Is Your Roth Conversion Timing All Wrong? (Financial Blunders) - 550
Your Money, Your Wealth
Your Money, Your Wealth
2.3 • 681 Ratings
🗓️ 7 October 2025
⏱️ 49 minutes
🧾️ Download transcript
Summary
Joe and Big Al spitball on how to avoid screwing up the timing of your Roth conversions, today on Your Money, Your Wealth® podcast number 550. Barrie from New York is 62 and single, and she’s been diligently converting pre-tax money each year for lifetime tax-free Roth growth. Should she continue after she retires next year? “Jerry and Elaine” want to retire in the next six years and still leave the kids an inheritance. When should they start Roth conversions? Alex in Pennsylvania is a 31-year-old software engineer. Should he convert his IRA to Roth all at once? Plus, how can he transition into a career as a financial planner? A clarification on the age plus 20 rule of thumb for retirement contributions from one of our YouTube viewers is very un-clarified for Joe, and the fellas let Lisa in San Diego know whether she can use her rental real estate income to fund a Roth 401(k).
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https://bit.ly/ymyw-550 (full show notes & episode transcript)
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Chapters:
00:00 - Intro: This Week on the YMYW Podcast
00:55 - Should I Keep Converting $20K a Year in Retirement? (Barrie, NY)
07:17 - Can We Retire at 62 and Still Leave an Inheritance? Roth Conversion Strategies for Big Accounts (Jerry & Elaine, KS)
17:05 - I'm 31. Should I Convert $57K Now or Spread It Out? (Alex, PA)
29:12 - Roth Conversion Timing Before Retirement (Mike, Philly Suburbs)
36:49 - Confused About Roth Withdrawal Rules at 60 (Lisa, Omaha NE)
40:05 - Clarification on the Age + 20 Rule of Thumb for Contributions (Matt, YouTube)
45:40 - Can Rental Property Income Fund a Roth 401(k)? (Lisa, San Diego)
47:24 - Outro: Next Week on the YMYW Podcast
Transcript
Click on a timestamp to play from that location
| 0:00.0 | Join Big Al Spitball on how to avoid screwing up the timing of your Roth conversions today on your money your wealth podcast number 550 |
| 0:07.8 | Barry from New York is 62 and single and she's been diligently converting pre-tax money each year for lifetime tax-free Roth growth |
| 0:15.8 | Should she continue after she retires next year? Jerry and Elaine want to retire in the next six years |
| 0:21.6 | and still leave the kids in inheritance. When should they start Roth conversions? Alex in Pennsylvania |
| 0:27.0 | is a 31-year-old software engineer. Should he convert his IRA to Roth all at once? Plus, how can |
| 0:32.4 | he transition into a career as a financial planner? A clarification on the age plus 20 rule of thumb from one of our |
| 0:38.3 | YouTube viewers is very unclarified for Joe, and the fellows let Lisa in San Diego know whether |
| 0:43.7 | she can use her rental real estate income to fund a Roth 401k. I'm executive producer Andy Last, |
| 0:49.2 | and here are the hosts of your money, your wealth, Joe Anderson, CFP, and Big Al-Clofine CPA. |
| 0:55.1 | Let's go to Barry from New York. |
| 0:56.8 | Thank you for taking my question. |
| 0:58.7 | I'm Barry. |
| 0:59.8 | The single female just turned 62 in August, 2025 with plans to retire in December, 26th at the age of 63. |
| 1:08.1 | I listen to Apple Podcast Drive of 2018 Honda Civic XEXT, and I love a great |
| 1:14.6 | Sangaria. Here are my four things. Four things, Big Al. You ready? Okay, let's do it. |
| 1:24.3 | I'm primarily looking for your thoughts on a Roth conversion plan. My retirement |
| 1:27.7 | savings are Roth IRAs of $450,000, rollover IRA of $400,000 and after tax of $100,000. I'm |
| 1:35.6 | currently saving $35,000 a year in my Roth 401k plan to do that for 2025 and 2025. I'm also building up my after tax for conversion taxes. |
| 1:48.1 | I currently earn $135,000 subject to federal and state income taxes. |
| 1:52.8 | And I'm also collecting a pension of $50,000, which is only subject to federal income tax. |
| 1:59.3 | It has a Diet Cola. |
| 2:01.4 | Ah, Diet Cola! |
... |
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