How to Build a $200M Portfolio Outside the Stock Market | Mathew Owens

Mathew Owens is a CPA who quit his corporate job in 2006, got hit by the 2008 crash, lost everything, and paid back every investor before rebuilding from scratch. Today, he's flipped over 1000 houses, raised $200M+ in private capital, lent $500M+ to flippers, and runs a cannabis farm in Maine alongside litigation finance and alternative investment strategies.In this episode, Matt breaks down how he allocates capital across real estate, alternatives, and direct business operations, and why he believes diversification across uncorrelated asset classes is the key to long-term stability. He also shares his CPA-level tax strategies for W-2 earners and high-net-worth investors, including cost segregation, the short-term rental loophole, and why California is the worst state for taxes.🔗 Mathew Owens' 200-Point Due Diligence Checklist: MatthewOwens.comWe cover:How Matt went from CPA firm burnout to flipping 1000+ houses and raising $200M+The mindset shift that got him through losing everything in 2008Why he diversifies across real estate, litigation finance, cannabis, and promissory notesVelocity of money and why redeploying capital fast matters during wealth-buildingHow litigation finance works and why it's uncorrelated to real estateHis 200-point due diligence checklist for vetting sponsors and operatorsTax strategies for W-2 earners: cost segregation, RE professional status, and the STR loopholeWhy California is the worst state for taxes and what you can (and can't) do about itInside the Ellipse cannabis farm: the business plan, team, and growth strategyWhat asset classes excite and concern Matt right now, including AI's impact on real estate