Three listeners, three very different financial dilemmas, but all connected by the same underlying question: What do I do when life doesn’t follow the plan?
In this Q&A, we tackle three high-stakes money decisions. A post-divorce real estate leap overseas. A retiree with a suddenly swollen portfolio. And an investor questioning whether smarter returns cost them legal protection.
These aren’t textbook scenarios with clear-cut answers. They’re real situations where the right financial move depends as much on psychology, relationships, and life circumstances as it does on the numbers. Let’s dive in.
Listener Questions in This Episode
Anonymous asks: My brother-in-law just went through a divorce and came back from a Mexico vacation convinced he should sell everything, move there, and buy a 3-unit Airbnb property for 11.5 million pesos (roughly $575,000 USD). He’s never owned or managed a rental before, and he’s partnering with a friend who’s also a rental newbie. What unique considerations apply to buying rental property in Mexico versus the U.S., and how can I be supportive while helping him avoid jumping in over his head?
Marianne asks: I’m 66, retired, and living off Social Security plus dividends and interest from my investments. My IRA has doubled in the last year and a half, and I don’t know how to handle this massive growth. Should I sell my ETFs and move to cash to live off interest, or should I reinvest into different ETFs? I haven’t touched the principal yet—just living off the income.
Brandon asks: In a recent episode, you mentioned that 401(k)s have stronger legal protection than IRAs in the event of a lawsuit. Does this mean I should never roll over old 401(k)s into IRAs? I’ve already rolled over two 401(k)s in the past—was that a mistake? I just left another job and I’m hesitant to roll that 401(k) into my IRA after hearing this.
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Key Takeaways
When someone you love is making an impulsive financial decision during an emotional time (divorce, job loss, major life transition), the best support often means asking questions that help them slow down and think through the decision, not blocking them or telling them what to do.
Buying rental property in a foreign country adds layers of complexity including property rights restrictions, financing challenges, currency risk, tax implications in both countries, language barriers, and remote management difficulties—all of which compound when you have no rental experience.
When your portfolio experiences unexpected growth in retirement, resist the urge to immediately lock in gains by moving everything to cash—you still need growth to outpace inflation over a potentially 30+ year retirement, and selling winners triggers unnecessary taxes.
The decision to stay invested or move to cash should be based on your overall asset allocation and whether your portfolio still matches your risk tolerance and timeline, not on whether the market has recently gone up or down.
401(k)s receive unlimited federal protection from creditors under ERISA, while traditional and Roth IRAs have only $1,512,350 in federal bankruptcy protection (as of 2024, adjusted for inflation every 3 years)—however, state laws vary widely on IRA creditor protection outside of bankruptcy.
Resources
Chapters
Note: Timestamps are approximate and may vary across listening platforms due to dynamically inserted ads.
(0:00) Introduction
(2:26) Anonymous’s Question: Should my brother-in-law buy a rental in Mexico?
(6:00) How to support a loved one making a risky financial decision
(14:15) What you need to know about buying a property (anywhere)
(24:36) Tax implications of owning foreign rental property
(26:40) Legal risks and landlord-tenant laws in Mexico
(31:58) Marianne’s Question: My IRA doubled — now what?
(32:52) Should you sell, hold, or rebalance after major portfolio growth?
(42:20) Brandon’s Question: 401(k) vs. IRA lawsuit protection
(46:48) When rolling over a 401(k) into an IRA could be a mistake
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