Instances Where Paying More Taxes, Not Less, Might be the Right Play
From Retallick Financial Group

Reducing your taxes via getting into a lower tax bracket isn’t always possible. In these cases, it might make sense to take advantage of the “headroom” you have in your existing top bracket.
The idea is to strategically accelerate income in order to reduce your overall taxes. With tax-filing season underway, now may be a good time to think about this option. Accelerating income goes against the first rule of traditional tax planning: defer taxes whenever possible. But, there may be reasons to rethink this rule depending on your situation.
Now that pensions are dying out, the growing prevalence is for tax-favored retirement plan accounts like 401(k)s and traditional IRAs. These accounts have required minimum distributions (RMDs) starting at age 73, bombarding recipients with taxable income they can’t avoid. Distributions are taxed at ordinary income rates, just like wages.
Instances like this are sometimes referred to as “stealth” taxes. This is an example where strategically accelerating income may be of use.
If you believe this strategy could benefit you, here are some choices to consider:
Roth IRA, Roth 401(k), and Solo Roth 401(k) contributions. Money going into these plans is after-tax, meaning there’s no tax break on contributions like there is for money going into traditional IRAs or 401(k)s. Interest and withdrawals can both be tax-free, and there are no RMDs for the plan’s original owner.
“Funding Roth accounts make the most sense when tax rates are lower on contributions than they would be at withdrawal if payouts were taxable.”
The zero rate on investment income.
Filers with income below $48,350 in 2025 (or married couples filing jointly with less than $96,700) owe zero tax on investments like long-term capital gains and qualified dividends. Basically, you (might) be able to:
“...sell a holding in a taxable account, owe no tax on gains, and then repurchase right away if desired. Holdings sold at a gain aren’t subject to wash-sale penalties.”*
That being said, zero-rate strategies might not be advantageous for lower-income taxpayers receiving Social Security payments or Affordable Care Act subsidies for health coverage.
We hope this information is helpful. Always consult a tax/legal professional for guidance with your individual situation.