In short
Podcast Episode Summary: HubSpot CEO on the Future of SaaS, AI, & Leading Through Change
Overview In this episode of the Grit podcast, host Joubin Mirzadegan interviews Yamini Rangan, CEO of HubSpot, a leading CRM platform with a market cap of $30 billion. The conversation covers Yamini's journey from modest beginnings in South India to her leadership role at HubSpot, focusing on themes of resilience, product-led growth, customer-centricity, and the evolving landscape of technology.
Key Themes and Concepts
- Background and Journey
- Early Life:
- Yamini grew up in a 350-square-foot home in South India, emphasizing a middle-class upbringing focused on education and independence.
- Her mother instilled a strong belief in achievement and capability in her daughters, particularly regarding women's roles in society.
- Transition to Leadership
- Career Path:
- Joined HubSpot as Chief Customer Officer in January 2020.
- Became CEO in March 2021 after Brian Halligan's snowmobiling accident.
- Yamini's rise was met with surprise and joy as it was unexpected based on her past.
- Challenges in Leadership
- Navigating Change:
- Emphasizes the challenge of managing a wide array of stakeholders: customers, employees, partners, and shareholders.
- Discusses the loneliness often felt by CEOs due to the inability to share vulnerabilities or uncertainties with their teams.
- Business Strategy and Growth
- Product-Led Growth:
- Focus on enhancing go-to-market alignment to drive product adoption.
- Acknowledge the necessity of leveraging AI technology to stay competitive in the SaaS space.
- Advocates for customer-centricity, stating that understanding customer needs and providing value is crucial for long-term success.
- Data as the New Battleground
- Importance of Data:
- Believes that data management and utilization are critical to technological advancement and customer loyalty.
- Considers organized data as a significant advantage in enhancing customer interactions.
- Reflections on AI and Technology
- Technological Transformation:
- Views AI as a transformative technology that will change the nature of work and how products are built and marketed.
- Discusses the need for companies to adapt swiftly or risk obsolescence, drawing parallels to past failures like Blockbuster and BlackBerry.
- Personal Reflections
- Balance and Well-Being:
- Discusses the difficulty of slowing down and the drive to maintain productivity.
- Emphasizes the importance of taking breaks and managing work-life balance to avoid burnout.
- Grit and Resilience
- Definition of Grit:
- For Yamini, grit means making intentional choices and having the resilience to follow through despite challenges.
- Shares insights on how personal experiences of feeling "behind" have fueled her determination to succeed.
Key Takeaways
- The journey to leadership is often unexpected and shaped by personal history and societal influences.
- The role of a CEO involves balancing various stakeholders while being held accountable for company performance.
- Emphasizing a culture of customer-centricity and adaptability is key to thriving in a rapidly changing tech landscape.
- AI is not just a trend; it represents a fundamental shift in how businesses operate and serve customers.
- Personal growth often comes from embracing discomfort and challenges, leading to greater resilience and grit.
Conclusion The episode provides a profound insight into the complexities of leadership in a high-growth technology company, emphasizing the importance of resilience, continuous learning, and customer focus. Yamini Rangan’s journey reflects the dynamic challenges and opportunities faced by leaders in today’s ever-evolving landscape.
Links
- [Connect with Yamini](https://x.com/yaminirangan)
- [Connect with Joubin](https://twitter.com/Joubinmir)
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This summary captures the essence of the discussion while highlighting the insights offered by Yamini Rangan regarding leadership, technology, and personal growth.
Written by AI. May contain mistakes. Listen to the episode to check what was said.
Transcript
Automatic transcript. May contain errors.0:00Forget all the hype and forget all the cool technology. can we take a neat feature of AI and make it a necessary feature in AI? If we can prove to ourselves with customer usage and repeat value that we deliver, then there's something in the cycle. If you're one of these traditional SaaS companies and you're not leveraging this technology, like you're probably going to die. We looked at Blockbuster. We looked at BlackBerry. And there is no hesitation in kind of looking at what is happening within the tech industry to say, this is big. Every year I've been as a CEO, I've had to like reinvent what I'm doing and my mental constructs and every year there's something completely different that we are like trying to drive at HubSpot.
0:44It's the most challenging job I have ever done and you got to give it your 200%. Welcome to Grit. I'm Jubin, partner at Kleiner Perkins, a show where we go beyond the highlight reel and explore the personal and professional challenges of building history making companies. Today's guest is Yamini, CEO of HubSpot, one of the few public tech companies pulling off over two and a half billion dollars of revenue and growing over 20%. Yamini joined HubSpot as the chief customer officer in 2020, and their CEO, Brian Halligan, in 2021 had a tragic snowmobiling accident that thrust Yamini into the CEO position, first in an interim role, and then full-time six months after.
1:37Enjoy the episode. I was just thinking when I was making my coffee, I'm kind of on a hot streak with former salespeople. There you go. That have gone into the upper echelons of the professional world. You started in sales. Okay, but I would put, I mean like, yes, you're my kin, but like you guys, you know, you Chambers, Carl, like you all are doing some pretty special things. Carl is like one of my absolute favorites. So I was at Dropbox when Carl was at Sequoia and he was an advisor. And I think I took most of his time. I'd be like, how many times a week can I talk to you? And he was like, well, I don't know.
2:14So I learned so much from him there. Yeah, it's good. I appreciate you doing this. Of course. Yeah, like really, I'm just really excited. Thank you, Juven. Where are you from? Where's your name from? I'm originally from India. Okay. South India. Yeah. And the name is like, I don't, I think it's half Sanskrit, half Tamil. Okay. You know, I'm from Tamil Nadu, so I don't even know where it's from. Have you ever met somebody else with your name? No, I have not. I've never met another Jubin, if that makes you feel better. See, this is actually good. When you were a kid, did you get frustrated? Like, you know, when they have the magnets at the gas stations where it's like Ben and Bob and Jill and Jack.
2:50Totally. And I was always like, where's Jubin? Yes. I was like, even close, you know, I was like, oh, man. I mean, and India has like a billion plus people. And I still haven't met another Yamini face to face. I've now like heard of other folks, but I've not met. And I'm like, OK, that's strange that in a country of one point X billion that I haven't met another one. So I don't know. My parents went the strange route. Do you ever go back to India? Yeah. Yeah. Yeah. Maybe once every couple of years. I now have teen boys and the only way to get them to understand where we came from and have a sense of grounding in the world is to take them back and make them experience what I experience.
3:32It's always tough because they can't relate. They've only seen everything here. And then I'm like, you know what? You've got it good. They don't get what that is until I take them there. And then we go visit where we are from. My husband's also from India. So we go there and we spend time there. How old are the boys? My first one is 18, going to college. And then the second one is 16 in sophomore high school. And feel free to answer this however you want. Did you grow up with money in India? Not at all. Not at all. So, you know, our home that we spent most of our child, my childhood in was about 350 square foot.
4:15It was a mansion. It was a mansion. And, you know, Jubin, it felt like a mansion. Like, you know, now I can go backwards and look at that and say, oh, that was pretty modest. and we were squarely middle class, you know, and my dad had a small business and he was like running it, you know, month to month, year to year. My mom was a stay-at-home mom. So they did everything possible for us and we had no desires beyond what we got, but it was a small house. It was a small house and my sister and I were like two years apart and we would spend a lot of time like figuring out who gets the one desk in the house.
4:58And we would have to like do things special to have the desk. The other one was sitting at the dining table and we would have to be like running around. So yeah, it was like - Do, is it weird for you? Is this the real thing, by the way? Oh, I just, I just roll. Like you stole. I just, I just roll. I just roll. I just roll. I was like, okay. Like this whole thing is just a conversation wherever the wind blows us. Did you on, with your kids. Yeah. So like how big is HubSpot today? The company? 9 ,000 people, 3 billion-ish. 3 billion-ish market cap of? Who knows today? I have it in my notes. Today, well, today might not be a good day to check.
