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23mile Podcast | Founder Exits, Scaling & All the Hard Bits

Hosted by Kayode Odeleye · business · EN · 24 episodes

Audience: 3

About this Podcast:

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

Pitch Analysis

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Contact path

Verified email

Booking probability

31%

Guest openness

Selective

Verified email on file
80/100
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Questions about 23mile Podcast | Founder Exits, Scaling & All the Hard Bits

What is 23mile Podcast | Founder Exits, Scaling & All the Hard Bits about?

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.

Who hosts 23mile Podcast | Founder Exits, Scaling & All the Hard Bits?

23mile Podcast | Founder Exits, Scaling & All the Hard Bits is hosted by Kayode Odeleye. The show has published 24 episodes to date.

What has 23mile Podcast | Founder Exits, Scaling & All the Hard Bits covered recently?

Recent episodes include "How Raspberry Pi became the UK's best-selling computer, and a billion-pound public company" (17 September 2026, 59 minutes), "It is f**king fun: HOW Jess accidentally founded a startup, scaled and exited to a public company" (30 July 2026, 71 minutes), and "4-Years without a salary: How Jinesh Vohra Built Sprive into a Top UK Finance App" (9 June 2026, 66 minutes).

How often does 23mile Podcast | Founder Exits, Scaling & All the Hard Bits publish?

23mile Podcast | Founder Exits, Scaling & All the Hard Bits publishes roughly monthly, with episodes averaging 55 minutes across 24 episodes.

How hard is it to get booked on 23mile Podcast | Founder Exits, Scaling & All the Hard Bits?

Booking probability for 23mile Podcast | Founder Exits, Scaling & All the Hard Bits is 31%, and the host is rated Selective on guests. 23mile Podcast | Founder Exits, Scaling & All the Hard Bits requires a Pod Score of 80 or higher. 23mile Podcast | Founder Exits, Scaling & All the Hard Bits's contact route on record: verified email.

Who should pitch 23mile Podcast | Founder Exits, Scaling & All the Hard Bits?

The strongest fits for 23mile Podcast | Founder Exits, Scaling & All the Hard Bits are Business & Management Consulting. 23mile Podcast | Founder Exits, Scaling & All the Hard Bits has a business audience.

About the host

Kayode Odeleye hosts 23mile Podcast | Founder Exits, Scaling & All the Hard Bits, a business show with 24 episodes published.

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Recent episodes

Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.

  • 23mile Podcast | Founder Exits, Scaling & All the Hard Bits

    How Raspberry Pi became the UK's best-selling computer, and a billion-pound public company

    Sep 17, 202659 min

    Liz Upton co-founded Raspberry Pi in 2008 and spent 14 years building the community that turned a Cambridge prototype into the best-selling British computer of all time. On launch day in February 2012, they had 2,000...

  • 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...

  • 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...

  • Episode #20

    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...

  • Episode #20

    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...

View More
  • 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...

  • Episode #17

    From High-Earning Professional to Failed Tech Founder - The Gung Ho Propaganda | James Green

    Mar 3, 202657 minS0

    <p>James Green lost $3 million falling for the gung ho propaganda of the tech world. He describes the end of his startup as a period of grief that took 18 months to process. In this episode, James breaks down why Scaled...

  • Episode #16

    From Failed YC Fundraise to Life-Changing Exit | Matt Williamson

    Feb 19, 202654 minS0

    <p>Matt Williamson and his co-founder James targeted $1.5M for their seed round during YC Demo Day. They walked away with just $750K.</p><p>At the time, it felt like failure. A year later, Matt realised it was the best...

  • 23mile Podcast | Founder Exits, Scaling & All the Hard Bits

    Want to Raise VC? Here's What LPs Actually Look For | Sion Evans

    Feb 3, 20261 hourS0

    <p>Most founders don't understand how venture capital actually works. Sion Evans does. He sits at the top of the capital stack, picking the VCs who pick the founders.</p><p>Sion is Managing Director at VenCap, a...

  • 23mile Podcast | Founder Exits, Scaling & All the Hard Bits

    No Pretty F*cking PowerPoints: How Rachel Sold for £13.3m in 1,000 Days

    Jan 20, 20261h 3mS0

    <p>"Give me 50% of the shares and we'll get this thing sold for eight figures within five years."</p><p>That was Rachel Murphy's pitch when she joined a small recruitment firm in 2017. Most people would call it...

