23mile Podcast
23mile Podcast
Podcast Description
Your startup has survived the early, unpredictable days and you're now wondering: what's next?
23mile is your guide to the massive opportunities and complex challenges founders face when scaling up. We focus on the game-changing moves that define a company's legacy: mastering growth, navigating mergers and acquisitions, and overcoming the obstacles that stand between you and the next level.
Each week, hear the hard-won wisdom from the founders, investors, and deal-makers who have built, bought, and sold companies for a living.
Podcast Insights
Content Themes
The podcast focuses on significant startup growth topics, including mastering exit strategies, navigating mergers and acquisitions, and facing scaling challenges, with episodes like Yasen Dimitrov's journey to a $100 million exit and Frances Simowitz's management buyout adventure.

Building an enduring company is the true proof of success
23mile Podcast brings you candid conversations with leaders who have gone the distance, sharing unfiltered lessons on scaling their companies, conquering setbacks, and engineering their exits.
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.
But Lloyd understood something about neuroscience: when you repeat something in present tense obsessively, your brain rewires to spot the opportunities that make it real.
In 2020, the wire hit his account. Week of his 40th birthday. Exactly as predicted. He'd built Boast AI to $10M ARR with $0 spent on ads. Community replaced his entire marketing budget.
Then 2 weeks later, he was in the ICU unable to breathe.
In this episode, Lloyd shares the unfiltered story of building, exiting, and nearly dying:
- The manifestation neuroscience that actually worked (not vision boards)
- How pizza nights scaled to $10M ARR with zero ad spend
- The Wizard of Oz MVP strategy that beat KPMG
- Why their first conference literally caught fire
- The brutal health cost of success nobody warns you about
- How his wife rebuilt him from ICU to Ironman fitness
I'd love to say this is a highlight reel but it's not. Lloyd talks about being absent at all 3 of his kids' births, the minority shareholder trap after selling majority control, and the moment in ICU when he realised his kids didn't know him.
From refugee to life-changing exit to nearly dying to transformation.
Real stories about exits, scaling, and the messy stuff that doesn't make it into press releases.

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