5:35Today is not a good day to check. It's like, go ahead. 30 billion. 30 billion. And like the CEO of like a very serious company, your comp is like online. Like everybody, like they can look it up. Your boys can look up like how much you make. Like it's all there, right? And they do. And they do. yeah do you like make a lot of money it turns out of course you're like running a big company and you know like is it weird like is that like do you like when you come from so little yeah do you have this weird um I don't know like experience with like now that you obviously are not where you were when you grew up and your kids couldn't be further from where you were as a kid Like, I don't know.
6:19Like, is that weird? Do you worry about it? So what I worry about the most for my kids is that, so I grew up in this super small town, in a super small house with not a lot. And that honestly was the fire in my belly. and uh the way i grew up my my mom always thought that both uh of us i have an elder sister who's two years you know older and she thought that both of us had to get great education we had to be economically independent we had to like do great things in our life and she always talked about that when we were growing up and dinner tables would be you know uh the first lawyer in india the first woman lawyer in India to win a big case.
7:05You know, the first, you know, engineer to do something really cool. This doctor who would do something amazing. A mountaineer who did this, a pilot who did this. She would like - It was achievement oriented. Yeah. It was always like, look what women can do. And you, you know, I know you're growing up here, but nothing should stop you. So it was this very inspired, you know, childhood that I had. Now, it became pretty difficult because when I got to college, I was like, nobody was willing to take, you know, an engineer growing up. And at that point in time, there was just a lot of like, why are you here?
7:41You should be doing some arts and science and you should be doing something else, you know. And so there was a dissonance between how my mom had raised us and what the conventional choices for women growing up in the 70s, 80s looked like. So it was very, very different. But having said all of that, it was always achievement oriented, never, you know, never monetarily like the most important thing. And for me, I never grew up thinking I always grew up thinking I had everything I wanted, even in my, you know, beautifully large, you know, 350 square foot apartment. So it was never about, oh, I need to make more money or I'm doing this for money.
8:22And it's a really odd thing because, you know, I was telling you that I take my kids to India and, you know, in the place that I grew up, we have, you know, an orphanage that we sponsor. And there are about like 100 kids and, you know, we help them get an education and I make them go and spend days there because, you know, it actually gives them a sense of look, you know, where you are and what your responsibility is in society. is not just for you to make money and live in the barrier. It is to figure out how you can actually have a broader impact for people that don't have it. And so I think it is odd.
9:01And they do Google me. And we have the conversation. And the conversation I have with my boys is, if you like this, work hard to get it. Because none of this is coming to you. You tell them that. Yeah, absolutely. Because I want the fire in the belly. They're like, mom, you made 25 million last year. Like, how about like a car? No. I mean, I've said that we will give them a good education. Yeah. And they're very clear that if they like the lifestyle that they have right now, they're going to have to earn the lifestyle that they have right now. And it's really important for me because, you know, there has to be some fire in the belly.
9:46There has to be a reason for you to do what you want to do. And it has to come from within. It cannot just be given to you. And so, yeah, it's really important for me and my husband to raise our kids with a desire to have an impact in life, not just expect, you know, a lifestyle that they now enjoy. Do you think you can impose constraints like that? Maybe like your constraints were not imposed. Yes. That's just how your world was. That's right, Jubin. Whereas your kids' constraints are basically like you creating these constraints. Yes. But like at the end of the day, they still probably live in a nice house that they grew up in with you, yada, yada, yada.
10:28Yeah. Right? Yeah. I don't know. Yes. Does that work? Does creating somewhat of false constraints actually like is what keeps you up that maybe or maybe not that creates the fire in their belly? Yeah. I don't know the answer. look, my kids are teens, you know, and I'm, you know, we'll have this conversation maybe like five years, 10 years, and then I'll see if they really were able to, you know, accomplish something or put themselves in the path to accomplish something. I'll tell you what, I used to worry a lot about this when they were young, because we would travel on vacations and we'd go to like, you know, nice restaurants.
11:10I'm like, where are they going to get it from? But I'll tell you, I work, you know, a lot and I enjoy working a lot. My husband works a lot. We've both been very career focused and we both worked a lot. And surprisingly, I've just seen that that has a huge impact in terms of the kind of work ethic and values that your kids get. And so my 18 year old, he's a senior right now going off to college. I'll tell you the last two years he's worked harder than me. And I was proud of that. And I saw him like grind it out a lot more than me. And I was like, okay, maybe some of this is rubbing off. There's a little bit of like osmosis and seeing how, you know, the value system is.
11:56And so you can teach values or you can live values. And I think we've tried to like live values and we're hoping that it kind of like rubs off on them and they just take it forward in their life. And so it's a lot of conversations and it's a lot of like living what you want your kids to kind of take when they're adults and they're not in the house. When you say like you work a lot, can I put a finer point on what that means? Yeah, sure, let's do it. I like defining what working a lot means. Yes. Because I think everybody has different images of what hard work looks like in their minds. Yeah. What does hard work look like?
12:33Like, let's just take last weekend. Yeah. Were you working? Oh, every weekend. There's not been a weekend that I've not worked in maybe 15 years. And how do you construct your work on a weekend? Yeah, this is a great question. So, I mean, look, I think I can't claim that I work really hard. I have a schedule that works for me. So, you know, one of the things I found, especially post-COVID or during the pandemic, is that there was no constraint, right? Like, I mean, your, you know, your office was like two minutes away from the kitchen. And so you're working all the time. And so what I've come to is that during the work week, you know, I start probably around 6, 630.
13:22And my first call is at seven. And then it's like a full day, you know, lots of calls like everybody else. And then, you know, I'll have dinner with the kids and then I'll work till 11. And that's my schedule. So, you know, any days like maybe 12, 14, 15 hours. And then what I try to do is Friday night when I'm done, whenever I'm done, it might be eight, nine, 10, whatever time I'm done on Friday. I don't touch my computer and I don't think about work till Sunday morning. And I've constrained myself on that to say I need a break. It's almost like peak performance requires like peak rest. And, you know, you do need to take breaks.
13:59Saturday is your free day. Friday night, let's call it 7 p.m. and on dinner and on. Yes. And then all day Saturday. All day. What about if emails are hitting your phone? I've I've said to people that I will not respond on Saturday. So everybody in the company knows all nine thousand people that you're not touching. No one's like sending me from a company. No one is. You know, I might get like some board members or you're not responding to them. I'm not responding to them. I don't respond on Saturdays. And then Sunday morning, it's a full workday for me. And it's my workday. It's like this is the time I read.
14:30This is the time I do deep thinking. This is the time I write. And it's a full day. And I don't send out emails. My team knows that. Most of the time, almost always, I will schedule it for Monday morning. And so they're probably like waiting for this 5 a.m. Monday morning emails, you know, string of emails from me. But I work on Sundays and I think on Sundays and I do everything And then I send it out. And then, you know, that's my day. I enjoy my Sundays. I was just having this conversation with my girlfriend because every Sunday is also my workday. Like it's a full workday. Yeah, great. And she knows the routine.
15:07Like I wake up, I have a coffee, I start working at the kitchen table, I go to the gym, I get a haircut, whatever hair I have left, I shave it off. And then I go back to work. And she was asking me like, why? And I think the obvious answer is like, well, there's a lot of work. But I think the more unobvious answer that I was talking to her about was like, I don't even know what Sunday scaries are anymore because I feel like I have so much control over the coming week that like, what am I scared of? Like, I feel like I'm like capturing control in that Sunday. I mean, I enjoy Sundays. I'm not scared of Sundays.
