Roth conversion analysis
We assess whether converting in your lower-income years may reduce taxes for you and your heirs later. A conversion also adds taxable income today, so the size and timing matter.
Retirement tax planning is deciding which accounts you draw from, when, and how much income each year's tax return shows. It matters most in the years between retiring and required minimum distributions, when income is often lower. It can reduce surprises, but results depend on your full tax picture, and I coordinate with your CPA.
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Tax planning is the forward-looking work of choosing when and how income shows up on your return, rather than only filing what already happened. In retirement that means Roth conversions, withdrawal order, charitable giving, and income timing, each with trade-offs that depend on your situation.
Most people meet with someone once a year to file their taxes. That's tax preparation, and it looks backward. Tax planning looks forward, across decades, to legally keep more of what you've saved. In retirement, that difference can matter more, because you have more control over how much taxable income you create each year. The benefit depends on your situation, and it works best alongside your CPA.
If you’re asking
How I help
We assess whether converting in your lower-income years may reduce taxes for you and your heirs later. A conversion also adds taxable income today, so the size and timing matter.
The order you draw from accounts changes your lifetime tax bill. We plan it deliberately.
Qualified charitable distributions and other strategies that may let you give while paying less tax, depending on your situation and the rules that apply.
I work alongside your CPA. I don't prepare your return, I make sure the planning behind it is sound, all year long.
| Tax preparation | Tax planning | |
|---|---|---|
| Time frame | Looks backward at last year | Looks forward across decades |
| When it happens | Once a year, at filing | Year-round and multi-year |
| The goal | File accurately and on time | Lower your lifetime tax bill |
| Who handles it | Your CPA or preparer | Your planner, with your CPA |
How I approach it
Tax planning isn't a December scramble. It's a multi-year discipline. The years between when you retire and when required minimum distributions begin, at age 73 for people born from 1951 through 1959 or age 75 for people born in 1960 or later, are often lower-income years. That can create a planning opportunity, but the right steps depend on your full tax picture.
Every service is part of one coordinated plan covered by a single flat annual fee. See how we work together.
Why it matters
If those lower-income years pass without a plan, you may face higher required withdrawals, more of your Social Security taxed, and a larger tax bill for your heirs. Planning can reduce that risk but cannot remove it, and the right steps depend on your full tax picture.
Retirement tax planning
Once paychecks stop and before required minimum distributions begin, many people see their taxable income drop for a stretch of years. That gap can be a planning window: you may have room to choose how much income to recognize each year, instead of letting the tax rules decide for you later. It does not fit everyone. A pension, rental income, a large taxable account, or a working spouse can keep income higher, and the right move depends on your full tax picture.
Bracket management means filling a lower tax bracket on purpose, often by converting some pre-tax retirement savings to a Roth account, rather than leaving every dollar to be withdrawn later at whatever bracket applies. The trade-off is that a conversion adds taxable income today, and it can also raise your Medicare premiums and the share of your Social Security that is taxed. For the detail, read how Roth conversions work in your 60s, the Roth conversion window before RMDs, and why the retirement tax window only comes once.
Required minimum distributions generally begin at age 73 for people born from 1951 through 1959, or age 75 for people born in 1960 or later, according to the IRS rules on required minimum distributions (reviewed October 2026). Rules can change, so confirm the current ones with your CPA.
Part of your Social Security benefit may be taxable, depending on your other income. The IRS uses a combined-income formula, and up to 85% of your benefit can be included in taxable income, as described in IRS Topic 423 (reviewed October 2026). That means income you add from IRA withdrawals or Roth conversions can pull more of your benefit into taxable income.
Planning the timing of withdrawals and of your claiming decision can help you see this before it shows up on a return. It cannot remove the tax, and the effect varies with your filing status and the rest of your income. Our Social Security planning work looks at the same decision from the claiming side.
IRMAA is a surcharge on Medicare Part B and Part D premiums for higher-income households. The Social Security Administration generally uses your income from two years before the premium year, as it explains in its description of the IRMAA determination process (reviewed October 2026). A large Roth conversion or a one-time gain can therefore affect your premiums two years later.
Careful timing may help you avoid crossing a threshold unnecessarily. Sometimes a higher premium is a reasonable cost for a conversion that makes sense in the larger plan, so it is a trade-off to weigh, not a rule to follow. See Medicare IRMAA explained for how the thresholds work.
Most retirees hold some mix of taxable accounts, pre-tax accounts such as traditional IRAs and 401(k)s, and Roth accounts. A commonly discussed starting point is to spend from taxable accounts first, then pre-tax accounts, and leave Roth accounts for last. There is no single right order.
Drawing from pre-tax accounts earlier may smooth your taxable income and shrink later required distributions, but it means paying tax sooner. Waiting lets tax-deferred money stay invested longer, but it can leave you with larger required withdrawals later. Healthcare premiums, Social Security timing, and what you hope to leave your heirs all change the answer. This is general education, not a recommendation for your situation. We build the order into your retirement plan so it fits your income needs.
If you give regularly, how you give can change your tax picture. A qualified charitable distribution sends money directly from an IRA to a charity. Once you meet the age requirement, it can count toward a required distribution without being added to your taxable income, as the IRS explains (reviewed October 2026).
The trade-offs: it works only from IRA accounts, the age and annual limit rules are specific, and you generally cannot also deduct the same gift. Giving appreciated investments or using a donor-advised fund may fit some households better, so we compare the options before you give.
Tax decisions rarely stand alone. They touch your spending, Social Security timing, healthcare costs, and what your heirs receive, which is why tax planning sits inside your retirement plan instead of being handled as a separate project. It is covered by one flat annual fee, not a percentage of your investments.
I do not prepare your tax return. I work alongside your CPA, and any strategy depends on your individual tax circumstances. This page is educational and does not promise a specific tax result.
73 or 75
RMDs generally begin at age 73 for people born from 1951 through 1959, or age 75 for people born in 1960 or later.
Source: IRS, Required Minimum Distributions, as of October 2026
Up to 85%
of your Social Security benefit can be taxable depending on income.
Source: IRS Topic 423, Social Security and equivalent railroad retirement benefits, as of October 2026
Written by Ryan Langan, CFP®
Founder of Your Path Fi, a fee-only fiduciary firm. Last reviewed October 2026.
None of this lives in isolation. Here’s what tends to come up alongside it.
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