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He Lost Everything in 2009, Now He Funds Billion-Dollar Lawsuits
Episode 15521st September 2026 • Truly Passive Income • Truly Passive LLC
00:00:00 00:45:19

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Patrick Grimes lost everything in a speculative deal before the 2009 crash, rebuilt as an engineer, and now manages a diversified portfolio spanning apartments, litigation finance, and medical receivables that perform regardless of stock market cycles.

Patrick Grimes is the founder and CEO of Passive Investing Mastery and a former robotics engineer who learned the hard way that concentrating in one asset class can be devastating. After losing his first investment ahead of the 2009 crash, he rebuilt by studying how the wealthy allocate capital across non-correlated industries. Today, Patrick finances contingency-fee law firms and medical practices, earning secured returns that behave nothing like real estate or equities. His thesis centers on three filters: recession resilience, non-correlation, and insulation from AI disruption. He explains how lending against a law firm's settled case portfolio or a medical practice's insurance receivables can deliver mid-teens to mid-twenties returns from a senior secured position. For high-income professionals already invested in real estate, Patrick Grimes offers a compelling framework for true portfolio diversification beyond familiar asset classes.

Chapters

  • [0:00] Cold open
  • [2:06] Engineer to investor
  • [5:53] Leaving engineering behind
  • [8:05] Scaling to 3,000 units
  • [11:14] Non-correlation explained
  • [15:22] Litigation finance basics
  • [18:06] Camp Lejeune case study
  • [20:58] Mass torts explained
  • [25:16] Medical receivables
  • [28:30] Returns for investors
  • [35:25] The AI disruption test
  • [40:51] One passive step a day
  • [43:35] The book offer

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