15:42I enjoy it because it's my time. I get to decide what I'm learning, what I'm doing, what I'm thinking, what I'm writing. It is completely my schedule. I have nothing else to disturb me except my own thoughts. And so I enjoy Sundays. And by the way, like this is such an exciting industry. Like tech industry has always been exciting. But right now it is so exciting. There's so much to learn. I know last weekend I had lovable up and I was like trying to create an app and I did. Now, you know, I used to code way back. And then I went to do, you know, go to market and sales. And so I've literally not coded in 20 years.
16:21And I was there, you know, unlovable, creating an app and feeling so powerful and vibing with it. So yeah, it was, and it's fun. Like that's my play day. You know, it's like so fun. I'm glad that you think so too. Yeah. Oh, I love it. I love it. Can I jump right into a moment in time that I find fascinating, which is when you started HubSpot, which was how long ago? Five years and three months. Five years and three months. Not that anyone's counting. No, we're not counting. 63 months ago. You started, what was the job when you started? I joined as the chief customer officer and that is running marketing, sales, customer success and operations.
17:06Okay. So go to market functions. All go to market functions. And then what year was that? January, 2020. January, 2020. So like the first cases of COVID were just happening here, basically? No, not even. Not even. It was about to happen. It was like, in hindsight, it probably was happening somewhere in the world, but not to anybody's knowledge. And then COVID happens. Yes. And of all the businesses in software and technology, HubSpot was right up there with the best of them of like your stock went crazy. Like it got pulled forward like crazy. Yeah. Right? Yes. Like it was nuts. It was nuts. Like your market cap like doubled, didn't it?
17:46Yes. Our revenue more than doubled, right? Like we were growing from net new ARR. So, okay, this is the, we were about, you know, an$850 million company at the end of 2019. And January, 2020, I joined and Brian Halligan, our co-founder and at that time CEO, he was like, ease yourself in for 90 days. I want you to do nothing. I want you to go and like talk to people, talk to customers, talk to partners, talk to employees and kind of like form your own opinion. And then you remember March, you know, March was when borders started shutting down and people were asked to go back and into, into their homes.
18:31And in one week we saw churn grow like 200%, Right. Like we had like the massive churn in the first couple of weeks of the month. And we were like, OK, we've got to do something. And Brian was like, forget what I told you. I need a plan in five days and we're going to go to the board and we're going to present what the plan is in five days. And we started like, you know, hustling. We had daily meetings multiple times with the go to market leadership team. And we were like, OK, what are we going to do? And so we came up with a plan. And Jubin, the plan was this. The plan that we presented to the board five days of brainstorming later was we're going to cut the price of our starter tier by more than 75%.
19:18We're going to take a lot of paid features and move it to our free features. And we're going to create a pool of nearly$20 million as a customer relief fund. And now looking back, you know, the board looked at us and said, what is that plan? And we said, look, customers are churning. They're all going, you know, to go bust unless they figure out how to do digital marketing. Because these are all small businesses. These are small businesses. That were getting locked down. Completely. Yeah. And if they don't get to figure out how to market, you know, digitally, and if they don't get to figure out how they drive sales digitally, they will go out of business.
20:00And so this is a moment in time where loyalty of our customer base is really important. And I still remember the board asking me,$20 million in relief fund, how long do you think it's going to take for you to recover that relief fund? And I looked at them and I was like, I don't know. I don't know. It might take six months. It might take nine months. It might be never. And I say it out of deep conviction, not because I'm being crazy here, but I'm saying it out of deep conviction that if we can do the right thing for the customer and in this moment of sheer panic, we can help them, then we earn the right to serve them and we can grow.
20:41And you're absolutely right. So June came along and then, you know, everybody wanted to figure out how to drive digital marketing, how to drive digital sales. And that year in 2020, we grew the fastest. In 2021, our growth rate internally with the net new ARR was something like 85%. On like a billion dollar base. On a billion dollar base. That's insane. Yeah. But, you know, it was it was, as you said, you know, there was a lot of pull through. Now, looking back, we can say, OK, there was a lot of pull through and, you know, people bought a lot. And then, you know, obviously we needed to, like, keep that growth up.
21:20And obviously we needed to make sure that we were serving. But, you know, growth at that scale can be a challenge. We're not ready. We were not ready in terms of our infrastructure. We were not ready in terms of who we hired, how we onboarded them, how we made them successful. It was like, girl, because this is what customers need. Yeah. Crazy times, right? And I mean, that is absolutely insane because you whiplashed first towards contracting. Yeah. Right. Like for a few months of like a hard contraction, the bottom was falling out with churn. Then you basically go on a year and a half run of demand in the next five to 10 years is getting pulled forward to like this present 18 months.
22:01Then in order to meet that demand, you and basically every other tech company was like, well, I think this is how the future is going to be forever. Like people are going to be digital, people are going to be remote. We're just pulling the inevitable forward and this is our new normal, right? That was kind of like the ethos of the time. I think that was the ethos. Although you kind of knew that it was not sustainable, like the kind of growth that, And, you know, and we were seeing some portion of that, but like Zoom, you know, like what was happening with Zoom was like even crazier. We would look at, you know, our whatever 80s percent growth rate and they were growing like 350.
22:37And we were like, oh, my God, you know, that is crazy. And we know that was not sustainable, but that was the absolute ethos. It is we have to grow. We have to serve. We have to make sure that we we can keep up with the demand at that time. But I guess like that's the thing where I hear a lot of founders and CEOs now say, oh, I kind of grew irresponsibly through that period. But my question is, if you're growing at 85 percent on a billion dollar base and you have all of this demand, how do you you have to hire people and you have to hire people really quickly and you have to do it remote. So you're going to lower the bar because like there's no other choice.
23:14Like, I don't know how what gives there. No, look, I think, you know, you can always look back at events and have a level of clairvoyance that you didn't have at that point. So I don't believe in, you know, saying, oh, we grew irresponsibly. We had demand and our job was to make sure that we were helping our customers through a very important digital transformation. And we did it. Now, I would say that there were parts of our infrastructure in terms of the data, in terms of the systems, in terms of processes. We were totally not ready for that type of growth. And I also think that who we hired, you know, again, the ethos of that time was that the Metas and the Googles were like giving out these big comp packages and they were like hiring and we were like, OK, we got to compete and we have to continue to hire.
24:02I think it was not irresponsible. It was how we met that moment in time and how we were trying to do it. And now we've learned a lot. I think we've had to put the foundations back again. And we learned that, you know, some of the folks during that time were really good at order taking. But then when, you know, the tides turned and we had to get them to fish, you know, they didn't have the skill set. We didn't hire them for that skill set. And so we had to like retrain them or actually let go of them and hire a whole new set of folks. And it was it's all been hard. It's all been hard. Like, you know.
24:41Yeah. I'm just thinking about this now for the first time. But like the general ethos now. Yeah. And whatever it is, March of twenty five is everyone's building out some version of a tuned frontier model that they're taking off the shelf from Anthropic or OpenAI. Correct. They're hiring a bunch of expensive AI engineers that everybody is continuing to compete for. Yes. Right. Like everyone is throwing a bunch of compute at a problem. Yes. Okay. Everyone says that we don't have enough data. Our data is not in order. Right. Like, like all of these things, like, I don't know, like, I'm just hearing you say these things and I'm like, Oh, this is the current thing.
25:21Like, this is just a different name to the current thing. Yeah. Maybe not. Yeah. Yeah. I think, I think you are right. You know, it's a, it seems different, you know, for, um, the better part of the last decade, everybody was like, what's the next thing? What's the next thing? Maybe it's Web 3. Maybe it's, you know, something else. And, you know, we were all kind of like looking for what is the next thing after SaaS. And I do think that minus the hype, minus all the hot takes about AI, it is a truly transformative technology, not because of how cool it is, but because I think it fundamentally reshapes the kind of work that we can now do, right?
