My Wife Gave Me One Year... We Built a Unicorn

7 Jul 2026 · 58 min · 33 chapters

Ask about this episode

Ask anything about it. ChatGPT or Claude reads this page and answers with the times it was said.

Connect VO and ask about every podcast you hear, including the moments you saved. Add to ChatGPT · Add to Claude

In short

Alex Chisnell recounts how he and co-founders built ManyPets (later renamed “ManyPets” from “Bought By Many”) from intrapreneur cycles into a pet-insurance unicorn, then pivoted to new ventures: Lateral (health/wealth for people in their 60s/70s) and Malton Ventures-backed secondaries investing.

Guest backgrounds

Alex Chisnell is a serial founder and former McKinsey consultant. He previously ran multiple financial-services startups as an intrapreneur. He co-founded Bought By Many/ManyPets with Guy and hired Sam Gilbert as employee #1. He later co-founded Lateral with Laura Ashworth and invests in European secondaries with Malcolm Ferguson and Nick Sando.

Key claims

Founders fail to start due to fear, not lack of ideas. Meaningful differentiation comes from listening to consumers and building a distinctive employee experience. Unicorn status (June 2021) was “irrelevant.” COVID showed their digital operations plus added phone support enabled “open for business as usual,” driving growth.

Notable examples

Pet communities (330 communities, ~1M members), niche products (e.g., travel for diabetics, pet insurance for Labrador owners), regulatory FCA permissions, “cupboard” first office, three payroll crises (Mar 2014, Sep 2016, Q2 2018), awards and high retention, pet bandanas in summer 2020, and secondaries used to let employees sell 15% of vested options at a discount.

Written by AI. May contain mistakes. Listen to the episode to check what was said.

Chapters

Tap a time to open that second in VO

Early Career and Startup Journey

0:29 to 1:16

Alex discusses his background and early experiences in startups.

“I'm Alex Chisnell and this is Screw It Just Do It, the podcast for people who are ready to stop waiting, take action and make things happen.”

Three-Year Cycle of Startups

1:16 to 2:06

Alex explains the rhythm of his startup ventures and his wife's concerns.

“So from the outside, it looked like you already had success.”

Desire to Build and Entrepreneurship

2:06 to 3:19

Exploring the motivations behind Alex's desire to build something meaningful.

“What do you think it was that made you do like the three-year cycle so many times?”

Entering the Insurance Market

4:07 to 4:32

Discussion about the challenges of starting an insurance business.

“and I went to the FCA for permissions to enter into the space, they said to us, the world doesn't need any more insurance businesses.”

Creating a Distinctive Business

4:32 to 6:10

Alex shares the vision behind building a customer-focused and employee-friendly company.

“And off the back of that, then why did you decide to do it?”

The Journey of Bought By Many

6:10 to 7:36

The evolution of the idea behind Bought By Many and its market positioning.

Scaling and Community Building

7:36 to 14:00

How Bought By Many grew its community and partnerships in the insurance space.

“them that's tremendous yeah that's really good man um and going on your three-year cycle before Or how long did you sit on the idea and how long did it take to actually iterate that idea and actually get to market that?”

Building Insurance Communities

14:00 to 14:36

Learn how the host built a community-focused insurance startup.

“And we had negotiated with different with multiple different insurers to give individuals in each community access to better insurance.”

Growing the Business and Challenges

14:36 to 15:14

Discover the challenges faced while expanding the business operations.

“I'm kind of fast forwarding a little bit of time here, but this is where we're at.”

Navigating the Insurance Landscape

15:14 to 16:23

Explore the unique position of startups in the insurance industry.

“He did survive, but it was not one of our best moments, if I'm brutally honest.”
Show all 33 chapters

Acquiring a Business for Growth

16:23 to 17:18

Understand the strategy behind acquiring a business to gain permissions.

“No, we acquired a UK business with permissions from Allianz.”

Expansion into China

17:18 to 18:25

Learn about the venture into the Chinese market and its implications.

“which I have heard now that they are internally frustrated that they did and aggravated with themselves because it enabled us to be their biggest competitor in years to come.”

The Early Struggles

18:25 to 19:47

Discuss the financial struggles faced early in the business journey.

“And we've done 10 ,000 and I'm now really thinking this could be something interesting.”

Making Tough Financial Decisions

19:47 to 20:58

Insight into the financial decisions impacting family and business.

The Hardest Challenges

20:58 to 22:06

Identify the hardest challenges faced during fundraising efforts.

Facing Potential Failure

22:06 to 23:39

Explore the emotional toll of potentially failing to make payroll.

Resilience Amidst Hard Times

23:39 to 24:36

Discuss the importance of resilience when facing business hardship.

“And you said you couldn't fail did you think you might fail?”

Lessons from Mistakes

24:36 to 26:00

Reflect on mistakes and decisions made throughout the journey.

“who've been in that situation, that not being able to make payrolls is just a horrible, like the night before it's due, it's just the worst feeling in the world.”

COVID-19's Impact on Business

26:00 to 27:59

Understand how COVID-19 affected fundraising and operations.

“You know, I'd spent a lot of time thinking long and hard about about investors.”

The Journey of Scaling a Business

28:01 to 29:24

Learn how the speaker initially viewed their business growth and the impact of COVID-19.

“We were talking like staff numbers before and you were saying, like, you know, three of you, then fast forward to 30, you know, right at the end, 600, you know.”

Adapting During the Pandemic

29:24 to 31:49

Discover how the company adapted its services during the COVID-19 pandemic and learned from consumer behavior.

“And because coming back to something I was saying earlier, that we're an insurance company in a world where there aren't any new insurance companies, that's distinctive.”

Shifting Business Focus

31:49 to 33:59

Explore the decision to concentrate on pet insurance and the challenges faced during this transition.

“And that's when we kind of really learned a lot about guerrilla marketing and how do you really get people to talk about you and what do you need to do to enable that to happen.”

The Importance of Company Culture

33:59 to 35:58

Understand the significance of employee retention and building a desirable workplace culture.

“and we are struggling to cope with the growth.”

Post-CEO Reflections and New Ventures

35:58 to 38:19

Hear about the speaker's transition after stepping down as CEO and ideas for future startups.

