Sep 29, 2026 · 15 min · 10 segments
Roth conversions can be one of the most powerful tax planning opportunities in retirement, especially if you have a pension and $1 million or more saved. But converting too quickly could mean missing…
But a Roth IRA can be contributed to if you have earned income, if your income isn't too high.
So if you have extra cash in your bank, bank account or maybe you have a brokerage account that you're paying capital gains tax on, a great way to reposition those assets instead of paying capital gains, instead of paying taxable interest on the growth in your bank account, move it to a Roth IRA where that growth can be tax-free and have the flexibility of no requirement distributions in the future, no calculation towards your Medicare premiums, no security taxes, all the things that are important to plan for.
Again, not for everyone, because if you're already retired, you can't do one, you can't do number two either.
And so this is gonna be for those that are still working and also just like point one, have the extra cashflow, the extra liquidity to be able to fund a Roth 401k.
And so you wanna make sure you're doing the catch up for that, but also anyone that's older as well can look at doing the catch up in addition to the amount that you're able to give to your 401k or to your employer sponsored plan each year.
So if you make a million dollars a year, I know that's not the case with most of our clients with pensions.
Most of you have never made a million dollars a year, but you've been very diligent, hardworking, frugal.
We call you guys a Midwestern millionaire, even though you're not from the Midwest.
And so congratulations if you're in that spot and having this conversation of having a million or more and a pension, but make sure you're looking to maximize these opportunities now as well.
And so point number one and two are great ways to what I call shovel money into the Roth.
Now, a Roth conversion could be considered a dump truck, right? We'll get into that as we go, but shoveling money is good as well.
But a Roth IRA can be contributed to if you have earned income, if your income isn't too high.
So if you have extra cash in your bank, bank account or maybe you have a brokerage account that you're paying capital gains tax on, a great way to reposition those assets instead of paying capital gains, instead of paying taxable interest on the growth in your bank account, move it to a Roth IRA where that growth can be tax-free and have the flexibility of no requirement distributions in the future, no calculation towards your Medicare premiums, no security taxes, all the things that are important to plan for.
Again, not for everyone, because if you're already retired, you can't do one, you can't do number two either.
And so this is gonna be for those that are still working and also just like point one, have the extra cashflow, the extra liquidity to be able to fund a Roth 401k.
And so you wanna make sure you're doing the catch up for that, but also anyone that's older as well can look at doing the catch up in addition to the amount that you're able to give to your 401k or to your employer sponsored plan each year.
So if you make a million dollars a year, I know that's not the case with most of our clients with pensions.
Most of you have never made a million dollars a year, but you've been very diligent, hardworking, frugal.
We call you guys a Midwestern millionaire, even though you're not from the Midwest.
And so congratulations if you're in that spot and having this conversation of having a million or more and a pension, but make sure you're looking to maximize these opportunities now as well.
And so point number one and two are great ways to what I call shovel money into the Roth.
Now, a Roth conversion could be considered a dump truck, right? We'll get into that as we go, but shoveling money is good as well.
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