How To Get Rich Buying Boring Cashflow Businesses

About this video

Shaan discusses Enduring, a permanent equity fund founded by Sieve and Xavier that acquires small boomer-owned businesses that lack family succession plans. He explores the massive opportunity in the ‘messy middle’—businesses too small for traditional PE but too large to ignore—and recounts his own investment experience with the firm, including how their commitment to honoring an advisory agreement motivated his ongoing involvement.

Key takeaways

• Shaan identifies a major market opportunity: thousands of boomer-owned businesses want to exit but their children don’t want to take over, leaving them too small for large PE firms but valuable enough to acquire and hold long-term
• Shaan invested $200,000 in Enduring and was offered matching advisory shares; founder Xavier honored the full amount despite the unexpected size, which motivated Shaan to deliver exceptional value in return
• Shaan claims Enduring has grown from $2M starting equity to nearly $100M in acquired business equity, with current revenue estimated between $25-50M, suggesting his early investment may have appreciated 20x in valuation

Episode details: published March 29, 2022 · 49K views · 5:21 long. Summary written by Self Growth Videos from the episode itself. The business ideas, figures and results discussed are the hosts’ and guests’ own claims, shared as brainstorming and entertainment — not verified facts and not investment advice.

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