“our staff retention levels were so high that one of our backers thought we were fiddling the numbers.”

Innovative Ideas for Older Adults

38:19 to 41:08

Learn about the speaker's new venture focusing on services for older adults and the research behind it.

“And this has left this kind of wide open marketplace and into which I really wanted a step.”

The Misconception of Reinvention by Age

42:00 to 43:59

Exploring the idea that reinvention is perceived as an age-limited concept.

“Why do you think people think, I mean some of your customer research brought this out, think reinvention is only for younger people?”

Investing in Secondaries: New Business Ventures

44:00 to 46:01

Discussion on transitioning from founder to investor in the secondary market.

“And for those who don't know what secondaries are, if you invest in a private company and the shares are created for you because you're putting your money to work in that private company, that's a primary.”

Creating Value Through Employee Options

46:02 to 48:55

How allowing employees to sell options enhances retention and creates value.

“and where are you going to fundraise for because we've got to fundraise for a fund.”

Understanding the Importance of Perspective

48:56 to 50:48

Advice on balancing responsibility as an entrepreneur and maintaining personal well-being.

Entrepreneurial Mindset and Risk Management

50:49 to 53:49

Defining entrepreneurship and discussing the characteristics of successful entrepreneurs.

“And you have to be able to wear that lightly.”

The Role of Music in Entrepreneurship

53:50 to 56:05

Discussion of a song that reflects the entrepreneurial spirit and its meaning.

“First thing that comes into your head, short and sweet.”

Embracing Cheekiness in Entrepreneurship

56:05 to 57:09

Learn how a cheeky attitude and resilience can enhance entrepreneurial spirit.

Sharing Screw It, Just Do It Stories

57:16 to 57:41

Discover the importance of sharing entrepreneurial stories and supporting others.

“But having been on the show, anyone you know who's got a really good Screw It, Just Do It story that you'd think would be a good guest.”
Hear the part that matters, and keep it.Open this episode in VO. Double tap your headphones to save a moment as you listen.
Get VO free

Transcript

Automatic transcript. May contain errors.

0:00My wife just said to me, you've just got to stop doing this. My wife gave me a year. She said, go play for a year. One of the questions that I think is on people's mind is like, had you always wanted to build something?

0:11Alex Chisnall:And the answer is yes, I had always wanted to build things. And becoming a unicorn, did that milestone feel the way you expected? It was an irrelevance. It was an utter irrelevance. What stops founders from building something meaningful isn't the lack of ideas, it's the fear of getting started. I'm Alex Chisnell and this is Screw It Just Do It, the podcast for people who are ready to stop waiting, take action and make things happen. Before many pets, before everything people know you for today, what did life look like? What were you doing? Where were you living? I had done a very significant number of startups, always in the form of what's now called an intrapreneur.

0:54So inside other businesses funded by other companies. In the middle of that, I was a McKinsey consultant for a number of years. But I've done startups always in financial services, mostly B2C, one B2B. So wealth management, private banking, that kind of space. So that's the kind of prelude to this conversation about many pets.

1:16Alex Chisnall:Yes. So from the outside, it looked like you already had success. were you you know 100 % happy in that environment? So I mean like these startups had this kind of natural rhythm to them so there were always three years each. Okay. First year of planning and thinking and research, second year of kind of getting everything together to launch it and then the third year of building it up and then finding somebody internally to run it and then I'd leave after three years and move on to the next one and I did three of these in rapid succession So lots of three years. I get to the end of the third one.

1:51And my wife just said to me, you've just got to stop doing this. This is ridiculous. Like, why do you keep doing these three year stints? You get yourself completely and utterly worked up and then spend three years like working your ass off. And then you start again from scratch again. So what's going to be different this time around? So that's that's the beginning of this conversation. What do you think it was that made you do like the three-year cycle so many times? So I think there's a few things to answer in that. Firstly, you have to remember that the startup world in the UK really only goes back 10 years.

2:23Like maybe you could stretch that to a dozen, but it isn't a lot longer than that. So in today's world where individuals are really keen to start something from scratch and have huge support mechanisms, that wasn't around there. This idea of starting something from scratch, it would be like a complete anathema to decide to do that on your own, on your own tab, and then go out and fundraise. I mean, there was very few places to go fundraise from, right? So this idea of entrepreneurship was kind of the nearest thing that existed. I mean, I can't say that it was an active choice because there was no choice to go build something from scratch.

3:02So, you know, one of the questions that I think is on people's mind is like, had you always wanted to build something?

3:08Alex Chisnall:And the answer is, yes, I had always wanted to build things. I'd always liked building things. I'd always been fascinated by building things. I'd always been fascinated by things being created. But the background to doing something from scratch didn't really happen until I finished the last of these three-year gigs. I had this conversation with my wife and then had to sit down and think, what was next? This episode of Screw It Just Do It is sponsored by Moulton Ventures. One thing I've learned from speaking to hundreds of founders on this podcast is that the right partner brings more than just capital.

3:42Alex Chisnall:That's exactly how Moulton thinks about backing founders. They work with some of Europe's most ambitious technology companies from Series A and beyond, bringing experience, energy and partnership to help bold ideas scale faster, go further and become global businesses. So if you're building something with real ambition, Moulton's mission is simple. To help make more possible, go to maltonventures.com. So when we started what was called bought by many at the time, and I went to the FCA for permissions to enter into the space, they said to us, the world doesn't need any more insurance businesses.

4:18Like, why do you want to do this? And it wasn't no. They were just intrigued by why you'd want to start something from scratch. That just seemed like odd to them. And we've got our hands full managing the group that we've got, and consumers have got enough choice. So why?

4:32Alex Chisnall:Yeah. And off the back of that, then why did you decide to do it? And what did you think you could do differently or add value that wasn't already there? So I think there's a few things that I was keen to do differently. I think the first was about trying to create something where consumers genuinely felt they were listened to and their opinions mattered. and I think that many businesses claim that I think there aren't a lot that are built on that true yeah and I think the second thing that I was really keen to do I worked for a large number of corporates in various different roles some in quite high levels of seniority and for the most part they were poor employers because they just managed staff and staff processes in the way that they had always manage staff and staff processes and I really wanted to be a different type of employer too and actually that taken with this piece on consumer attitudes was the core driver to wanting to do something different because I was just sick and tired of trying to change things from the inside and finding it you know even as an entrepreneur you're still kind of working inside the framework of large corporates and and you can only employ the people that meet their criteria, pay and incentivize them in those ways, you know, not just remunerate, but kind of like manage them in the process in a way that's always been done.

