Simon Squibb, an entrepreneur who started 18 companies after overcoming homelessness, shares invaluable insights on wealth and personal growth. He discusses the shift in job landscapes due to AI, emphasizing the importance of understanding one’s values in choosing between entrepreneurship and employment. Simon critiques traditional education for stifling creativity and advocates for a purpose-driven life. He reflects on the emotional complexities of wealth and the necessity of meaningful relationships, pushing for a rethinking of homeownership and urban living.