47. Buy, Borrow, Die — The Right (and Wrong) Way to Leverage Volatile Assets

Cash Flow Conversations for Founders · Aug 28, 2026 · 31m

"Buy, borrow, die" is one of the most talked-about wealth strategies out there — but done wrong, it can wipe you out completely.

Matt Love and Glenn Yaney open with a true story of a client who turned an IPO windfall into $10 million, leveraged his stock as collateral, and lost it all when the market crashed and the bank called the loan. From there, they unpack what real diversification actually means, why IUL isn't the safe, uncorrelated asset most agents claim, and why whole life insurance can act as a true "bond replacement." They also discuss viewing every loan as an "investor," and why…