6:02And so it was a really important part of this whole journey to try and create a completely distinctive and different

6:09Alex Chisnall:customer experience and a completely distinctive and different employee experience too. It's interesting, isn't it? Because I was literally having this conversation last night and I spent 16 and a half years at virgin atlantic and then virgin startup and i always just say there's a certain type of people that they would recruit and the customer service training that we all got literally second to none and i just think it's you know stayed with me my entire life like post post that era and there's a lot to be said but equally i speak to more people like you who haven't had that experience so you have a very rarefied experience and i'll give you a data point that explains that point so a few years ago uh only a few years ago many pets won the sorry to be clear we didn't win we came second in the most loved employer in europe this was unbelievable to me yeah like it was genuinely a colossal success and made more so by the fact we came second to virgin atlantic really that's so interesting and and i was delighted that that was true because genuinely they're a better employer than we could be like you know we just couldn't aspire to be like that we were you know we were 600 odd staff large at that point right right so we weren't tiny but we were nothing of the scale and complexity and and uh and value of a virgin business so it felt like it added more value to our second position to come second to them that's tremendous yeah that's really good man um and going on your three-year cycle before Or how long did you sit on the idea and how long did it take to actually iterate that idea and actually get to market that?

7:51So you're talking about the beginning of Bought By Money. So the idea, so Guy is my co-founder who had worked for me at my last corporate job. We've been kind of kicking about the idea for several months as to what would this look like. He had a long commute into the city. He'd been playing around with some stuff on his laptop. I've been kind of thinking hard about how do you do things, something different in the insurance space. I was really keen to do insurance because it felt like insurance was this kind of backwater. There'd been nothing new for decades in the insurance space. I mean, like brackets, the only new thing was price comparison.

8:25Alex Chisnall:And I'm not sure that's really been a great overall win, separate conversation. And so for me, I was really keen to find something in the insurance space spent months thinking about it kicking this idea about with guy and we registered the name bought by many in december 2011 and spent the following nine months to your question kind of like we both were doing a little bit of part-time work elsewhere to pay the bills and at the same time putting proper mental space into what does this look like and what could we build and how could this happen um i did my first bit of fundraising um found a uh an individual who was really who knew a lot about insurance and was really keen to back us and do this so thank you very much to him and and also i knew that we gapped out on direct consumer marketing um and spent a large part of those nine ten months uh kissing a lot of frogs to try and find the person and I wanted to be the third of the three of us who would bring direct consumer marketing experience.

9:31Alex Chisnall:And who did you find? So I recruited a chap by the name of Sam Gilbert and Sam technically became employee number one. I was going to say, yeah. The other two of us were founders. Yeah. But we treated him like a founder and he certainly behaved like one too. And he very much was very happy to join this journey. And was there anything stopping you launching it before you did? Well, firstly, we needed regulatory permission. Secondly, we need some insurance companies to want to back us. Thirdly, we needed some money. And fourthly, we needed a whole customer journey process and website and capability, all of which was being built off the side of our desks.

10:10you know me from my kitchen and guy from the shed in the back of his garden yeah um yeah and when sam joined us we decided it was time that we had the three of us meet together so we rented our first office space to give you some idea um that office space is now a cupboard and this is not a joke it is absolutely a storage room um and we got the three of us in um and kind of that was really interesting we kind of bought our first bits of kit we bought a coffee machine and a printer which you believe and a projector and that was and we all brought our own laptops and then we were yeah

10:44Alex Chisnall:we were off to the races and up to that point um you weren't working at all were you just working on this you literally so i so i for that nine ten months i did some part-time work thank you very much to a very good friend of mine who enabled me to do some work and pay some bills because i had a young family yeah um and guy did some contracting work too but yeah we were mentally 100 if not physically 100 did either of you at any point ever nearly convince the other one not to do it and i should tell you something that i probably haven't talked about before but it was kind of very weird so as we're registering this company i've just been for a series of very of job interviews for a very very big job and i got offered that job and i was like oh wow i wasn't expecting to be offered it it's quite flattering to be offered it it's a really interesting role do i really want to do this or not?

11:36Like, where am I at in this process? This is the very end of 2011. And I talked to Guy about it very openly. He said, look, you must do what you want to do. And then this kind of weird thing happened that the person who was supposed to be putting the job into writing suddenly became very, very ill. And this large entity said, we need to pause. We need to pause. The person who's supporting your recruitment into this large global business is off ill. And we need him to get better before you can come join. That was it. Like, you know, so I don't know that that's necessarily like it's more happenstance than anything else.

12:16But that happened. And therefore, there was no debate.

12:19Alex Chisnall:Yeah. Right. I was already like so mentally into this new thing that it didn't I didn't bat an eyelid. The gate opened, basically, and you had to do it. right and what was the see that employee number one um got the office um what did what did your wife say what did other people close to you say so so my wife gave me a year she said go play for a year and guy's wife was also similarly actually he wasn't married to her at the time but his his long-term partner was similarly supportive of him doing this and so that's what we did and we paid each other some very small salaries um just to kind of like that felt like an important thing to do um i was lucky enough to be also i i did two startups at the same time um and and the other startup paid some money because it had a deep pocketed founder um not founder i was the founder with him but kind of he had a deep pocketed backer and so I was doing these two things at the same time Guy and Sam were doing this full time and we had this whole agenda around building communities of individuals who had similar but niche insurance needs and this is what bought by many was that was what the name was all about and we were trying very hard to use a combination of search and social media to find individuals who had these similar but niche needs so examples for sure there were pet things in there like pet insurance for labrador owners but there was also travel insurance for diabetics there was professional indemnity insurance for yoga instructors there was personal accident insurance for commuting cyclists like myself um and um and we built these communities And at its peak, we had over 330 of these communities, a million members, because we call people who join these communities members rather than customers.

14:23And we had negotiated with different with multiple different insurers to give individuals in each community access to better insurance.