26:02And look, you were in sales. You know, when I started at Siebel, that was the original CRM company in sales, you know, the first thing was like, here's the target account selling methodology and then you have a CRM system. That is your Rolodex. And so when you meet someone, you meet like five people during the day, you go in there and you enter your contacts of who you met. And then you're putting in notes of what conversations you had with them. And then you are trying to send an email to all of them to like make sure that you're developing those relationships. That was the CRM. The CRM was for a seller to do tasks in order for them to drive a level of productivity.
26:42And that's what we grew up in. Now you look at like AI. You know, what you can do today is you can listen to this conversation. You can know. AI can listen to this conversation, say Yamini is talking to Jubin. Jubin is not in her contact base. And this is the conversation that they had. And this is the follow-up they should have. And when I go back, it can say, do you want me to add Jubin to your contacts? Yes. Do you agree that this is the summary of your conversation? Yes. Do you want to send this follow-up? Like, yes. Okay. It's done all of that. And that's now possible. And that is what is exciting.
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27:19The jobs that we all did as a marketeer, as a salesperson, as a support person is now completely getting rewritten and we can do more. And that is what is so exciting about this. While there are some parallels in terms of the ethos of like how crazy people are growing and all the conversations that are happening, this is fundamentally exciting because you can do better things with your time and you can reimagine amount of work that can be done. And it is no longer about software helping you do tasks. it is about software doing tasks to help you that then maximizes the results and the outcomes that you can achieve in the time that you spend.
28:03I totally agree. I mean, when I was starting out in my career, like I was probably making a hundred cold calls a day and writing literally four to 500 emails a day and copy and pasting them. And we're investors in a company called Nooks. It's just going to do it all. It just does it all. It literally just does all of that work. I didn't need to be doing that work. What a waste of time. I still needed a job. There was a job for me to be done there, but it was not that job. And think about this. The job to be done for you as that sales rep, and this is how I started my career as well, is to close deals and is to win business, right?
28:42Is to be in front of customers, is to understand your customer's pain point and to win them as a customer. That was the job to be done. In order to do that job, you researched companies, you called, cold called, you wrote a bunch of emails, you followed everything up. And then you did all of that to get a sliver of time in front of the customer. And that was like the paradigm then. And look, I've been in sales and go to market for a very long time. You know, the really incredible statistic for 20 years, I've been tracking this, which is what's the time a salesperson spends in front of a customer?
29:21And this has not moved. It's like 25%. And if you got your act together and you have great operations, you have amazing data, you have great systems, it's 27%. So you literally have like a 2 % improvement if you get everything right in terms of the time in front of customer. And everything else is the prep that you're talking about. It's the research. And then, you know, when I first moved on to operations, I would like literally beg the sales team to be like, can you please complete your notes in the system? Because the next person, the next person needs a better handoff. So that is changing.
29:57And it's so cool. It's so exciting to see what, you know, companies are doing. You know, HubSpot is completely there. And that's what we're trying to imagine for our customers. Like, I agree. I think this is a real thing. Yeah. Okay. Yeah. But like at the time of crypto or at the time of COVID, everybody also thought it was a very real thing. Yeah. And in the, you know, the days of everyone being remote and it's going to last forever. and this digital demand is going to sustain for decades to come. The problem is, which is similar to now, whether it's true or false, if you're wrong, if it's true and you're wrong and you didn't make the right investments at that point, you're screwed.
30:45Meaning like if you're growing 100 % at a billion dollar base and you're just like, oh no, this isn't going to last. And you're like, and it does last. You just left like hundreds of millions of dollars on the table. Exactly. Right. Or like even these big tech companies now like Meta and Google and Microsoft, the investments that they're making in infrastructure are insane. Like insane. It's insane. Like we've never seen dollars spent like this. Exactly. But like, what are they going to do? Like, what if they're wrong? What if like, what if this is maybe not even enough investment? Yeah. And Microsoft decided not to do it.
31:25And Meta and Amazon did. Like they missed the whole thing. Absolutely. Absolutely. And so - This is why it's hard. This is so hard. So I think like, you know, one of the things I feel is there's a lot of hot takes and hype and all of these. And every cycle, whether it turns out to be real or not, has like hot takes and every day, like some crypto this and Web3 that, and now AI this, right? It really comes down to customer value. And you got to go back to, it doesn't matter what all this technology talk does. You got to go back to who's your customer? What is their job to be done? And can you improve that and add value?
32:10That's how we look at it. We have like a North Star, which is all for the customer, SFTC. We talk about this all the time. And then it comes back to great, all the hype and forget all the cool technology. Can we take a neat feature of AI and make it a necessary feature in AI? If we can prove to ourselves with customer usage and repeat value that we deliver, then there's something in the cycle. If it's not, if it's the cool thing that you do today and then next week it's like churned and everybody is left, then there is no value. So I think you've got to like ground yourself in customer value and truth.
32:50And if you do that, then you can sift through it. But, you know, at the beginning of the cycle, you just have to like, you know, use some kind of pattern recognition to say, is this going to work or not and make a bet. And you cannot be wrong. And, you know, that's that's what happens. Like I would say that, you know, SAP, I used to work at SAP. And, you know, back in those days, there was a lot of question of, is cloud real? You know, will on-premise ever go away and is cloud real? And would, you know, CIOs ever trust data that's not in their data center and is in some kind of public cloud? And these were real debates there.
33:27Now it's not the same thing. I think all of us, you know, who've been established for a while, or if it's a startup, we know and see the value of AI. And we're kind of like really focused on what is that value for customers. If Siebel had had deep belief in conviction that SaaS was actually going to be the thing that ultimately upended their business and enabled Salesforce to become a big company, they probably would have done that. Yes. They just didn't. That's right. And then they got cannibalized. That's right. And I think that's about to happen all over again to many of these SaaS companies.
33:59Yeah. And that's the thing, right? Like if you're one of these traditional SaaS companies, traditional as in like you were born in the last 20 years. Yes. And you're not leveraging this technology. Yeah. Like you're probably going to die. You're probably actually probably going to get completely upended. I have like two thoughts here. First of all, everybody, every one of us running tech companies now, we've got the memo. We read Innovator's Dilemma. We looked at Blockbuster. We looked at BlackBerry. We lived through Seaball. We lived through all of this. We've got the memo, right? And there is no hesitation in kind of looking at what is happening within the tech industry to say, this is big.
34:41We're going, right? I mean, I think you're absolutely right. The second thing is that I think about this like disruption conversation slightly differently, where, you know, if you think about the way to define disruption is that you have a certain market. There is a new startup that comes into that market and they eat your, you know, TAM and they reset your ability to grow. That is the disruption. I think what is happening right now is that there is a software market, but that market actually now got 10x bigger because it's now software and work market. What you talked about paralegal is work.
35:20Typically, software never did that. And it might have provided some help, but it didn't actually translate work. So the overall addressable market went from software to software plus labor, which is 10 times bigger. which means your job is not, you know, sitting there thinking about disruption and is my market going to get smaller? Your job is to kind of define what you are going to do to get a bigger percentage of this 10x market. That's right. That is different. And I think like that's why the incumbents or the ones that have been around, they're moving faster and they are redefining kind of like what this looks like within the market.
36:00And it's exciting. I agree. And I think like taking that even a step further, like think about, let's just say the customer support use case. Yes. Okay. Yes. You are 100 % not going to need as many customer support people. Yes. That's the truth. Truth. You are going to replace or not hire future customer support people that you otherwise would. True. Those are whatever salary they are. You're just getting rid of those salaries or reallocating what you would be otherwise hiring in those salaries towards something else. Reallocating it. A 20 to 50 % clip or more. That's like very different than charging a license or a seat-based fee for some service that you're offering.
