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He Has $10M and Can’t Spend It. Here’s Why.

Joe and Big Al spitball retirement planning for high net worth couples: Gary in Pennsylvania is 54 with $10 million, and get this, he still can’t decide whether he can walk away from work, or if he needs to grind out a few more years....

11
AUG
2026
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Roth Conversions, Pension Lump Sums & Annuities: Is Bigger Always Better?

June in Washington State is 62 with $2.5 million saved and a $350,000 pension on the table. Should she take the lump sum or the monthly check for life? (Spoiler alert: there’s a 3-to-1 vote in the studio, and Big Al is the one.) Plus,...

12
MAY
2026
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The Retirement Question Every Couple Asks: Can We Afford It?

“Chase and Ryder” are 56 and 55 with $5 million saved and huge pensions the day they retire. So why are they so nervous about pulling the trigger? “Andy and April” are 46 with $2.4 million saved and 10 years until they want to retire....

21
APR
2026
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How to Beat the “Fire Hydrant” of Future Taxes: YMYW Best of 2025

What actually mattered most to the YMYW audience in 2025? It turns out to be tax-free gains on investments, retirement timing, and claiming Social Security. In this Best of 2025 episode, Joe and Big Al break down the smartest tax moves, the biggest Roth mistakes...

06
JAN
2026
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Are These Millennials Saving Enough to Retire Before 60?

Pam and Jim in Phoenix are 38 and 41 and want to retire at 59 and 62. Matt and his wife in Pennsylvania are both 39 and want to retire at 57. Are these millennials on the right financial path, or have they brunched and...

05
AUG
2025
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Social Security Rules Changed: Your Pension Doesn’t Matter Anymore

If your pension impacted your ability to collect Social Security benefits, 2025 is a very good year for you and your spouse. The Windfall Elimination Provision and the Government Pension Offset are no more, and you’re now eligible for your full Social Security benefits AND...

01
JUL
2025
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How to Plan for 35 Years of Retirement Spending With Smart Roth Conversions

What’s a safe withdrawal rate for Wine Guy and Wine Gal in Sonoma California to have 35 years of “guaranteed” retirement spending? How aggressively should they convert their retirement savings to Roth IRA? Should the Bond family move from Silicon Valley to a no-income-tax state...

03
DEC
2024
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SEASON 10, EPISODE 12

Recipe for Retirement | Retirement Plans Explained

When cooking up your favorite Italian dish, the most common ingredient is pasta, and there are 350 different types. But what about your retirement recipe? The most important ingredient is the retirement plan itself, with 14 different types. So what are the best ingredients for your Recipe for Retirement? In this episode, Joe Anderson, CFP® […]

20
OCT
2024
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3 Strategies to Pay Roth Conversion Taxes

Joe and Big Al spitball on three different listeners’ strategies for paying the tax on a Roth conversion now, to have lifetime tax-free growth on that money in the future: should “Neo” convert to Roth at the beginning or end of the year in his...

17
SEP
2024
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Slopes Vs. Suits: How Couples Bridge the Retirement Gap

Are women better investors and financial planners? Today on YMYW, three different husbands want to retire, while their wives feel they need to work longer. Can Jack and Diane, Mark and Belle, and Mike and his wife hit the slopes now, or do they need...

28
MAY
2024
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401(k) vs. Roth: Where to Save for Retirement

Kyle and his fiancée are in their 30s, have done a great job saving, and are in a high tax bracket. Would it make more sense for them to contribute to their 401(k)s or Roth 401(k)s for retirement? Mick’s wife Pam has both W-2 and...

07
MAY
2024
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SEASON 10, EPISODE 6

401(k) After Retirement? Here Are Your 4 Options (And The Costly Mistakes)

You’ve been saving to your workplace retirement account for your entire career. Are you about to shatter that retirement nest egg when you punch the clock for the very last time? Joe Anderson, CFP® and Big Al Clopine, CPA, explain your options for accessing your retirement plan savings when you leave your employer while avoiding […]

28
APR
2024
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How to Take the Uncertainty of Taxes Off the Table

Jimmy in Wisconsin will have a pension and Social Security. How should he cover his seven year retirement shortfall? Skipper in Texas has some unusual pension options, which one makes the most sense for his retirement needs? Should Mike and Carol in Virginia wait to...

26
MAR
2024
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Tax Strategies, Backdoor Roth, Buy vs. Rent

It’s a voice message extravaganza as Joe and Big Al talk about tax gain harvesting on Dante in New York’s daughter’s custodial account, and the tax impacts of Leon in Chicago investing in his brokerage account. The fellas also spitball on whether Michelle in San...

16
JAN
2024
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Retirement Investing, Roth Conversion Pros & Cons: YMYW Best of 2023

We’re revisiting your favorite Your Money, Your Wealth® topics and Derails of 2023 in this Roth and retirement investing mega-episode. Safe investing when you’re risk averse, mutual funds vs. ETFs, stable value funds, and estimating retirement income needs when you’re a young saver with a...

09
JAN
2024
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