14:31Alex Chisnall:Yeah. OK. And we were we were live with 11 different insurers. So, you know, this is a relatively complex business by this point. I'm kind of fast forwarding a little bit of time here, but this is where we're at. Right. And it's kind of really interesting to do something like this because suddenly people are taking notice of this because this is non-trivial size now. And, you know, we've moved out of the cupboard. Right. We've moved actually technically we moved literally across the corridor in this place we're renting into a bigger space where all of us can sit around a very large desk. There are no holes in the floor anymore, which there were the first time around, which our first investor fell through, unfortunately.

15:13Did he survive? He did survive, but it was not one of our best moments, if I'm brutally honest. He's very good about it, but we're awkward and embarrassed even to this day. And, you know, we've started to win some awards. We've started to be known in the marketplace. we're going to industry events as this startup in the insurance world where frankly the incumbents have never seen a startup to give you some sense of this this predates the expression insure tech okay so this doesn't exist right and I even remember the the debate does insure tech have an e in it or not it's like as it was starting to be kind of emerge and so we're still very early in this whole startup space.

16:00We've done a few little bits of angel fundraising, nothing significant. And now we're stepping into this space of saying, okay, we're kind of beginning to have some confidence in what we're up to. We can see that long tail search and social is a really interesting way to find consumers. And we're really intrigued by the possibility of this. So we want to go further. that took us down the route of wanting to buy a business with broader permissions than we were ever going to be able to get on the own and and also at the same time we had this i mean frankly now it's like laughable but we had this opportunity to do some serious work in china too okay which like was a million miles away from from what we'd originally said we were going to do but Was that the business that you acquired?

16:53So we acquired this business. No, we acquired a UK business with permissions from Allianz.

16:58Alex Chisnall:Okay. And delightfully, and I don't think I've ever said this publicly, but thanks to them because not only do they enable us to really take several leaps forward at the same time, they also lent us the money to buy it from themselves. Right. So thank you very much to them. I'm enormously, enormously grateful, which I have heard now that they are internally frustrated that they did and aggravated with themselves because it enabled us to be their biggest competitor in years to come. Wow. That's another podcast, isn't it? That's a whole other conversation. And so we're now in 2015, right? So we're now still all in one room, but we've raised some more money.

17:41We've still only from angels. we bought this small business mostly funded from Allianz and we've got broader set of permissions and we're building something of material scale at this point and at the same time doing this work in China where we helped Ping An to understand about search and social and long tail acquisition of customers which we were helping them to use on local Chinese social media so there was no conflict with what we were doing in the uk yeah um and they were paying us meaningful amounts of money to to cut to come to china and help them really learn how to do this um and those those kind of months around 20 to 15 or so were incredibly exciting incredibly like different from what i think we could have predicted would have happened um and this business is going from being frankly like teetering on like can we make payroll because we've been through that process a few times i skirted over one particular piece where i've done my year my wife's given me a year and i ask her for another year oh really um and uh where were you at after a year then tell me so for her so we had we had 10 000 customers this was an important part of our members as i told you they were called yeah and uh so we're kind of jumping back a bit so my apologies for that but but we're just junking back.

19:05And we've done 10 ,000 and I'm now really thinking this could be something interesting. And so I said to her, I need another 12 months. And she said, of course you do.

19:19Alex Chisnall:And are you paying yourself at this point? I mean, not really. Yeah, yeah, yeah, okay. And we had like an enormous gratitude to her for her patience in this process. uh and her forbearance and and you know we we made some interesting financial decisions as a family at that point um kids are getting older like as we all know kids get more expensive as they get older yeah no one tells you at the beginning though yeah i know it's weird hey um you all think it's going to be lovely although actually on the way here we walk past this massive buggy park where they all look like ferrari buggies right so i'm not quite sure that maybe maybe there's a kind of a most expensive bit at the beginning and then it dips a bit yeah um so so i do genuinely think that this roller coaster ride um of things are going well but you're running out of money and can you raise money but there isn't really much startup community do you want to fund it yourself possibly um how does this work some people in the in the small number of us are working desperately need to earn money some less so yeah um and you know we did we paid um a few people um in options rather than cash for some months um and you know we teetered on the edge three times three specific times and those options obviously paid off in the end for those people yes um let's can we dive into those three because i was going to ask you literally next question what was the hardest chapter you kind of preempted that with three chapters maybe or is there one that you you think um so i what's the hardest thing i mean there are like there are lots of times when being the ceo of a startup is hard like firstly i i have huge admiration for people to do it on their own having a co-founder i feels like makes it so much easier a guy and i are completely different people right you know with on paper we would have nothing in common and that's what works yeah um and you know at the very beginning we were talking about you know who would be the ceo because we need to put that in for the fca registration he said well of course that's you so i said well why is that me he goes because i'm not going to do that you're going to do that and did you assume that i hadn't at all i hadn't really thought too much about it at this point we're like filling in forms yeah um and and so you know it's kind of very interesting space so what is the what was the hardest time um i think the hardest time was the series b raise um which is 2018 so we've jumped forward quite a lot uh we're all we're now in i mean maybe we should talk a bit about how we go from being this community space to being a pet insurer because i think that's kind of an interesting yeah yeah okay journey but we're when we're coming up to being a pet insurer in 2018 um and and we're running out of money um and the reason that i was telling you a bit about the chinese piece is because i got to know a lot of investors in china i was spending a lot of time in china um and one of the big chinese investors said we will back you for your next raise you tell us when you're ready to do it we'll back you um and so we took this term sheet from them and signed it then they had some dd they wanted to do and they just seemed to take a very long time to go through the DD process and weeks became a few months and suddenly I'm thinking like you know this cash out period is some way away still but I can see it looming in the distance and a few months became six months and then the cash out is like weeks away and we just had to rip up the term sheet they weren't getting it over the line and that was hard because there were you know at the beginning when there's only half a dozen people on payroll like you can have a meaningful conversation with everybody in one space but at this point we were over 30 staff yeah and that's much harder and so that particular challenge um of finding money when your back is against the wall and i can't make payroll and i can't fund it myself anymore because it's out of my own personal capability to fund i've done that before but i couldn't do it at this point and we are becoming a pet insurer so we've got people who's got policies in our names in fact at this point we also had travel insurance and professional indemnity insurance customers you know failure is not really an option at that point right because you've got customers who are relying on you and so that I think was the really challenging part which is kind of Q2 of 2018.

