Chew the Fat The Man Who Asks “What’s Your Dream” - Built 19 Companies (Runs one worth $100M Company), Watch This Before Starting A Business! - Simon Squibb
Aug 18, 2025
Simon Squibb, a serial entrepreneur and investor who has built 19 companies, shares his insights on pursuing dreams. He believes the commonly cited statistic that 90% of businesses fail is misleading. Squibb advocates for homeschooling, emphasizing a child-led, community-oriented approach to education. He discusses how platforms like TikTok can revolutionize learning by aligning with personal interests and making education more engaging. With a mission to connect people and inspire change, he encourages embracing dreams and seeking help in innovative ways.
AI Snips
Chapters
Books
Transcript
Episode notes
Street Interviews As Human Research
- Simon Squibb conducts street interviews to understand why people don't follow their dreams and to build empathy.
- He uses these human surveys to identify systemic education failures and inspire change.
Child-Led Community Homeschooling
- Consider community-led, child-led homeschooling to preserve curiosity and tailor learning to interests.
- Reverse-engineer learning from hobbies so children naturally ask questions linking to wider subjects.
Teach Where Learners Already Are
- Go where people already learn, like TikTok and YouTube, and put good educational content there twice daily.
- Use free, accessible short-form content to scale alternative education outside schools.
