đź“„ Summary:
In this episode of Generations of Wealth, Derek Dombeck sits down with financial advisor and entrepreneur coach Brian Herriot to discuss the concept of time freedom—structuring your work and finances to create a flexible lifestyle now, rather than waiting for traditional retirement. Brian shares his personal journey from chasing early financial independence to designing a life where he works on his own terms, spends summers in Wisconsin, and helps entrepreneurs, especially small business owners, create similar freedom. The conversation dives into practical steps, mindset shifts, and the balance between work you love and the time to enjoy life.
âś… Key Takeaways:
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Time freedom ≠financial freedom – It's about flexibility, not quitting work entirely.
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Three components: Lifestyle expenses, savings/investments, and flexible work income.
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Chunking & shifting work – Block your work into focused periods so you can take extended breaks.
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Leverage support – Even small businesses benefit from virtual assistants to free up time.
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Mindset shift – Stop equating success with constant hustle; align work with seasons of life.
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Creative scheduling – Entrepreneurs can design their calendars for balance without losing income.
đź’¬ Relevant Topics Discussed:
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Difference between financial freedom and time freedom
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Structuring work for extended time off
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Using the Time Freedom Calculator
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The role of mindset in letting go of control
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Building lifestyle businesses vs. scaling for venture capital
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Applying time freedom principles to real estate agents and investors
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The upcoming book Time Freedom (April 8, 2026)
🎧 Why You Should Listen:
If you're an entrepreneur, small business owner, or professional stuck in the "always-on" grind, this episode will show you a proven, realistic way to reclaim your time without sacrificing income. You'll leave with actionable strategies and a fresh perspective on how to design your life now—not decades from now.
⏱ Time StampsÂ
00:00 – Derek's intro & Generations of Wealth mission
02:00 – Brian's Wisconsin roots & life split between CA and WI
05:30 – Defining "time freedom" vs. financial freedom
10:15 – The Time Freedom Formula explained
15:40 – Working with small business owners & lifestyle businesses
20:25 – Overcoming the control barrier with assistants
25:10 – Chunking and shifting work to create extended breaks
30:00
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