Could You Lose Half Your Retirement Income to Taxes? - 572
Your Money, Your Wealth
Your Money, Your Wealth
4.6 • 791 Ratings
🗓️ 10 March 2026
⏱️ 51 minutes
🧾️ Download transcript
Summary
"Carl and Jane" have eight million bucks, and their advisor is suggesting a 130/30 long-short investing strategy. Joe Anderson, CFP® and Big Al Clopine, CPA spitball on whether this is a smart tax move or unnecessary complexity - and whether they would do it themselves, today on Your Money, Your Wealth® podcast number 572. Plus, Tyrone and Tova think they may never even need their retirement accounts, so do they really need to bother with Roth conversions if the kids are going to inherit the money anyway, or could skipping the conversions mean losing half their retirement income to taxes? Mark in San Diego is juggling Roth conversions and Social Security timing without blowing up his tax bill, or the income-related monthly adjustment amount for Medicare, or net investment income tax. And "Boat Drinks" has a big non-qualified deferred compensation plan. How can he structure payouts before it turns into a tax nightmare - and before he potentially gets laid off?
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Chapters:
00:00 - Intro: This Week on the YMYW Podcast
01:12 - Should Investors with $8M Use a 130/30 Long-Short Investing Strategy? (Carl Sandburg and Jane Addams, California)
12:42 - We'll Never Need Our Retirement Accounts. Should We Still Do Roth Conversions? (Tyrone and Tova)
27:18 - Roth Conversions vs. Social Security: Which Comes First? What About IRMAA and NIIT? (Mark, California)
38:16 - How to Structure Non-Qualified Deferred Compensation Payouts When a Layoff Might Be Coming? (Boat Drinks)
50:10 - Outro: Next Week on the YMYW Podcast
Transcript
Click on a timestamp to play from that location
| 0:00.0 | Carl and Jane have eight million bucks and their advisors are suggesting a one 30 30 long short investing strategy. |
| 0:07.3 | Joe and Big Al Spipa on whether this is a smart tax move or unnecessary complexity and whether they would do it themselves. |
| 0:14.2 | That's today on Your Money, Your Wealth podcast number 572. |
| 0:18.1 | Plus Tyrone and Tova think they may never even need their retirement accounts. |
| 0:22.5 | So do they really need to bother with Roth conversions if the kids are going to inherit the money anyway? |
| 0:27.5 | Or could skipping the conversions mean losing half their retirement income to taxes? |
| 0:32.3 | Mark in San Diego is juggling Roth conversions and Social Security timing without blowing up his tax bill or |
| 0:38.3 | the income-related monthly adjustment amount for Medicare or net investment income tax. |
| 0:43.8 | And boat drinks has a big non-qualified deferred compensation plan. |
| 0:48.1 | How can he structure payouts before it turns into a tax nightmare and before he potentially |
| 0:52.7 | gets laid off. |
| 0:57.4 | If you're watching us on YouTube right now, please do us a favor. |
| 1:01.5 | Subscribe to the channel and leave a comment below with your thoughts on today's episode. |
| 1:03.5 | It really helps us out when you do. I'm executive producer Andy Last and here are the hosts of Your Money, Your Wealth, |
| 1:08.3 | Joe Anderson, CFP, and Big Al Clopine CPA. |
| 1:12.0 | Let's go to where we going here. |
| 1:14.5 | I don't know what we're going. |
| 1:15.7 | Carl Sandberg. |
| 1:16.6 | Oh, yeah. |
| 1:17.7 | That's the name of my junior high school. |
| 1:22.3 | Is that right? |
| 1:22.9 | Really? |
... |
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