36:43It's very different. Absolutely. The incumbent question is one that I'm really fascinated by though, because we don't want to go up against... Ideally, it is a non-tech savvy incumbent that we are cannibalizing. not necessarily HubSpot, okay? Thank you for saying that. So like, I'll give you an example that comes to mind right now. There's a company called Axon. You've probably never heard of it, okay? They're a$60 billion public company, okay? And they do tasers. They have a 99 % market share of all tasers in the country. Interesting. They sell the police stations, whatever, okay? Interesting.
37:28Product number two was body cams for police officers. OK, yeah. I think on Amazon or Microsoft's public cloud, they are their footprint is larger than Netflix and Snapchat combined or something with how much data they're sending to the public cloud to give you a sense of their scale. OK, what they're doing is they have built a co-pilot for police officers because after a police officer does a traffic stop. OK, they then have to go back to the office and transcribe all the things that happen. Right. Right. Now they can just dictate it as it's happening. Yes. And it automatically transcribes that in a way that's saving them literally hours a day.
38:10Yes. That's like half their job. That's right. Like, do we think we should make a bet in the police in the police copilot? Probably not in that respect, because they have all the data. Yeah. They have all the data. Yeah. So like, That part gives me pause, right? Now, for like doctors, I think there's a pretty obvious use case there. You know what I mean? Absolutely. So there's maybe like a difference here, you know? Yes. Maybe one point and then I want to hear what you think. First of all, I love that you're thinking because this is the, you know, have a thesis of where, you know, AI can add the most value and then build a hypothesis and then like invest.
38:56And I think that's fantastic. Yeah, I think like,
39:03the weird thing is that the current state of the market is that we are paying rent for somebody else to use our data. Like if you're like, this is the thing that I haven't quite wrapped my arms around yet. Let's take Salesforce. Right. Okay. that's not salesforce's data it's the customer's data it's the customer's data yeah that's different than like the police use case yeah do you know what i mean oh yeah i don't know how that unfolds yeah because i like i think that they have a huge data advantage but like i think you have a huge data advantage yeah but like how you use that data yeah and what tools can you offer?
39:51I don't know the answer to that. I just don't know how that's going to play out. I think you're exactly right. Like there are certain things where you can very clearly see who owns the data and who gets the value out of it. I'll tell you the ability to bring together the data and give it to the customer who is responsible and who owns the data is actually valuable. What I mean by this is this. So there's one of the reasons why customers like HubSpot, is we help them get all their structured data about the company, the contact, the notes, all of that in one place, and it's super easy. Now, we are bringing together all of this unstructured data, the conversations, the emails, the slacks, the Zoom meetings, the phone calls you have, the transcripts from all of that, because AI can do more with that unstructured data.
40:43We've always had access to unstructured data. You can just do more with it. The way we think about it is that we have a natural advantage of bringing the structured data, unstructured data, and even external data from 10-Ks, 10-Qs, transcripts, communities, like any of that together to give that back to the customer. We don't even need it for training. Like if we say, hey, your salesperson is having this conversation. And if I look at the 10 unstructured conversations, these two are best in class. These other eight have to learn. So I can actually expose what the top two reps are doing and make it better for the other reps.
41:25That's the value. And the ability to bring data together, to drive real-time insights from a larger volume of data to help customers get value is the advantage, right? Now, whether how it plays out, you know, who can get access to that data, how those use cases transform, you know, the work that we are talking about, that remains to be seen. But I do think that there is a advantage in bringing the data together, even if you're not owning that data. I totally agree with you. The other thing that I wonder how you think about it is like going back to my AI engineer comment, okay? Like if you want to go build the products and services that you think your customers need in this new world, you're going to go have to hire the best of the best.
42:12Yeah. Okay. Yes. Those best of the best often, like if like they'll look at a company like Harvey. Yeah. And they'll be like, wow. Yeah. That's the new shiny thing. Yeah. That's who you're competing against for that talent. Yeah. And so if talent is the enablement function to get you from where you are to where you want to go, like that often, I imagine that's tricky. Yeah. Right. Yeah. I think it has always been tricky, right? And part of it is the risk profile of the person and what they're trying to learn. I think in the case of HubSpot, we act like a startup within a startup. There are so many innovation bets and so many innovation teams that - Which you always have, by the way.
42:54Which we have, right? Like your history is there. Yeah, we've put these bets and like now we're actually accelerating the pace of that product and innovation bets that we're putting. And so, you know, a lot of times will have conversation of like, okay, you want to do something? Why don't you do it here? And here's how we'll enable it. And by the way, we'll give you the resources and there's a higher chance of you being successful. And ultimately it comes down to the risk profile of that individual. You know, of course they can go work for startups and, you know, knowing that not every one of these companies are going to become successful or they can work in an innovation bet within, you know, a company like HubSpot.
43:35It really comes down to what the risk profile is. And I think that if you continue to do interesting, you know, problems and you do it in a way that people learn, then you will be able to attract the right talent for your organization. and this is the period that we're all going to look back and say, oh my God, how much did we learn in that period, right? Like there are times, points in times of my career where I'm like, oh my God, maximum learning. And that's what excites me. And that's right now. I tell our teams all the time, I'm like, you're going to look back at these three years where I know we're working super hard and we're going even faster, but you're going to look back and say, that is when I learned the most.
44:22And that is when it was like exciting. Does it keep you up at night? Like, you know, everyone now sees basically every category up for grabs. Yeah. The race is reset. And of course, like you're in one of the mothers of all markets. Yeah. It is reset. There are like 20 companies, maybe a hundred all looking at CRM. Absolutely. I mean, it does, you know, Jubin, I wake up excited and scared at the same time. It's like this, you know, I'm like, okay, today we feel really good. And there's so much excitement. And we, you know, last week we had this whole, you know, we brought the leadership team with our top GMs in product as well as engineers.
45:10And we had like two days of brainstorming and we had like so many ideas and we're so excited. And then you like look at some other tweet from someone else and you're like, oh my God. So I think it's both. And you're going to have to like really distill it down to what do you need to do now? What do you need to do in the next three months? And what's the hypothesis of the world that you have over the next year? Because I think anything over that period, who knows? You know, three years, five years from now, AGA comes in, who knows what the world is going to look like? We can only plan for the next year in very, very, you know, short increments of time.
45:47We run a group of CIOs here at Kleiner Perkins and there's about 30 of them. And we met yesterday and I was putting together a deck to give like kind of a state of AI, state of the valley, all this stuff. I gave the same presentation two months ago. I basically had to redo the entire deck. Two months ago. Basically had to redo the entire deck. I was like, what is happening? Isn't that exciting though? It's incredibly exciting. John Chambers used to say that every five years, he felt like he would have to reinvent himself as a company and reinvent Cisco. Reinvent Cisco and reinvent himself as a leader.
46:29Every five years. That was like about his clip. And he was like, that was hard. Right now, these early stage startups are reinventing themselves literally every six months. Yes. Every six months. I mean, we're a much bigger company. Every year I've been as a CEO, I've had to like reinvent what I'm doing and my mental constructs. And every year there's something completely different that we are like trying to drive at HubSpot. So yeah, it's no longer five years. It's like probably six months, maybe even three months. You're trying to like run really, really fast. Well, and it's even crazier for you because you have all of these new people that are popping up trying to take your throne.
47:06Yes. Okay. You have these foundational models that are dropping 10X in price every year. Yeah. 10X. Yeah. And then they're improving, I don't know what, but like a lot, like crazy fast every year. So it's like all of these things at once. And you're like, oh my gosh. Exciting. It's insane. It's exciting. Can I revisit? So COVID happens. You're the chief customer officer. Then at what point did you become the CEO? What point in time? Yeah. So March, 2021. Do you know the story? Like what happened? So what happened was this. So I joined and first year we're like running super hard. At the end of year one, Brian texts me and, you know, he says.
