just enjoy is this book called The Inner Game of Tennis.

1:10:34

I've already mentioned that I'm a  tennis fan.

1:10:34

But it talks about the state of flow that you need when you're playing in this idea  of relaxed concentration.

1:10:40

I just love that idea of how do you get into that state of flow in  your day to day.

1:10:45

Other books that I think that I've read recently have all been fiction, so  Pachinko, Cutting for Stone, Song of Achilles, all great ones that I've read recently when  I've had some beach time. So highly recommend.

1:11:01

People love fiction recommendations on our  podcast, so I'm glad you threw those out.

1:11:01

The Inner Game of Tennis, I know I read I think half  of it and then I for some reason stopped, but it's important to note, it's like tennis is kind of  this metaphor and it's lessons from this coach that he taught people how to be amazing tennis  players, which apply to all kinds of greatness. Exactly.

1:11:20

And I will say I love stopping a  book in the middle sometimes when you just can't finish it.

1:11:25

I don't know why I waited  for someone to give me permission on that, and I think it's really helped me.

1:11:29

Like,  oh, I got through a few starts of books.

1:11:35

Yeah, I think Naval was  one of the few that's like, "You don't need to finish books, just  stop as soon as you want. It's fine." Exactly. It's fine.

1:11:41

It's funny that we need permission  [inaudible 01:11:44].

1:11:41

Because then, it makes you feel more comfortable  starting a book and trying books. Right, right. It's easy. All right, there you go.

1:11:48

If you  haven't heard Naval's advice on this, just don't worry about finishing a book. Don't  feel bad.

1:11:50

It still council's reading it basically.

1:11:55

Next question, do you have a favorite recent  movie or TV show you've really enjoyed?

1:11:59

I got to admit Apple TV's got some  bangers and they don't talk about it.

1:12:04

I don't know why they don't market these  things better, but I'm behind on these, second season, but Shrinking or Bad Sisters,  Slow Horses was great, Severance, I'm waiting- It's come up a bunch. Yeah. Yeah.

1:12:17

Slow Horses has been coming up a bunch.

1:12:17

Sorry, you said something else after that.

1:12:20

Oh, I think Severance is  coming up in its new season. Severance.

1:12:23

Yeah, there's some good ones on Apple TV. Also Presumed Innocent. Have you seen that? Oh, I haven't. So good. Apple TV. Watch it. It's only six  episodes.

1:12:28

It'll pull you in immediately. Can't wait. Yeah, it's a good one. Okay,  next question.

1:12:35

Do you have some favorite product or a favorite product you  recently discovered that you really like?

1:12:42

I don't think it's a recent  discovery, but I still love the Waymo experience. As a product....

1:12:45

You've experienced these rides, right?

1:12:49

Yeah, it's mind-blowing and  it's mind-blowing how quickly it becomes just like you forget  that you're in a self-driving car. Yes.

1:12:54

I actually asked one of the product leads  of Waymo this at a happy hour and I was like, "Is it kind of like when you kind of remember this  old elevator, there's always an elevator guy still there, even when it was all automated and you were  just pressing buttons, but you wanted somebody there to make it feel like I'm not in death cage?"

1:13:09

And I was like, "Do you still need a fake driver to just make you feel comfortable?"

1:13:14

And he was  like, "You'll feel comfortable in less than five minutes." He was right.

1:13:18

I felt comfortable  in 30 seconds. It's wild. I love Waymo. Yeah. Me too.

1:13:24

I love seeing many  Waymos in a row on the road in the Bay Area because it's like it's  coming.

1:13:27

The future is coming so fast. So true.

1:13:32

And I started seeing it in LA  now too. It's going to be fun. Yeah. [inaudible 01:13:37]. I can't wait for  them.

1:13:36

I live north of San Francisco and so I can't wait for them to be able to get  on the freeway and cross the bridge. Oh, man. Yeah, I love Waymo.

1:13:42

It's so amazing and  it's just...

1:13:42

It's like you hear about it, but then you actually experience  it, it's a whole other level. It's great. Two more questions.

1:13:50

Do you have a  favorite life motto that you often repeat to yourself, share with folks, find useful?

1:13:56

I write a lot of quotes down and  I think there's...

1:13:56

I don't know, I just really like reminding myself of some  of these kind of quotes. So I use a bunch.

1:14:07

I think I use a Bruce Lee quote pretty  often, or I used one Jesuit's line in one of my job reqs.

1:14:12

And there's certain ones  that I do repeat, but I actually found this and I forgot about it, but I really love  it and so I'm going to read this one out. Please.

1:14:25

This is from Adam Robinson I think, and he  wrote, "My three guiding rules of life.

1:14:25

First, whenever possible, connect with others.

1:14:33

Second,  with enthusiasm, strive always to create fun and delight for others.

