Ep 530 $40M for a Big Fish in a Small Pond

Ep 530 $40M for a Big Fish in a Small Pond

Author: John Warrillow January 23, 2026 Duration: 57:12

Nick Telson-Sillett and his co-founder built what you could call "OpenTable for bars and nightclubs" in the UK. 

Instead of chasing the US (the move most founders are told to make), they went big fish, small pond: dominate their home market first. That focus helped them build DesignMyNight into a business that sold for more than $40M. 

In this episode of Built to Sell Radio, Nick shares what happened, so you discover how to: 

  • Turn one clear customer frustration into a business idea you can explain fast 

  • Choose focus over hype when everyone tells you to chase the biggest market 

  • Set a "financial freedom" number and use it to make cleaner decisions 

  • Run a sale process without tipping off competitors too early 

  • Negotiate an earn-out tied to revenue so the targets stay in your control 

  • Plan for the morning after the deal, when your identity gets reset 


For any entrepreneur, the idea of selling the company they've built is both a daunting prospect and a potential pinnacle of success. Built to Sell Radio, hosted by John Warrillow, steps into that complex space with a clear, practical focus. This isn't about abstract theory; it's a weekly conversation grounded in real experience. Every episode features a different founder who has recently navigated the sale of their business. The discussion goes straight to the heart of the matter: understanding the personal and strategic reasons behind the decision to sell. Listeners get an honest breakdown of what worked, from preparation and valuation to negotiation, and perhaps more importantly, the unforeseen pitfalls and mistakes made along the way. It’s that candid post-mortem, the lessons learned in the trenches of a transaction, that provides unparalleled value. By compiling these firsthand accounts, the podcast builds a comprehensive library of exit strategies and cautionary tales. Tuning in feels like gaining access to a private mastermind, where seasoned entrepreneurs share the unvarnished truth about cashing in their life's work. If you're contemplating your own eventual exit, this series offers the nuanced, peer-to-peer insights you need to think like a buyer, protect your interests, and ultimately, build a business that is truly desirable. Built to Sell Radio serves as an essential guide, transforming the opaque process of selling a business into a clearer, more manageable journey.
Author: Language: English Episodes: 100

Built to Sell Radio
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