47:55Brian's the CEO. Yeah. Brian, our co-founder and CEO for 15 years. He texts me on the eve of Christmas and he's like, hey, you'll be my successor and you're a part of my succession plan. And then I texted him back saying, everything is going to be fine. You're going to be doing this for another 10 years. And then we had like one conversation about it. And that was it. And then March comes along. And unfortunately, Brian had a snowmobile accident. And he broke a lot of bones. Thankfully, he's now completely fine. But he needed to go and take care of himself. So he actually texts me again and says, remember, I told you about this.
48:37if I ever get hit by a bus, you have to run it. I need you to run it. And this was March, 2021. This is like from the hospital. Yeah. He's sending you this. And this is like 15 months after I joined the company. And we were like, okay, you take the time because he needed to recover. He needed time for surgeries and all of that stuff. And we said, okay, you can do that. We'll take care of it. And this was March, 2021. This was the time the company is like growing like crazy. And we're trying to, you know, grow fast enough to make sure that we are capturing all of the growth. And yeah. And I said, so what do you want me doing?
49:17He said, you know, don't screw it up. He actually said that? He used a different word, but I won't say it. And did he actually, he actually said that? You're like, oh, great. And was it, was it an interim CEO or was it the CEO? No, that was an interim CEO. Because he was like, I'm coming back. Yeah. He was like, well. And you always thought Brian's going to be here forever. I think so. We didn't even have the conversation. He was like, run it, you know, don't mess it up, you know, and keep going. And I, I for sure thought that he is going to come back and run. And so I had this list of when Brian comes back, he needs to fix these things.
49:53And it was a very long list. In six months, it had grown to like multiple pages. I need to talk to him about this and this and this. And so he comes back. And by the way, he's completely fine now. But he comes back in like, I think it was July or August. And three, four months later, four months, he was not fully recovered. And we were thinking that he's going to, you know, be back in like six months. And he goes, no, you're doing it and keep doing it. The board and I think that you're doing a great job and we want you to become, you know, the CEO. So in August, 2021, I moved from what I was doing as an interim CEO to kind of taking on the CEO.
50:28And it was crazy times, right? Because that It was the year we were growing like crazy. We'd done some of these transitions. It was tough for the leadership team to kind of like take the company, make sure that we had this whole internal challenge of running the company when the founder was out taking care of himself. And then we had to like make sure that we're making the right decisions to grow. So crazy times. Yes. And then basically within a year from that point, interest rates go up and you're like growth rate gets cut in half and you're like, well, welcome to the show. Like, here we go. Well, it was not even that.
51:05Like October 2021 was the peak of the market. So I had like two months, you know, October 2021 was the peak of the market. And then obviously things started going down. By the time we came into 2022, April 2022, customers were clearly pulling back and high interest rates, high inflation. Now we can look back and say that combination of pumping a lot of money into the economy and letting the interest rates go flying and driving inflation, this is just not a good combination. But I think the impact of it was by April 2022, we started seeing the pullback and then we're like, OK, turn the whole ship around.
51:46We got to slow down hiring. We got to slow down where we're going to grow and we have to recalibrate all of the plan. So yeah, it's been a roller coaster. When you became a CEO, how'd you feel? Like, what did you actually think?
52:04Look, I think my life kind of flashed in front of me and people say that, but look, I grew up in a super small town. When I was growing up, we didn't have a high school in my town. So my mom moved to a different city to get my high school education completed. And then I had this dream of coming to the U.S. and came here with honestly$300 in my pocket after I spent, you know, the first semester fees and, you know, renting a house. So God, like it was just absolutely crazy. And I still remember like coming down from the conversation with Brian, my kids and my my parents were you know downstairs and I was crying and my son looks at me and he says mom did you get fired and he was like what happened did you get fired and I was like no I got you know Brian wants me to run the company and I was like literally in tears super emotional Why?
53:10Again, like never in my life did I think that I was going to be in a public company in a C-suite role, first of all, and certainly not in a public company running it. And that was not part of my vision for myself. I wanted to come to this country. I wanted to learn. I wanted to get a good education. I wanted to have a job. I wanted to be economically independent. And I had the fire in my belly to be good at what I whatever job I did. I wanted to be the best at it. And it was always about learning and growing and seeing people around me and getting inspired. And it was never about getting to a certain level.
53:54And, you know, it was like people talk about the American dream like this is more than my dream. Like I did not dream that big. And it was just super emotional to to kind of, you know, see that Brian and the board had the confidence that I could do something like this. So, you know, I I consider it my biggest honor and privilege to be leading HubSpot. What changed what surprised you the most in how your day to day changed from chief customer officer to CEO? The number of stakeholders that you now have to manage and the almost impossible task in getting everybody's approval at any given time. When you are in go-to-market roles, very, very clear, you're focused on customers.
54:47Customers, number one. Partner, maybe number two. And then your team and employees, number three. And you really are focused on these three stakeholders. And, you know, my framework had always been if you can maximize the value for the customer and you can maximize the value for the company and you can line it up for, you know, what an individual rep in your organization, you know, wanted to do. If you can line it up, then you can actually maximize outcomes from all. And my mental framework was, how do you do that? How do you maximize customer value? Line it up with company value. Line it up with rep value.
55:26And any system I put in place or any product we were trying to sell or any incentive change we're making, it was, you know, customer, company, rep. That was what I, you know, would base my decisions on. And now you're in this world where it's certainly customers. It's certainly partners. It's certainly employees. And then you have shareholders. You know, your ultimate boss is like your investor and shareholder base. And then you have board and managing the board. And then you have founders who are trying to figure out what their life is going to be like after being a CEO for such a long time. And then you have a lot more constituents.
56:05And I think what I've recognized that is that it's really hard to get it right across all of them. You know, you may be able to get it right for many of them. But if you did something for, you know, that is really for customers, you might have to delay the impact that it has on your company that then shows up with investors. You can't like maximize for all. It's a very, very difficult, you know, set of constraints that are there. And so, yeah, it's, you know, and then for me, part of it was also while I started my career as an engineer, I have been in go to market for a better part of like two decades.
56:49And so the initial question was like, how is she going to drive product? drive product. And, you know, I, I've always had this like sense of being behind, right. You know, I grew up in a small town, which meant that I would look at my cousins and family in bigger cities that had opportunities behind. I came to the U S I was behind, like, you know, I, it took me a while to kind of like get used to a new country with a new system, with the new, you know, ways of communicating. I was behind. And then I was like an engineer behind, you know, know, trying to become a salesperson. And then I was a go to market person behind trying to like help with product.
57:27And so, you know, there's this thing of like, okay, if you're behind, what is it that you can do to drive the right outcomes and the results? And maybe that's what is, you know, it gives, those are points in time when I feel like I'm behind, which most of my life, I feel like I've been behind. It gives me the drive to learn and to grow and to take that as a challenge and to say, great, you know, I understand that doubt or I understand that sentiment. I'm going to crack it and I'm going to like figure out how I can put my time energy into getting better. So I never take it as a question on me personally.
58:09I take it as a question on my experience and all of those times it was right. And so I think like, you know, it's been, it's been this journey of trying to learn and trying to remain very resilient, you know, when you find yourself behind. Isn't it funny that like, I always feel behind too. I always feel like I'm not doing enough. I'm not trying hard enough. I'm, I'm not producing enough good work. Right. And I always tell myself, if I just push a little bit harder, then I will be enough. And in some ways, like I I am chasing this like imaginary dragon of getting over the hill of not enough. Yes.
58:44But the thing that maybe is pushing me in the same way is the feeling that it's not enough. Like it's like this, like it's really, so there's no. It actually, you know, now this feeling in my stomach of being, you know, behind or getting up in the morning and looking at how much needs to happen. I've like embraced it. I've embraced it and made my peace with it Because if I look back, those are the times in my life where I've grown the most. When, you know, I was an engineer, I then went to business school and got into my first sales job. I was like, I have no idea. I'm an engineer from India. And now I have a quota.