24:01Alex Chisnall:And you said you couldn't fail did you think you might fail? Yeah for sure I mean I thought we I mean, I told you there were three times, and it's not an exaggeration to say March 2014, September 2016, and Q2 of 2018. I mean, the fact that I remember those dates. I was going to say, to remember the quarters, let alone the years. I can be really specific about what's going on in each of those times. And each of those times, through just unbelievable grit, we got through those. I've been there myself and spoken to many people here in that chair like yourself who've been in that situation, that not being able to make payrolls is just a horrible, like the night before it's due, it's just the worst feeling in the world.

24:47Alex Chisnall:Completely miserable. And I committed to never being there ever again at that point. We were never going to get there. Whatever happened, it was not going to happen because as the business grows larger and payroll becomes bigger and you've got more customers with policies that have got your company's name on the top of them, you know there's no it's inappropriate to let a business be that flaky at that stage in hindsight do you and um co-founder you know ever have that conversation that um did either of you ever come close to just chuck in the towel and no i don't we we never had that conversation and i don't think we would have had that conversation because i don't think we really got to that point yeah i don't think that was right i don't i don't think we would have you We had a lot of people who had joined the business because of us.

25:36We had customers who bought policies because of us. I don't think that was something that was on our radar screen ever.

25:42Alex Chisnall:What was the biggest mistake that you made? I don't know that. I'm not sure I think about it as mistakes, but I think if I had my time again, I might have made different decisions. I'm not sure. Can I kind of frame it like that? Yeah, yeah. Yeah. You know, I'd spent a lot of time thinking long and hard about about investors. Remember, we're still in this space where, you know, there aren't a lot of businesses out there that you can learn from. There aren't a lot of businesses out there that have been through this cycle. We're growing really fast and we're winning lots of awards from mostly consumer.

26:25We've stopped doing industry awards and started only doing consumer facing awards.

26:31and fundraising at the same time. You forget that COVID entered the agenda at this point, and this is hard. We were about to do our Series C. It's the very beginning of 2020. We've signed term sheets. COVID arrives. Everything is off the table, and bloody hell, we're back here again. right you know like this was not i said we weren't going to do this again

27:00Alex Chisnall:2018 the previous one right yeah this is 2020 and you're like oh my god so we did fundraisers every two years right this is part of the game plan this is not a coincidence that was all part of this okay um and that path that process was hard that that early the early years the early months of covid were very hard um no one knew what was going on in the world like people had no idea um and you know and i totally get that investors had no idea either um and if i were them i also would have been really nervous um and i think that if we had our time again we might have been had more faith in ourselves and and been a bit more circumspect and a bit more careful about what we did at that point.

27:51But in the thick of it, in the time when the news looks terrible, you don't have that luxury.

27:58Alex Chisnall:No. We were talking like staff numbers before and you were saying, like, you know, three of you, then fast forward to 30, you know, right at the end, 600, you know. So at what point in the whole journey did you think this could actually be massive? I never thought this could be massive. It never occurred to me to do that. Seriously? Seriously. My agenda was to build a compelling business that customers wanted to be a part of and people wanted to work for. And it was not a scale thing. was never a scale thing for me you know this aspiration of becoming a unicorn that was not on my you know like i'm not saying i never thought about it like that would be a lie but i never thought that it was something that i aspired to achieve okay um just just wasn't and again looking back what was some of the first things that broke when you did scale the big scaling years were the early years of COVID.

29:09So it's very hard to break apart your question to be distinct from what's going on in COVID. But I mean, I think importantly, the first thing to say is that we built a digital business from the outset. And because coming back to something I was saying earlier, that we're an insurance company in a world where there aren't any new insurance companies, that's distinctive. And so in the early months of COVID where everybody is shutting down because people can't get to work and therefore they can't process applications or claims or any other kind of customer contact, the SEA is forcing people to shut their books.

Read the full transcript

29:53And we were open for business as usual. I said I don't believe in luck. My definition of luck is where opportunity meets experience. But in the weeks where we had to send people home, we had already planned to do a disaster recovery planning program where we were going to send half the company to work from home on some days and half to work from home on other days. Nothing to do with COVID. We just thought we should just try this out, see if it worked.

30:20Alex Chisnall:Right. Right. So we were trying this out. Suddenly, everybody has to go home. We don't have the chance to try it out. We have to do it for real. Right. Yeah. You know, and huge respect to Guy and his team and David Cochran, who ran TechOps. It worked. You know, we had some teething issues. Credit card payments were challenging, for example. But for the most part, it worked well. And so COVID happens and all our competitors are being forced to shut. And we can write on our website, the big red banner, open for business as usual. and what we learn is that as a digital business that's great but many consumers really just want to talk to you right now we had been a digital business with some telephone support but it wasn't to call past what we wanted to do our competitors have been making a virtue of you can call them anytime you like yeah so we said fine we can do that too right so we said covid question mark open for business as usual click here or ring this number this was magical

31:25and we, you know, as everyone knows in COVID, everybody wanted to have a pet. Everybody wanted to have a pet, partly because I think they were just at home and like they need the company, partly because they wanted a reason to get out the front door.

31:38Alex Chisnall:Some specific ones became very popular. Yeah, right, correct. And suddenly we're the pet insurer because we're open for business as usual and people can talk about it. And that's when we kind of really learned a lot about guerrilla marketing and how do you really get people to talk about you and what do you need to do to enable that to happen. So we did really fun things. I mean, like in the pet space, you can do fun things, but actually genuinely you can do fun things in most spaces. You just need to think imaginatively. So, you know, you may remember that the summer of 2020 was very hot. So we sent out we sent to all of our customers pet bandanas.

32:19Right. Which had our name and logo on the back of it. you were supposed to dip it in water tight around your pet's neck and take the dog out or the cat out. And people can see who insures your pet and the pet's happy. This is fun. Yeah, yeah, yeah. And we did lots of fun things around this time. And that gave everyone this incredibly good feeling of like, we could do some really interesting things here.