  • 23mile Podcast | Founder Exits, Scaling & All the Hard Bits

    I'm Retiring at 40: How Lloyed Lobo Turned Community Into a Life-Changing Exit

    Jan 6, 202659 minS0

    <p>For 10 years, Lloyd Lobo told his wife the same thing: "I'm retiring at 40." She thought he was delusional. He'd already burned through $6M on failed ventures.</p><p>But Lloyd understood something about neuroscience...

  • 23mile Podcast | Founder Exits, Scaling & All the Hard Bits

    Zombie Startups: How Losing a $1B Fintech Platform Inspired a Contrarian Bet on VC Failures

    Dec 4, 202551 minS0

    <p>Krista Morgan built a fintech company that processed $1 billion in transactions and scaled to $10M in revenue. Then it collapsed in 90 days due to fraud. Instead of walking away, she turned that painful experience...

  • 23mile Podcast | Founder Exits, Scaling & All the Hard Bits

    From £1,000 to Over £1Million: How Sally Wynter Bootstrapped MUHU to an Exit in 5 Months

    Nov 13, 202544 minS0

    <p>Sally Wynter achieved what most founders only dream of. Remarkably, she did it without connections, capital, or a single penny spent on advertising.</p><p>Growing up on free school meals in North London, Sally had to...

  • 23mile Podcast | Founder Exits, Scaling & All the Hard Bits

    How Eric Peck Piloted Swoop to a $100m Offer, Crashed, and Took Off Again

    Oct 28, 20251 hourS0

    <p>He raised $30M. He got a $100M acquisition offer... and turned it down.</p><p>When a second M&A deal that could have saved his company was rejected by the board, it crashed.</p><p>But like a true pilot, Eric managed...

  • 23mile Podcast | Founder Exits, Scaling & All the Hard Bits

    Building a Company That Gets a Buyer Excited: The Private Equity Playbook

    Oct 21, 202548 minS0

    <p>What does it mean to build a startup that "can sell, but doesn't have to"?</p><p>This week, we sit across the table from David Czarny, a private equity buyer who's closed 10 software acquisitions. Unlike VCs hunting...

  • Episode #8

    From Wall Street to 2x Exited Founders: How these Siblings Built and Sold the Same Startup Twice

    Sep 9, 202544 minS0

    <p>What happens when your startup gets shut down right after a life-changing exit? You buy it back and sell it again.</p><p>Former Wall Street analyst Ziyaad Ahmed shares the wild story of building Spotii—the Middle...

  • 23mile Podcast | Founder Exits, Scaling & All the Hard Bits

    Gaming the System: An M&A Banker's Playbook for Engineering the Perfect Exit | Mike Bank

    Sep 2, 202548 minS0

    <p>Mike Bank once quit his high-paying M&A job at Citibank. When his boss asked why he was leaving, his answer was an epic: "I have no idea." That leap into the unknown was the start of a career built on a powerful...

  • Episode #6

    Edwina Sharrock: The Midwife Who Delivered Her Own Life-Changing Startup Exit

    Aug 19, 202556 minS0

    <p>Edwina Sharrock’s founder journey is a powerful lesson in trusting your gut and taking control. After appearing on Shark Tank Australia and securing a deal, she made a bold move. She rejected it. </p><p><br...

  • 23mile Podcast | Founder Exits, Scaling & All the Hard Bits

    From DJ Decks to Seven Figure Exit: Scaling a Tech Startup With the Help of a Six-Pack

    Aug 12, 202549 minS0

    <p>After his dream restaurant was crushed by a corporate giant, Dhilon Solanki hit rock bottom. His response? A six-month fitness journey that forged a level of discipline so powerful, it convinced a board on the other...

  • 23mile Podcast | Founder Exits, Scaling & All the Hard Bits

    From Teenage Founder to Scaling a $250M Business: Dan Schiffman on Building, Exits, and Pivots

    Aug 5, 202543 minS0

    <p>Dan Schiffman founded his first tech startup at 15, almost 25 years ago. </p><p><br></p><p>Since then, he has built a playbook that covers every stage of the founder journey: bootstrapping an e-commerce startup to a...

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