59:28What am I going to do in this role? And how am I going to be successful? And, you know, I am an introvert. I don't play sports. You know, I don't banter. I was not particularly great at building relationships. Maybe now over the years, I've gotten a little bit better, but I have all of the inherent disadvantages of not being successful in sales. And that kept me awake. I was like, I'm going to crack this thing. And what I found is that I was not good in the first five minutes of a sales call, but I was actually very good in the next 25 minutes of the sales call because I used almost an engineer's approach to breaking down the problems and figuring out, you know, challenges.
1:00:14I would read 10 case, I would read 10 cues, I would listen to, you know, company management speak. And then I would ask them a question 10 minutes in, and they'd be like, that is the biggest challenge that we have. And then we'll be like, let's go into the challenge. Why have you had that challenge? And then, you know, be present and like repeat back to them why that was a challenge. And then And I was like, you know what? I really suck at that first five minutes, but then I know how to crack the next 25 minutes. Let me just do that. And then that made me better as a sales professional in front of customers.
1:00:49And that was hard work. But after like 10 years, I was like, I think I've learned so much. I've learned not only the art of selling, I learned the actual buying process and the buyer's like approach to, you know, thinking about investments. And that has helped me in my career. And so I look at periods where I feel like I'm behind and that's when I learned the most. And so now I have embraced that discomfort. I've embraced that just feeling behind, you know, thing that you wake up every morning with. then that's helped. So you look back at your life and your career and there are things that serve you well and then things that don't serve you well.
1:01:39And things that serve you well, even if they make you feel uncomfortable, it's okay. Like you embrace it and you kind of go. So I, you know, I've learned to live with that. On the stakeholder management thing. Yeah. Do you think that the reason why so many CEOs say that it's really lonely and then nobody really believes them until they get into the CEO job and then they realize it's really lonely is because, again, I don't know, but you tell me, is it because you feel like across all of these stakeholders, there's just somebody you're always letting down? Yeah. Yeah, absolutely. And here's the thing.
1:02:17You cannot talk about it, right? Like when - You can't talk about it to your team. No, I can't talk about it to your board. No. You can't talk about it to another CEO because they don't have enough context on your business. Yeah. I mean, it is very, very lonely. Now, I've been fortunate where, you know, as we were doing all of this around COVID, we created like a CEO group and a network of CEOs because we were all at home. We were all trying to navigate, you know, COVID, the pandemic, and, you know, every possible, you know, twist and turn. And I have a good network. But you're right. Like, even within that CEO network, they're not going through exactly what you're going through.
1:02:53And I think in almost every other role, you have a set of peers that are going through exactly what you're going through and you can have a conversation with them. But, you know, I love my team. I work with them every single day. But if there is a challenge with, I don't know, a member of the board or, you know, something else, I'm not going to go and like talk to them about it. So you're dealing with that. And at the end of the day, you know, You have to empower your teams and delegate work and they have to do it. But if something doesn't go well, you are accountable. You're 100 % accountable.
1:03:28And there are times where I've said to the board that this is on me. Something didn't go well, a bet didn't go well, or a change that we made didn't go well. I know who did it and I'm giving them coaching. I'm giving them guidance. I'm giving them performance reviews, but it is on me, the accountability is on me. So it is very lonely. You cannot talk about it. Like, can you talk to Brian? Like, even like, but like, let me, let me like, but like, let me just, let me, let me ask you, like, he's been the CEO for 15 years. He founded the company. Yeah. There, between him and his co-founder. Yeah. There's nobody that has more context on the business.
1:04:03Absolutely. But like, doesn't deep down part of you say like, I want him to view me as an independent and competent leader. Like, like, doesn't there, isn't there some part of you that's like, this is my thing now. Like I need to put my flavor on it. I can't show him all of my deepest and darkest insecurities because, you know, like I want him to feel like it's in good hands. Yes. I mean, and it's not even my, you know, like it has been phenomenal to have Brian and Dharmesh on, you know, during this whole part. Right. And we do have these conversations and sometimes Brian will be like, yeah, that's a problem.
1:04:40I've had I had that problem for 15 years. So I'm like, OK, and he'll go, I don't have an answer, but you should know that I had the same problem. I'm like, OK, thank you. That that is validating and that's helpful. And then there are other times where he will say that he was like a startup to scale up CEO. And I'm trying to do scale up the grown up company. Right. And so my decisions might look very different than some of the decisions that he's made. And I need I would need for him to like trust me in making those decisions. And that comes with, you know, time. And so I think like it's lonely.
1:05:18It's the most challenging job I have ever done. And I would call it more than a job. I, you know, it's like, it's my life now. It's just, it consumes everything you have in your life and you got to give it your 200%. There's no other way to do that. That makes sense. Is there a stakeholder that you feel like you let down the most? Like, is there a stakeholder that you felt like All right. I took my lumps on this one. I'm going to get better as a result. I didn't expect that. I actually think that it would be employees. Right. And I would say this because, you know, we've been fantastic in terms of like growth.
1:05:56But then we talked about the challenges of 22. And then we talked about challenges of like what happens when you pull forward demand, you know, for many years to come into like a couple of years. Like you grow, you don't have the systems. I think employees were like, we can't get work done because there's so much pull forward demand. And they didn't articulate it that way. They said, it's becoming harder to get work done at HubSpot. And true enough, of course it is, because we haven't built the company for the scale that we are now seeing as a company. And then, you know, we had to do a layoff.
1:06:30We've done one layoff. We did it in January, 2023. And you had to do it. I had to do it. And it was, look, I think, you know, looking back, we pulled the lever to slow down hiring in June 2022. And the earliest indicator that things were going down were April 2022. So from a reaction time standpoint, it was quick, but it was not hard enough. And we'd already hired all these people in 2021. And so I think it was a super hard decision to make. and I think, you know, maybe rightfully so, I lost credibility as a leader to, you know, having taken that decision. It was, of course, everybody agreed. The board agreed with me.
1:07:11Brian Dermesh agreed with me, but it was my decision and it, you know - You think you lost credibility in the eyes of the employees? Absolutely. Because you made a commitment to them. This is a great place for them, their families, their careers. Yeah. And you couldn't meet that commitment? Absolutely, absolutely. And some skittishness with everybody else, like, oh, geez, like new CEO, here we go. Yeah, and absolutely. lost credibility with employees. And I've explained it to them. I think that I've given the context and I've showed that, look, everybody else is doing it like every year and we've not.
1:07:43And we really try to kind of maintain, you know, I always have this saying where I say like, make new mistakes. You know, if you make a mistake, learn deeply from it and try not to ever do that mistake They can make new mistakes. And so I think that's part of the learning, but absolutely lost credibility with employees and still trying to make that up. And it's also the context of, it's easy when everybody is winning. It's not so easy when you're going through downturns as we have gone through in the last couple of years. And on top of that, let's pivot to AI. Let's make a whole roadmap change and let's figure out how we're going to do work from home and trying to get the productivity up.
1:08:25And so it's been, you know, fairly tumultuous. And so I do think that we've doubled down on customers. We've kept that going. But yes, it's very hard to balance all of that given the circumstances. Is sitting still difficult for you? Oh, absolutely. Yes, yes. Like, can you like veg out on a couch? No. No, I have not been able to. veg out on a couch. Why not?
1:09:00You know, for me, do you feel like you're wasting time? Yeah. The better part of like 20 years has been in sometimes on the couch, but reading, looking at like, feeling like you're being productive. Yeah. Like always, you know, I don't think I have sat on the couch without my laptop in 20 years. Come on. I have not. I have not. Like, I think that my kids will now say, like my son who's going off to college and he's like, mom, I have four months with you. And this is like at 11 o 'clock in the night and be like, can you just shut down the computer for five minutes and talk to me? And I'm like, yes, yes, I will.
