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AUTHOR: robert waldorff on 1/08/2026

Currently our rental income exceeds 100% of our discretionary and non-discretionary annual expenses.  We are at the mercy of higher tax brackets and Irmma. I am 2 years from RMD’s, my spouse is 3 years away.  Should the market simply stay flat our RMD’s (both) will cover 100% of our annual expenses. We have been very fortunate.

Our IRA’s are in. Index funds, spread across large and small in an 84/16 stock/bond mix. Stocks are 46/38 between domestic and foreign in an approx 2/3 large cap and 1/3 smaller cap for both.

The bond allocation is divided equally in ETF’s between short tips, intermediate corporate, intermediate treasuries and foreign bonds. The bonds will start increasing closer to 20% of the portfolio in the next year. Currently the bonds can cover 3-4 years of our total spending so we shouldn’t need to sell stocks to cover RMD’s. We will also start converting some rebalancing gains, if any, to a money fund for RMD use. We also have a year’s worth of cash needs available in Roth IRA’s however plan to pass those to children.

advisors make “blanket” recommendations to convert to a Roth which to me makes no sense at our current 35% incremental tax bracket  I would prefer to make an annual gift to an individual instead of to the IRS for ever $100,000 conversion.

We can also “gift” the rental property and lower our tax bracket in two years to the level of our RMD’s as we don’t anticipate any real need to increase our spending other than major medical issues which we can adjust for should they arise.

So, after the long introduction………..

 

what am I missing, please be critical, I have thick skin ?

are we too aggressive?

how can a Roth conversion really help today, when family could use the funds now for living or saving as they desired?

appreciate any and all constructive criticism, thank you

 

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John Verlautz
15 days ago

Hi Rob,
I’m hearing that you have too much income and pay too much taxes. Not really a problem in my view.
At 35% I wouldn’t do a conversion either. I would want to find a way to reduce RMDs. It may be too late for you, but my best suggestion is to ramp up your gifting. In addition to charity, you can give a certain amount to others, for me it is my children. I think the max is around $30,000 each for you and your spouse per year. A small amount like that probably won’t impact your tax bracket. I look at it that my residual funds will go to them anyway, and this reduces the potential tax bomb.
Of course, make sure to keep enough to cover your needs, especially long term care.

Sorry, no criticism from me. Best wishes to you and your family.
John

Randy Dobkin
15 days ago
Reply to  John Verlautz

The limit is $19,000.

parkslope
15 days ago
Reply to  Randy Dobkin

You have to report gifts over $19,000 (Form 709) but the excess will only reduce your inheritance exclusion which is currently just under $14 million. There is no effect on your current taxes.

Last edited 15 days ago by parkslope
Rob Jennings
21 days ago

We have a retirement financial planner who is admittedly conservative and my guess he would look at the rental property income as a risk to be considered and the asset allocation. He certainly does not take a blanket approach to Roth conversions (and I am aware of several other advisors who also do not..). We discuss them on a case-by-case basis and look at the considerations objectively-I was the one this year who argued for a higher Roth conversion than he suggested. But you are right Roth conversions are overblown and are unlikely to make or break a retirement plan. Good luck.

Ben Rodriguez
23 days ago

I largely concur. Congrats. Not sure why cash is in your Roth, though. But if that’s your biggest problem, you’re blessed.

I think the general advice about people doing Roth conversions is for people in upper 50s or lower 60s who are in retirement or about to be so that they can fill up lower brackets. That’s not your situation, so the advice is not applicable.

Since you’re charitably inclined, you’ll find things to do with your RMDs or appreciated assets. Enjoy!

Susan W
23 days ago

You may want to consider a Charitable Remainder Trust for the rental property.

parkslope
21 days ago

If you own the rental property jointly the basis will remain the same when one of you dies. However, if your children inherit the property after both of you die the basis will be stepped up to its current market value. Thus your children can simply sell the property without having to pay recaptured depreciation or capital gains taxes.

Randy Dobkin
21 days ago
Reply to  parkslope

Doesn’t the basis for a widow(er) depend on the state, community property (full step-up) vs. common law (half)?

Last edited 21 days ago by Randy Dobkin
parkslope
21 days ago
Reply to  Randy Dobkin

I stand corrected.

Chris Rush
23 days ago

Clearly you are anything but at the “mercy” of higher tax brackets and IRMAA! Well done. What you seem to be missing is your own permission to up your discretionary spending to fit the funds you’ve created for yourselves. Enjoy a few splurges along with your gift giving.

John Redfield
23 days ago

I think your plan is well thought out. I would look to hire an hourly rate financial planner for a critique of your plan. You probably require a degree of specialization that is beyond the experience of most Humble Dollar readers, certainly beyond mine – especially with the rentals.

R Quinn
23 days ago

At the 35% tax bracket I like the phrase “at the mercy of IRMAA. I bet there are a few retirees who wouldn’t mind changing places.

I never could understand Roth conversions once a person is in their seventies.

David Lancaster
23 days ago
Reply to  R Quinn

Dick,

Regarding your second sentence as I have written🙋 😂

OldITGuy
23 days ago

Congratulations! It sounds like you and your wife and have done very very well. I’m no expert, but it sounds like your level of wealth really needs a detailed financial plan exploring the different options. Running the numbers would help you quantitatively compare the options. This can be particularly true when you run the model out 15 or 20 years and see the results of whatever action you’re contemplating. Sometimes a person is way ahead paying taxes and higher IRMAA brackets sooner, but sometimes not. I’ve found using intuition alone can fail me. Gene

Dan Smith
23 days ago

Robert, 
You have good problems to deal with. I’m no expert when it comes to planning for high net worth couples, still, here are a few thoughts. Hopefully the CPA’s above my pay grade will chime in. 
If you gift the rental properties, would it then make sense to do massive Roth conversions now in order to reduce or eliminate IRMAA (in a couple years) as well as reduce income tax down the road?

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