Most people hear "debt restructuring" and immediately think bankruptcy, but that's not what we're talking about here. This episode is about reshuffling your debt stack in a way that frees up cash flow, takes advantage of interest arbitrage, and gets you to your goals faster. We walk through how rethinking which debts get your extra dollars — based on deductibility, interest rates, and after-tax cost — can save you thousands every year and unlock breathing room.

Key moments:

(01:32) Deductible debt vs. non-deductible debt, and how mis-prioritizing payments can work against you

(06:43) The math behind why paying a 5% student loan is equivalent to a risk-free 8-9% return

(11:50) Why inflation can actually benefit debt-holders with significant assets

(13:56) Restructuring mortgage debt near retirement to delay Social Security and maximize benefits

(17:17) When it's okay to ignore the math: behavioral finance and the psychology of debt payoff

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