1:09:41And I do. I try to do it, but it's at 11 at night and, you know, whole evening. I'm sitting on the couch. He's probably doing something there. And I can't do it. Like it's, you know, again, it's one, so exciting. The industry has always been like this. Like I tell people, don't join tech if you don't want change. If you want like a nine to five job in a status quo industry where your skills are kind of like improving 1 % a year, don't join this because this is like a vibrant industry. You're making changes all the time. You're constantly learning. And for me, if I'm not learning, you know, I already have this like mental anxiety of I'm behind from where I came up.
1:10:22So I'm always like, if I'm not learning, I'm behind. Yeah. So you feel like if you're not learning, you're just like you're completely wasting. You're just wasting your time. Yeah. But what happens if you want to like, how do you slow down? Like, is there such thing? I think, of course, there is such things. I think that for me, do you feel the need to slow down? Meaning like, do you need a break from something that gives you so much energy and excitement? Look, I think that - Honestly. I do. So I'll say that my Saturdays are precious to me because it is really a time. My husband and I like go for a long walk.
1:10:58I do yoga, I do meditation. So those days are good. And then we take vacations, right? And we go on vacations. And the first three, four days, I'm like, okay. Totally. I can't like, what's going on in the world? And then the next seven days, I actually get into it. And whether it is, you know, going somewhere or going on a retreat, whatever it is, I sink into that moment. And then the last three days, I'm like, let me get back. Do you, on a Saturday, do you not feel, is that urge to check your email? It's gone? No, it is gone because I will tell you what, the alternate, when I did not do that, when I didn't take breaks, whether it was a vacation or, you know, my Saturday, I got burnt out pretty quickly, right?
1:11:44Like I would get into this place where I was like burning out by June, July in a year, I'd be like, I'm so exhausted. I can't like function. And I also think that creativity actually slows down if you don't get some break. And for me, you know, every evening I take like an hour, either I am doing yoga or doing some kind of like workout or walking or listening to music, that is a break. My studies are break. So I have like inbuilt breaks and then I'll take like longer vacations. And, but even in the, in the vacations, my idea of a good time is reading like a great book. And it's, that is my idea of a good time.
1:12:25So yeah, I'll put down the, you know, my laptop, but I'm reading like, you know, some, I'm mostly, I read like four books at a time because I don't have the patience to finish a book. Are you serious? I can't ever finish a book. So when you travel, you bring four books with you? And they're all physical. Like this is my old schoolness. You can't, of course, you can't use a Kindle. I mean, Kindle doesn't mean - I don't like it either. I don't know. I've never, I read a lot, you know, of magazines and articles online. But I think like for me, a book is like a physical book and I sit there and it, to me - So you actually pack four books with you?
1:12:58Oh yeah. And then you read them concurrently? Yeah. Like you'll read a chapter, you'll be like, all right, I'm done with this for now. You go to another book, you read a different - I parallel read. Are you serious? I know. But don't you think that some of these business books, you read two chapters and then you're kind of like, I got it. And then the next eight chapters are like proving two points from the first two chapters. That's fair. And are they all business books? No, like some of them are business books. Some of them are like super dense. Like I've been trying to read Godel Escherbach.
1:13:32Have you read this? No, but even just the name makes me think I'm probably not qualified. No, I myself, I'm not qualified. So this book, I can maybe read 10 pages at a time. It is math, it's architecture and music and the commonality across all of this. And it's beautifully written, but very intense. And I can only read 10 pages at a time. And then I'm reading Sapiens, you know, And I'm on like probably chapter five now of that. And I can only read one chapter at a time. No. Yeah. No. Yeah, me neither. I used to. I tried. I tried, but no, I can't. I used to feel like I had to finish books just like out of like a commitment.
1:14:15You know, like I started a book, I got to finish it. I would love that, yeah. And it was Naval. I don't know Naval. I just heard him on a podcast talking about how he's like, I never finish books. Like I never feel pressure to finish books. I go back to books. They come. I highlight books. I go. He's like, but if I don't feel like I want to finish a book, I move on to the next one because he's like, that's when you stop reading is when you feel like you have to finish a book. It's sitting on your bedside table and you're like, don't give yourself permission to go to the next book because you know, I got to finish this book.
1:14:43Then you just stop reading because you'd rather just not read the shitty book you're reading. And this is why I've given the permission. And, and, you know, I just love, love, love books. In fact, like when I was growing up, I was in this, you know, small town and I still remember the librarian in my town saying, your daughter, and I would not even go to the library. I'd ask my mom to bring these, like I'd write down titles and my mom would bring it and I'd be reading it. And this was my introverted self back then. And the librarian once said, your daughter has read every book in this library.
1:15:14Please don't come here. And my mom was like, she said that you've read every book in the library. Like this was my window into the world. This is like what cost me like, you know, all of the curiosity about the world. And so for me, the best idea of a Saturday is like a long walk, a little bit of like yoga and a book and one chapter of the book, not more. That is awesome. I really appreciate you doing this. Thank you. I really do. You're wonderful. Thank you. Are you hiring? Yes, absolutely. Any key roles, any? R &D, sales. Okay. We want to build product. We want to sell product. Okay. Yes, absolutely.
1:15:52We are continuing to hire them. And when you hear the word grit, what do you think of?
1:15:59I think of the intentional choices I have made and the resilience to follow through with those intentional choices. You know, coming to America was an intentional choice. Being an engineer, you know, back in the 80s, 90s in India was an intentional choice. Going to sales and trying to make it in sales was an intentional choice. And so I think for me, it is making intentional choices that might not always be conventional wisdom and having the resilience to see it through. Everything that we do in life, there will be good days and bad days. There will be great highs and low lows. And everything has to start with having the resilience to see what you want to accomplish in that.
1:16:43And so that's what, you know, grit has been. I can't wait to see what choices you make, what choices you make next. Thank you, Jobin. Thank you. Thank you so much. Such a pleasure to connect with you. That's it for now. If you liked the episode, please leave us a review or go back into the archives where we've done more than 200 episodes with some fantastic folks. This podcast is a Kleiner Perkins production, and I'm Juven. Thanks for listening.
From the publisher
From a 350-square-foot home in South India to leading HubSpot, a $30B CRM powerhouse, Yamini Rangan’s journey is nothing short of remarkable.
In this episode, Yamini shares how she’s guiding HubSpot through a post-pandemic shift toward product-led growth, the hard-won lessons behind building go-to-market alignment, and why human-centric leadership is her edge in an AI-first world. Plus, her take on why data is the new battleground in tech.
Chapters:
00:00 Trailer
00:52 Introduction
02:22 Fire in my belly
10:06 Constraints
12:19 Peak performance
16:38 Helping while in sheer panic
21:43 The general ethos
30:14 Customer value
36:08 Excited and scared
47:25 Becoming CEO
54:19 Feeling behind
1:01:51 Very lonely
1:05:34 Losing credibility
1:08:42 Slowing down, sitting still
1:12:31 No patience to finish a book
1:15:39 Who HubSpot is hiring
1:15:54 What “grit” means to Yamini
1:16:45 Outro
Mentioned in this episode: Sequoia Capital, Carl Pieri, Brian Halligan, Zoom Workplace, Meta Platforms, Google, Anthropic, Microsoft, Salesforce, Blockbuster Video, BlackBerry Limited, Axon Enterprise, Netflix, Snapchat, Harvey, Dharmesh Shah, Gödel, Escher, Bach: an Eternal Golden Braid, Sapiens: A Brief History of Humankind
Links:
Connect with Yamini
Connect with Joubin




