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Roth vs. Traditional 401(k) at $275K Income: What’s the Right Move?

Paul and Angela in Florida are 52 and 45. What’s the earliest the two of them can walk away from work at the same time, so Paul can spend a whole lot more time in the boat? That’s today on Your Money, Your Wealth podcast...

04
AUG
2026
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The Ultimate IRA Guide

Updated for 2026: Making contributions to an Individual Retirement Account, otherwise known as an IRA, is all about saving now so you can enjoy the retirement of your dreams later on. One of the biggest advantages of an IRA is that your contributions (and any growth thereafter!) will grow tax-free. Now there are several different […]

20
APR
2026
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48 and Worried About Early Retirement? This Changes the Math

Lucky Lou is 48, burned out and wants to punch at 50. How should he bridge the gap before pensions and Social Security? Joe Anderson, CFP®, and Big Al Clopine, CPA walk through the Rule of 55, 72(t)s, and the psychological reality of spending down...

20
JAN
2026
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UGMA, 529, HSA, RMD, and Inherited IRA Tax Bombs Defused

George in Torrance wants to know the smartest way to deal with the giant UGMA account set up by his kids’ grandparents. Suzanne in Detroit has a twist on the new 529 plan to Roth rollover rule. “Homer and Marge” need a spitball on whether...

25
NOV
2025
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Roth Conversions: When to Make ‘Em, When to Take ‘Em

A YMYW listener from Missouri and his wife are retired at 69 and 67, with less than $2 million dollars. Should they continue converting retirement savings to Roth for the tax-free growth? What should they do about long term care insurance? More importantly, is our...

16
SEP
2025
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Rules for Inheritances and Making Roth Contributions for Others

Can Ted and Georgette convert $1.6M in an inherited trust to Roth without distributing it? Should the trust own their home so they can use the home equity? Melissa was added as joint owner on her parents’ bank accounts after a medical event, but what...

19
NOV
2024
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How to Reduce the Widow’s Tax Penalty

Should Suzanne in Michigan do Roth conversions in 2025 and 2026 since she’s widowed and won’t be married filing jointly? How should she pay the tax on her conversions? Jennifer in Washington state is 55 and her husband is 70. Should she retire now and...

29
OCT
2024
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Roth Conversions vs. Required Minimum Distributions

Should Mike in Virginia keep using his IRA money to pay the tax on his Roth conversions? How do you do a Roth conversion when you don’t have the money to pay the tax? That’s PeterLemonJello’s question, but is it the question he should be...

04
JUN
2024
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Retirement Withdrawals: What’s a Safe Distribution Rate?

How much can you safely spend in retirement? Is the four percent rule outdated? Joe and Big Al spitball on a safe retirement distribution rate for those in the 55-60 age range for Clay in Ohio. They also spitball on withdrawal rates when there’s a...

10
OCT
2023
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How to Maximize Your Inheritance: IRA Options and RMDs

A little ditty about Jack and Diane, who will eventually inherit about $4.5M from Diane’s parents. How do they manage the required minimum distributions? Which of three options should Matt take with his inherited IRA? Making the most of your inheritance today on YMYW 435....

27
JUN
2023
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What to Do With Inheritance Money?

So you’re about to receive a large inheritance – what should you do with it? Joe and Big Al spitball on suddenly becoming $85 million dollars richer. Plus, is it nuts to semi-retire early? Should retirement contributions be split between Roth and traditional accounts? Can...

09
MAY
2023
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Roth IRA 5-Year Rules: How to Withdraw Money With No Taxes or Penalties

Joe and Big Al clarify once and for all those 5-year clocks for withdrawing money from your Roth accounts. How do the 5-year Roth IRA rules impact the taxation of dividend income? Do the 5-year rules impact thrift savings plan (TSP) to Roth conversions as well?...

15
NOV
2022
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Will Your Retirement Savings Last Until You’re 90 Years Old?

Are you behind on your retirement savings? What do you need to do to catch up? If you retire in just a few years, will your money last until age 90? Based on the 5-year Roth withdrawal rules, do you need to open a new...

01
NOV
2022
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