32:43Alex Chisnall:and was it during that time that um well either either you thought about what is the end game here or did you have um people making inquiries about acquiring the company um so so we've gone from being this business where we're trying to provide a bit of everything to everybody um we realized that we needed to build our own products. So we started with pet insurance and we started by asking consumers if they could design their own perfect pet insurance policy, what would it look like? Off the back of that came seven brand new and unique products to Marketplace. We launched those in February of 2017.

33:28We did the same thing for travel insurance, for niche travel, for diabetics and kind of other people who are struggling with travel insurance in January of 2018. then we did it for small business in April of 2018. When you get to the end of 2018 and we haven't got to the COVID years yet but this business is growing fast. The pet thing is really already accelerating. We've got through the series B raise that I talked about just before and we're faced with this conundrum. We're now 60 staff and we are struggling to cope with the growth. So we had this board meeting in December of 2018 which non-exec who was on the board then is not anymore, tells me was one of the most challenging board meetings he ever participated in, where I went into the board meeting saying we need to stop doing everything other than pet and we need to become a pet insurer.

34:20And this was an unpopular decision in the boardroom. Yeah, we've got a Series B investor who's just invested in this business and did not think that that was going to happen less than six months later. Yes. And I said that we're going to do this and leverage ourselves into being the world's leading pet insurer. I had no idea what those words meant. Like I literally had no clue. I love that. We got this vote that took us in. You can't be the world's leading anything from just one company, one country. Right. So that took us into Sweden in July of 2019 and into the US a year later. That also meant that we had to change the name of the company because you can't be bought by many and be a pet insurer.

34:59Not least of which no one in Sweden can say the word bought. um so that's uh there's a kind of whole long interesting story about how do you become named many pets which is for another day um and and so that happened and you know the kind of

35:13Alex Chisnall:rest you know indeed um and becoming a unicorn um was it did that milestone like feel the way you expected um what did it kind of teach you in hindsight a couple of years ago now right so the unicorn status was June of 21 so it's a bit more than a couple years ago it was an irrelevance it was an utter irrelevance and remains such, others seem to think it has more importance than that exactly what are you most proud of looking back I loved building a business where consumers wanted to be a part of it and people wanted to stay we had this point where our staff retention levels were so high that one of our backers thought we were fiddling the numbers.

36:06Really? They just couldn't understand how we could have such high retention levels. Our chief people officer at the time, a fantastic person by the name of Julia Ingle, had this game plan that we were going to build an irresistible employer. I won't say that she did this uniquely. She had been at Virgin before that. and we set out to do this. To build a business, this had an economic basis, right? If people are not leaving, you don't have to replace them and it doesn't have that cost. If you're interviewing and you offer someone a job, the acceptance rate was so high, that means you interview in a much more focused way and that has better economic outcomes too.

36:47So there's lots of sensible commercial reasons for being like this. And so I think those are the two things

36:53Alex Chisnall:for me it's interesting as well because i've done i think it's going to be 750 of these interviews uh next month and you know loads of other live stuff on stages etc but the the biggest thing that everybody like the number one thing um that everybody says um is hiring the right people and then keeping the best people literally without doubt if i you know again re-interview there's 750 people, it would be the same thing, which has always fascinated me. So it's interesting chatting to you with what you've achieved. Where should we go next, lateral or molten? So I stepped down from being CEO of Many Pets in April of 2024, after 12 and a half years, enough for everybody.

37:42You can't be at the front of a platform and argue for change in both things and not recognize it's important in yourself too. um i took some time out went traveling with my wife we had a wonderful few months i had in the back of my mind that there were going to be there was going to be another startup coming um and i went away on these travels with three ideas that i'd done some thinking about in the run-up to leaving um with the intention that i was hoping that subliminally i would kind of whittle this down annoyingly we came back and the three had grown to four really uh which was very annoying and I spent most of the tail end of 2024 really focused on one space a space that I've been interested in many many many years earlier when I was at McKinsey in fact over 20 years ago which is this idea that the UK completely gets out in sensible consumer propositions for older folk and in particular individuals who are leaving employment in the early 60s but have still got you know like a good number of years ahead of them of a healthy and good life a lot of life to live and you know the space was occupied by saga for many years but i know for reasons that i'm sure they understand but i don't they've moved themselves into kind of old age category it's not seen as a brand that young, healthy retirees want to have anything to do.

39:09And this has left this kind of wide open marketplace and into which I really wanted a step. I decided I wasn't going to be the CEO again. So I set out to find a CEO that I wanted to co-found with. Met lots of people. two totally unrelated individuals introduced me to the same person who I had met before I went on my travels this fabulous woman called Laura Ashworth and then I as I got back I realized this is what I wanted to do I spent months persuading her that she should want to do it with me and that she should leave her job and come and join me and she said no several times and then foolishly she changed her mind and and i'm grateful that she said yes and so we set up this business called lateral we did that in the early part of 2025 and this is focused on the the healthy individuals who are in their 60s and 70s people who have got no intention of stopping they want to do more not less in the in their retirement and they just don't think that the marketplace talks to them.

40:25We did really dramatic amounts of consumer research over the summer of last year to try and understand whether our hypotheses about these people was correct or not and we learned that indeed it was. We also learned that people feel that there's nothing out there for them in this space and so we are building this business that's focused on the health and wealth needs of individuals in their 60s and 70s and we're trying to do that in a way that's differentiated and distinctive and we're trying to make a lot of change to what's frankly a very poor set of offerings today. Product One, which went live a few months ago, is a slimmed down version of private medical insurance.

41:08That's private medical insurance that's designed to wrap around the outside of the NHS rather than to replace it. And it's designed to be dramatically cheaper than a full-blown AXA or Bupa product might be. Either for those who don't want to spend that kind of money on private medical insurance or can't afford to. They're perhaps stepping out of corporate life, leaving behind corporate provision of health care and wondering what to do next. They think the NHS is credible, but they also know that the NHS has some weaknesses. and how do they cover those weaknesses whilst playing to the strengths of the NHS and that's where we want to step in.

