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#74 The Deal Maker - Play Nice, But Win with Serial Entrepreneur Phil Hollingdale

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Manage episode 504360588 series 3364430
Content provided by Alan Smith. All podcast content including episodes, graphics, and podcast descriptions are uploaded and provided directly by Alan Smith or their podcast platform partner. If you believe someone is using your copyrighted work without your permission, you can follow the process outlined here https://podcastplayer.com/legal.

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What does it take to risk everything — your home, your family’s security, and even walk away from a million-pound payday — in pursuit of something bigger?

In this episode of The Bulletproof Entrepreneur, Phil shares the raw truth behind decades of building, selling, and reinventing businesses. From sleeping on an office couch to securing one of the UK’s biggest fintech exits, his journey is a masterclass in risk, resilience, and relentless drive.

We also get into the tough questions:

  • Why most startups never make it — and what separates those that do.
  • How policy decisions can shape the future of entrepreneurship in Britain.
  • The one skill that underpins every business success.

This isn’t a story of overnight wins. It’s a story of calculated gambles, painful setbacks, and bold moves that paid off in ways few would dare imagine.

Resources:

This podcast is produced by GR Media
Sponsored by Capital Asset Management

  continue reading

76 episodes

Artwork
iconShare
 
Manage episode 504360588 series 3364430
Content provided by Alan Smith. All podcast content including episodes, graphics, and podcast descriptions are uploaded and provided directly by Alan Smith or their podcast platform partner. If you believe someone is using your copyrighted work without your permission, you can follow the process outlined here https://podcastplayer.com/legal.

Send us a text

What does it take to risk everything — your home, your family’s security, and even walk away from a million-pound payday — in pursuit of something bigger?

In this episode of The Bulletproof Entrepreneur, Phil shares the raw truth behind decades of building, selling, and reinventing businesses. From sleeping on an office couch to securing one of the UK’s biggest fintech exits, his journey is a masterclass in risk, resilience, and relentless drive.

We also get into the tough questions:

  • Why most startups never make it — and what separates those that do.
  • How policy decisions can shape the future of entrepreneurship in Britain.
  • The one skill that underpins every business success.

This isn’t a story of overnight wins. It’s a story of calculated gambles, painful setbacks, and bold moves that paid off in ways few would dare imagine.

Resources:

This podcast is produced by GR Media
Sponsored by Capital Asset Management

  continue reading

76 episodes

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