1:14:39

And third, lean into  each moment and every encounter expecting magic or miracles." Isn't that great?

1:14:46

So I think that's going to be my life, or at least something that I remind myself  about as much as I can moving forward.

1:14:56

I love that it includes both creating  moments of happiness and joy for yourself, but also for other people.

1:15:01

It's a nice  balance of this too.

1:15:01

It makes me think about Cyan Banister was just on the Tim Ferriss  podcast.

1:15:04

I don't know if you heard that one. No.

1:15:08

And there's a lot of this and that. Worth listening to. She's fascinating. That's great. Awesome. Thanks for sharing that. Final  question.

1:15:13

You're a very active angel investor.

1:15:17

I know that it's hard to pick your  favorites, pick your favorite baby, but do you have a favorite angel investment, one that you're  most proud of or most just [inaudible 01:15:26]? That one's really tough.

1:15:28

What's one that like, "Oh, that was a good one." ? I think. Okay.

1:15:31

What I'll say is, yeah, I  really don't want to pick a favorite there.

1:15:37

"Rohini, why didn't you mention us?"

1:15:39

Yeah, I'm going to get founder texts.

1:15:39

But I  will say I tend to gravitate towards people that are producty minded.

1:15:44

And when I hear some  of the work that they're doing or their pitch, even if they're not PMs, I tend to gravitate  towards those and I really love their approach to how they think about the problems. And so you  know what?

1:15:53

Maybe I will call out one because they just got acquired.

1:16:01

Bobby Matson, he was the  CEO and co-founder or founder of Payitoff of student loans and working on making student loan  repayment easier for people, finding them ways in which maybe they didn't have to repay...

1:16:16

Doing a lot of this again, unsexy work.

1:16:16

in which maybe they didn't have to repay... Doing a lot of this again, unsexy work. And when we talked the first time, he was telling me  that he had a new kid, he was still up at 3:00 AM reading regulations and what's happening  with the student loan process and the federal

1:16:32

government, and I was like, somebody that cares  that deeply, that really strives to try to make someone else's life better because they're  just finding what actually needs to happen, what doesn't need to happen, and it deals with  real money that these folks are coming out with, a real debt they're having to deal with,  there was an emotional tug. And I love

1:16:47

And I love when founders have the drive, that passion, and  the detail orientedness of finding a solution.

1:17:01

For folks that want to raise money  and maybe have Rohini as an investor, here's your lesson of what she looks for.

1:17:04

[inaudible 01:17:07] share that. Two final questions.

1:17:09

Where can folks find you online if  they want to learn more?

1:17:09

I know Mercury is hiring, so share anything you want to share there.

1:17:15

And  also, just how can listeners be useful to you?

1:17:20

I'm on X, AKA Twitter, @rohinip.

1:17:20

Would love to  connect with folks there.

1:17:20

I'm also on LinkedIn, not really on anything else.

1:17:27

So hopefully you  find me in one of those.

1:17:27

And we are hiring, mercury.

1:17:33

com/jobs if folks are interested or if  you know great people that we should be talking to.

1:17:39

I think other than that, listeners can be  really helpful to us in continuing to send us product feedback. Please keep it coming.

1:17:45

We  really do love it and we have a lot of Slack channels just focused on those pieces of like,  "Oh, I've heard from this founder."

1:17:50

Or I'll get a text and I will post in our Slack, internal Slack.

1:17:54

And so whether you're a business banking account holder, personal banking account holder,  we just want to hear what's going well, what's not, what we can do to improve your  lives.

1:18:02

One thing on the personal banking, we're going to be giving away...

1:18:07

So if anybody  hasn't tried Mercury Personal Banking, we want to give folks that are listening to this podcast the  opportunity to skip our wait list.

1:18:12

And so we'll send you the link, Lenny, and hopefully can add it  to the show notes.

1:18:18

But we're giving a small subset of skip the wait list opportunities for folks that  are interested in trying out a new personal bank. How cool is that?

1:18:29

I'm going to use this link. [inaudible 01:18:32].

1:18:31

Did you  say how many you're giving away?

1:18:34

Well, I think we'll have 25 available. 25. Okay.

1:18:36

There's going to be 24 now. You'll get one. Don't worry, Lenny. Okay, okay. It'll be 25 again. Okay.

1:18:42

And  if you're listening to this way beyond, it may be all out at this point, but if you're  listening to this recently, it'll be available. Yes. Awesome.

1:18:50

We're definitely going  to include that in the show notes. Thank you.

1:18:53

Rohini, thank you so much- Thank you. ... for joining me. This was great. So great. Bye, everyone.

1:18:57

Thank you so much for listening.

1:19:01

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1:19:05

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1:19:10

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1:19:15

See you in the next episode.