23mile is the podcast for founders who want to know what it actually takes to scale, exit and survive everything in between. Featuring founders who've done it, from bootstrapped operators scaling to seven figures to venture-backed teams navigating boards, preference stacks and the pressure to grow at all costs. Plus the experts on the other side of the table. Exit negotiations, cap tables, founder economics, go to market, due diligence, fundraising and all the stuff that keeps founders up at night.Hosted by Kayode Odeleye, former investment banker and tech founder turned investor
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What is 23mile Podcast | Founder Exits, Scaling & All the Hard Bits?
23mile Podcast | Founder Exits, Scaling & All the Hard Bits is a business podcast hosted by Kayode Odeleye, with 22 episodes on record and a Required Pod Score of 80. PitchCentric scores this show on Booking Probability, Listen Score, and live audience signals refreshed every 24 hours.
About the host
Kayode Odeleye hosts 23mile Podcast | Founder Exits, Scaling & All the Hard Bits, a business show with 22 episodes published.
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Episode #22
It is f**king fun: HOW Jess accidentally founded a startup, scaled and exited to a public company
Jul 30, 20261h 11m
Jessica Christiansen-Franks calls entrepreneurship f**king fun, and she's one of the rare founders who actually made it to an exit. Only 2% of startups ever get acquired for enough to return capital to investors and be worth the trouble. This is the story of one that did. In 2025, eight years after founding, Neighbourlytics had 20 buyers interested in acquiring the company. REA Group, a global proptech giant listed on the ASX, won. It was a fitting end to a journey that started ten years earlier, when Jess met Lucinda during her masters and ended up working for her in the non-profit Lucinda ran. Their close working relationship, including Jess running the company while Lucinda was on maternity leave, led to the two of them accidentally founding a startup. They'd gone to pitch at what they thought was a grant competition. When they won $100k, they had to register a limited company to claim the award, and Neighbourlytics was born. In this episode we cover: How she accidentally founded a startup by entering the wrong competition Why she killed $1.1M of revenue to force a pivot the board was scared of How she ran the sale, and why you hire advisors even for a small deal How she timed the exit to the AI shift that tripled the valuation Why she turned down VC money that would have pushed her into advertising Guest: Jessica Christiansen-Franks, now Managing Director at the Wade Institute of Entrepreneurship. Follow 23mile so you don't miss the next one. 23mile.com/podcast
23mile Podcast | Founder Exits, Scaling & All the Hard Bits
4-Years without a salary: How Jinesh Vohra Built Sprive into a Top UK Finance App
Jun 9, 20261h 6m
Jinesh Vohra spent fourteen years at Goldman Sachs, then left to build Sprive. He raised £240,000 on a PowerPoint, didn't pay himself for four years, and built the wrong product first. Today Sprive is at £12m ARR with 160,000 homeowners on the app. He's backed by three Dragons after his Dragons' Den pitch in February, and Sprive was the most downloaded financial app in the UK that week, ahead of Revolut, Monzo and Trading 212. In this conversation he covers leaving a well-paying job, validating an idea while still in your day job, raising across many rounds, and why he thinks now is the best time to start a business.
15-Year Overnight Success How Amber Bootstrapped a Side Project to an 8-Figure Exit to Philips
May 11, 20261h 10mS0
<p>Most founders start businesses as a means to getting rich so they can retire happy.</p><p>But Amber Vodegel found out at the end of a very rare, successful exit that it's not the case.</p><p>In her words: "I can guarantee you money brings zero happiness."</p><p>She bootstrapped Pregnancy+ to 12 million users which culminated in a sale to Philips in an 8 figure deal, with her still owning almost 100% of the company.</p><p>It wasn't all smooth sailing as her first app with a friend fell apart, and she had to work Pregnancy+ as...
Why Your Exit Strategy is Your Best Fundraising Tactic: Charlie Fletcher, Mischon De Reya
Apr 23, 202650 minS0
<p>Charlie Fletcher advised on over 100 M&A and fundraising deals in 2025 as Partner at Mishcon de Reya.</p><p>In this episode, he explains how to run exit conversations while fundraising without killing your round, the legal mistakes that destroy founder economics even when deals close, and how to model your exit waterfall at each funding round so you understand what you'll actually make at different valuations.</p><p>You'll also learn why £20M+ growth rounds became harder to access after 2021, how to position dual-track strategy to boards that resist it, and why 85% of VC-backed exits happen through M&A...
23mile Podcast | Founder Exits, Scaling & All the Hard Bits
How to Raise Venture Capital and NOT Destroy Your Startup: Lessons from an Ex-VC
Apr 1, 202653 minS0
<p>The wealthiest people Kiran knows never raised venture capital. </p><p>They built businesses, owned 80-90% of the equity, and exited for 7-8 figures.</p><p>Kiran Mehta spent four years as a VC at Mercia Ventures.</p><p> He invested in 11 companies, sat on every board, and reviewed thousands of pitch decks. </p><p>Then he walked away to work directly with founders through Catenae Advisory.</p><p><br></p><p>In this episode:</p>Why the wealthiest founders he knows never took VC moneyThe maths VCs won't show you: why your exit needs to be £500m+Why s...
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