41:47Alex Chisnall:Literally having a similar conversation after golf yesterday with a couple of friends at the golf club afterwards. Lateral.uk, tell them to go and have a look. I will, I will indeed. Seeing them again tomorrow for more golf. Lovely life. I shall. Why do you think people think, I mean some of your customer research brought this out, think reinvention is only for younger people? as in this idea you can only reinvent if you're younger yeah yeah so i've done i think i've done it four or five times now since i've left yeah so so i recently turned 59 uh which means i've entered my 60th year um and like i'm more optimistic about the future not less i'm more excited about the possibilities and not less um you know i i think that as you go through life experience compounds um i think perspective broadens and i think conviction becomes more credible yeah um and so like i i don't really understand this perspective that you can only do things at certain ages i don't i just don't i just don't understand that i've never been somebody who's interested in age you know if you ask me to guess somebody's age i will invariably get it wrong because it's just not something I think about um and and so for me like I it's it's just a number right like you know I like numbers I've told you that right at the very beginning I like numbers but but the age number is just a number um and I think it's more about what you do and and your mindset and perspective yes than it is really about how you think about the world and I have this conversation man it sounds like we've all known people who we were in school with when we were teenagers who seemed like they were 70 right already you know yes it's mindset like you say it's totally a mindset yeah and I think that people can absolutely change their mindset if they want to as well do you have interest do you listen to the Chris Evans radio show on I do not do you know I'm just thinking that's target market for this business thank you it's for advertising on there yeah did you hear that we'll we'll reach out to them dan you too yeah um 100 um so you've gone from founder to helping founders um and we're talking molten ventures here what do you see differently how did this come about why are you why are you doing this So alongside my efforts at Lateral, I've also, with two others, Malcolm Ferguson and Nick Sando, building a business around investing in secondaries, in European secondaries.

44:27And for those who don't know what secondaries are, if you invest in a private company and the shares are created for you because you're putting your money to work in that private company, that's a primary. and the way to realize value from that investment is either there's an exit event or the business lists but if you've been an investor or an early stage employee for a long period of time and there is no exit event and exits are taking longer and longer these days then the only way for you to realize some value is to sell on that stake that primary then becomes a secondary now the secondary marketplace is incredibly sophisticated and deep in the US it's remarkably in its infancy outside

45:04Alex Chisnall:the US. So it's in this kind of space of businesses taking longer to reach exit and lots of depth of experience in the US, but frankly, very little in the UK into which we step. So go back to these months after I've stepped down from being the CEO of Many Pets. And by the way, I'm still on the board and still very committed to that business. I'm very excited about that business. Malcolm Ferguson reaches out to me and he said, look, I'm leaving Octopus and how about we do some investing together. And I've known Malcolm for 10 years at this point. He'd been on my board at Many Pets for the vast majority of that time.

45:40A really thoughtful, interesting investor. And I'm really intrigued by this possibility. And together with Nick, we've kind of started kicking about the idea of what does this look like? We alight on the idea that secondaries is the space where we want to put our intentions. And we start building a capability in that space and thinking hard about what kind of businesses and where are you going to fundraise for because we've got to fundraise for a fund. I've done a lot of fundraising over many years by this point, but I've never fundraised for a fund. And out of the blue, Malton approach us and say, look, we hear that you're doing this.

46:19Why don't you come and do this for us? We'll cornerstone the fund. We'll give you the capability. We'll give you access to our enormous database of companies. They have a huge, an enormous investment program in funder funds that, in fact, they invest in over 80 funder funds. No, 3 ,000 companies, which are all really fascinating companies that we would want to be able to pick into and look at. Do we want to do secondaries in any of those? And for me, secondaries is a really interesting space. It's something I used a lot at Many Pets, and it's just not talked about very much.

46:50Alex Chisnall:In fact, when I was at Many Pets, I didn't talk about it much. so excuse me so you're a you're a long-term employee um you know we were not big payers right like let's be super clear about that we had a kind of acceptable employment package but nothing nothing to write home about yeah but but people have options and i need them to see that there is value in those options and so what we did was over a period of time we allowed people to sell a small portion of their options at a small discount to the prevailing share price but this created material value in the hands of these employees. And using, you know, I said to you, we talked about retention and retention is clearly important for a business.

47:34And if consumers, sorry, if employees really see the value in their stake in the business, they want to stay and do everything they possibly can to increase that value and perhaps to get more options for the future. So this is kind of a core part of driving retention level, you know, to your comment before about finding the you know finding and retaining the best staff how do i hang on to these great senior individuals yeah and and secondaries is a great way a really fabulous way for people to really see material value in staying yeah yeah um and so we did a lot of it um and we made material difference to people's lives which you know frankly even to this day wakes makes me well up when i think about some of the impacts we had on some individuals who really didn't have very much they were working because they needed to work yeah but outside work they didn't have you know like they were struggling economically we helped a single mother buy her first home we helped somebody whose child was very it was very sick move closer to a place where they could get proper treatment you know we did some really interesting things at this point with secondaries and and of course we just helped people to you know pay down their mortgages over time if you've been a long-standing long-serving member of our staff why why shouldn't you be able to do that yeah um and so the power of secondaries is fantastic and i think it's really

