Simon Squibb - Founder & Investor | From Homeless Teen to Serial Entrepreneur

➡️ Join 321,000 people who read my free weekly newsletter: https://newsletter.scottdclary.com

➡️ Like The Podcast? Leave A Rating: https://ratethispodcast.com/successstory

Simon Squibb is a Sunday Times bestselling author whose book What’s Your Dream? distills over 30 years of business experience into a concise 2 hour 26 minute guide for aspiring entrepreneurs. As founder of HelpBnk.com, he launched his first venture at age 15 while homeless and later sold his digital agency, Fluid, to PwC in a multimillion-pound transaction. Renowned for his viral London “staircase doorbell” stunt, he’s on a mission to empower 10 million people to kickstart their own businesses through his #GiveWithoutTake street interviews. His message reaches over 14 million followers across social platforms—including 6.8 million TikTok fans with 179 million total likes—making him one of the most influential voices in modern entrepreneurship.

➡️ Show Links

https://www.instagram.com/simonsquibb/
https://x.com/simonsquibb/
https://www.linkedin.com/in/simonsquibb/

➡️ Podcast Sponsors

Hubspot - https://hubspot.com/
Vanta - https://www.vanta.com/scott
Federated Computer - https://www.federated.computer
Lingoda - https://try.lingoda.com/success_sprint
Cornbread Hemp - https://cornbreadhemp.com/success (Code: Success)
FreshBooks - https://www.freshbooks.com/pricing-offer/
Quince - https://quince.com/success
Northwest Registered Agent - https://www.northwestregisteredagent.com/success
Prolon - https://prolonlife.com/clary
Stash - https://get.stash.com/successstory
NetSuite — https://netsuite.com/scottclary/
Indeed - https://indeed.com/clary

➡️ Talking Points

00:00 – Intro
01:37 – Simon’s Ultimate Dream
02:56 – Life-Changing Turning Point
08:24 – Give Without Expecting
16:44 – Can Education Cure Selfishness?
20:38 – Work Hard Without Losing Yourself
25:18 – Sponsor Break
29:10 – Ready to Quit? Start Here
32:57 – Don’t Know Your Dream? Start Here
36:13 – Is It the Right Dream?
45:03 – Watch Who You Listen To
47:20 – Traits of Dream Achievers
50:38 – How to Feel the Struggle (Without Struggling)
52:48 – Purpose Over People Management
55:23 – Get People to Believe in You
1:00:12 – Sponsor Break
1:04:17 – Is Property Still Worth It?
1:20:44 – Investing 101: Where to Start
1:26:48 – Simon’s Final Advice
1:27:47 – Risk That Paid Off Big
1:30:13 – Hard Lesson You Don’t Want
1:31:01 – Hack Your Luck
1:35:05 – One Lesson for His Kids

➡️ Success Story Podcast - Stories Worth Telling

Subscribe & Watch The Full Podcast⁣ - https://www.successstorypodcast.com/

Welcome to the Success Story Podcast, hosted by entrepreneur, business executive, author, educator & speaker, Scott Clary.

On this podcast, Scott has candid interviews with entrepreneurs, celebrities, notable figures, and politicians. All who have achieved success through both wins and losses, to learn more about their life, their ideas, and insights.

He sits down with leaders and mentors and unpacks their stories to help pass those lessons on to others through both experiences and tactical strategies for business professionals, entrepreneurs, and everyone in between.

Website: https://www.scottdclary.com
Podcast: https://www.successstorypodcast.com
YouTube: https://www.youtube.com/c/scottdclary
Instagram: https://www.instagram.com/scottdclary:
Twitter: https://twitter.com/scottdclary
Facebook: https://facebook.com/scottdclarypage
LinkedIn: https://www.linkedin.com/in/scottdclary