Real Estate Underground
Real talk from an operator who learned real estate the hard way.
Ed Mathews analyzed 1,100+ deals before buying his first property in 2011. Frozen in fear. He made every mistake, all while traveling 150+ nights a year working for some of Silicon Valley's top companies. 100+ deals later, he shares what actually works and what doesn't.
Each week, Ed brings you candid conversations with experienced operators, investors, and syndicators. No hype. No theory. Just real deals, real lessons, and the street-level intelligence you won't find anywhere else.
You'll hear about:
- Deals that worked (and the ones that didn't)
- What we learned when contractors ghosted and we had to step in
- How to vet opportunities when everyone else is sitting on the sidelines
- Conservative underwriting in markets that punish optimism
- Systems that protect capital when deals go sideways
Whether you're analyzing your first deal or your hundredth, this is the conversation you'd have over coffee with someone who's been there, made the mistakes, learned the lessons and built the track record.
New episodes weekly.
Episodes
The Lazy Investor Who Helped 2,000 People Buy Rental Properties
Riding the Short-Term Lane: Kenny Bedwell’s Data-Driven Journey to STR Riches
AI Arbitrage: Why the Next 12 Months Will Separate Real Estate Winners from the Losers
From Contractor to Mogul: Joao Macavilca's Real-Estate Adventure
Patience Is Profit: Finding Great Deals in Today’s Real Estate Market with Mike Zlotnik
How to Fund Your Real Estate Empire Without a W-2 with Jimmy Rios
From Oil Fields to Real Estate Empires with Casey Gregersen
Solving Affordable Housing Through Co-Living with Sam Wegert
Non-Correlated Investments: Protecting Your Wealth When Markets Crash with Patrick Grimes
Billion-Dollar Tax Savings: A Conversation with the Tax Goddess
Building Wealth Without Feeding the Tax Monster with Jason Melillo
Why Self-Storage Outperforms other Real Estate Assets Even in the Worst Market Cycles with Joe Downs
From Active Investor to Private Equity Fund Manager: Lon Welsh's Evolution
Car Washes, Flex Industrial, and the Alpha Strategy with John Azar
SPECIAL Beyond the Bank: Why Smart Investors Choose Real Estate Debt Funds
Flex Space: The Hidden Gem in Commercial Real Estate with Alec McElhinny
From Active to Passive: The 1031 Exchange Revolution with Ben Carmona
Beyond Blueprints: An Architect's Journey into Real Estate Investment with Mark Shuler
Building Success One Deal at a Time with Daniel Angel Mejia
You Don't Need To Be Special To Succeed in Real Estate Syndications with Chad Ackerman
The Ladder Against the Wrong Wall: Finding Purpose in Real Estate with Vincent Gethings