48:54Alex Chisnall:like it's just not known it's not i mean how does it differ from um to see like an old client of mine um if the nazir from vested with like their company share schemes how would it differ to that for those who like the uninitiated listening so so this would be you know so somebody has their options listed on vested uh for example which which lateral uses um and um yeah once we were the process we had at many pets was that for fully vested tranches of options we allow people to sell down 15 of them at a 15 discount prevailing price got it okay um and so we're not giving them we're not telling them to sell everything because we don't want them to sell everything we want to stay and yeah yeah exactly but we're showing them if 15 is worth this like what must the remaining 85 be worth um and so this is really about helping people to understand what the value of of options is worth because otherwise they're just i mean you know very famously one of our very senior tech guys nick snell once said to me i see them as magic beans i don't really understand what they are like sometimes they have value but like well how do I think about this yeah um and um and so for me this is really about um thinking hard about enabling individuals to see value in staying for companies and secondaries does a lot of that and at the same it's true for investors too so you know if you are someone who backs early stage businesses you should have an out yeah right your out should not have to be to wait 10 12 15 years yeah and how do you like what's the future that hold for you um with regards to like how do you divide up how much time in a week you're gonna you're gonna spend you've been at malton what three months i think you said yeah exactly yeah and this podcast we're going out in a couple of weeks so three three and a half months yeah how do you um see things like with lateral and malton how you're gonna kind of plan your week and obviously like your travel cycling what was a future kind of hope for you we should probably not talking about cycling um the i mean i have my set days for doing different things but i'm flexible and and and critically transparency is important so you know you know both laura and malcolm and nick know that i divide my time in this way yeah um and and i'm really keen that they both sorry all three of them really understand that um and you know i pick up the slack and i'll do whatever is necessary to make sure that no one's thinking where is steven why is he not doing this yeah we've got to make it work for you and it keeps keeps you interested in it and excited right yeah um to round off this before we get to the quickfire round um let me ask you what yeah what would you that we talked a little bit about how different things were 10 or 12 years ago when there was nothing available in the way of support or actually finding out who's actually interested in investing in a particular sector there's nothing like that out there right for somebody who's starting up today um what advice would you give somebody so so firstly unhelpfully for you i'm going to tell you it's not for everybody yeah no um yeah and one of the things that i think is an important piece to understand is that and you'll have heard some of this in my language, the responsibility is significant.

52:23And you have to be able to wear that lightly. You have to be able to go home, be with your family and then sleep at night. And if you don't think that you're going to be able to do that because you're worrying about payroll, you're worrying about customers, you're worrying about regulators and you're worrying about investors, this may not be for you. And so I think it's, you know, you know i'm not sure it's a piece of advice it's more like just understand who you are as a person and work out whether this this process this lifestyle works for you or not um you know i am somebody who wears responsibility lightly that doesn't mean i i ignore it but i'm i'm aware of it um and i try very hard to create a balance you know we we've now talked about cycling twice in in one minute but but i think you're doing things for yourself like finding time for yourself like in finding time for your friends or your family or like whatever else you want to be getting up to that is outside of work so that you can have perspective you can you can step back and and step out from time to time this feels really important yeah and so i think that's my overarching comment here that you know you may have a really compelling idea but you may not be the person that brings that compelling idea to fruition.

53:46Alex Chisnall:Yeah, no, I like that indeed. Quick wire round to finish. First thing that comes into your head, short and sweet. You might have had a look at these questions. What is an entrepreneur? So, I mean, like there's a flippant answer about what's an entrepreneur is like somebody who's a bit foolish or somebody who doesn't kind of think about things carefully. I think it's somebody who understands risk and how to take it. and that's how I think about it and whether that's on your own tab or somebody else's I think that's I think that it's about it's something in the risk space I think for me it just helps people to have perspective on what they're stepping into it isn't really about having a great idea I think most people have got great ideas from time to time you know for me also part of being an entrepreneur and with apologies to my family because they know this wherever I go I see problems that need solving yeah um and i spend my entire life looking at problems and and wanting to solve them whether that's uh thames links inability to run a single train on time or or kind of local community events that need to be better run i that that for me is about an entrepreneurial mindset i love that um and a scale-up business what is a scale-up business I think a scale-up business is where you've understood what your product is, you know what your target market is, and now you're going to go bring these two things together at meaningful volume.

55:14Alex Chisnall:Yeah. In a way that really makes the economics seem compelling and interesting. And you do that at scale, at meaningful amounts of money and numbers. Okay. we've had a little while to think about this one um pick one song that reflects so this is this is a hard question because music is a really fundamental part of my life and my family's life yeah um and i struggled enormously uh with this question so you don't know how i'm going to answer it right so no idea what the why is right why have you picked this um so i mean there were some flippant answers like the long and winding road by the beatles or you know my way or that's life both of those by frank sinatra yeah um but that but i mean although clearly all great songs um it doesn't give you a bit of a sense of of of my attitude to cheekiness like i really think it's important i haven't told you that i think being entrepreneurial is also about being a bit cheeky um um a bit like having chutzpah really like like doing things a little bit differently so I'm going to pick always look on the bright side of life very good um and and why is that I mean I think there's something about like whistling along even when you're being punched in the face that's a great image um I think there's something about optimism but not naive optimism um there's something about persistency there's something about resilience there's something about purpose um there's something about perspective um so i don't know that that's my answer uh please don't ask me to whistle or sing it that's a good um and and clearly my favorite line has uh has has got some swearing in it and i think swearing is a very important part of life too so so that also appeals to me very good very good um last question again you You can come back to me on this one, as most people do.

57:18Alex Chisnall:But having been on the show, anyone you know who's got a really good Screw It, Just Do It story that you'd think would be a good guest. I'm very happy to give you some names. Amazing. I spent a lot of time with entrepreneurs. Yeah. Delighted to do. That would be awesome. I really like supporting entrepreneurs and helping them. So I have a long list of people that might be interested to you. Okay. Very happy to do that for you. Amazing. Stephen, thank you very much indeed. Alex has been a delight. Thank you very much. If this conversation resonated with you, don't just sit there, act on it. Make sure you follow or subscribe for more game-changing conversations.

57:51Alex Chisnall:And remember, the only thing standing between you and your business breakthrough is the decision to screw it and just do it.

From the publisher

Steven Mendel built ManyPets from an idea into one of Europe's leading pet insurance businesses. But this episode isn't about insurance. It's about finally backing yourself. After years building successful businesses inside large organisations, one conversation with his wife changed everything. She gave him one year.


In this episode, Steven discusses:


  • Why he left corporate.

  • The conversation that changed everything.

  • The three times ManyPets nearly failed.

  • Why becoming a unicorn didn't matter.

  • Building an irresistible employer.

  • Starting again with Lateral.

  • Why it's never too late to reinvent yourself.


🎧 This episode is powered by Molten Ventures, a leading European venture capital firm backing ambitious founders from seed through growth. 👉 Find out more at moltenventures.com


🎟️ Join us at the Festival of Entrepreneurs, November 3–4 at NEC Birmingham 👉 www.festivalofentrepreneurs.co.uk

More from Screw It Just DO It with Alex Chisnall

All 134 episodes
My Wife Gave Me One Year... We Built a UnicornScrew It Just DO It with Alex Chisnall · 58 min
Listen in VO