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Updated August 2, 2026. Quick answer: in retirement nobody withholds for you by default, and the penalty for getting it wrong is not a fine — it is interest, charged per day. You avoid it entirely by hitting one of two targets: 90% of this year’s tax, or 100% of last year’s — 110% if last year’s AGI was over $150,000. Whichever is lower is your number, and it is knowable in advance.
The calculator
The rule, from the statute
the term “required annual payment” means the lesser of—(i) 90 percent of the tax shown on the return for the taxable year (or, if no return is filed, 90 percent of the tax for such year), or (ii) 100 percent of the tax shown on the return of the individual for the preceding taxable year. Clause (ii) shall not apply if the preceding taxable year was not a taxable year of 12 months or if the individual did not file a return for such preceding taxable year. … If the adjusted gross income shown on the return of the individual for the preceding taxable year beginning in any calendar year exceeds $150,000, clause (ii) of subparagraph (B) shall be applied by substituting “110 percent” for “100 percent”.
IRC 6654(d)(1)(B)-(C); IRS Publication 505
Two conditions most summaries drop, and they decide whether the prior-year test is open to you at all. Clause (ii) does not apply if you did not file a return for the preceding year, or if that year was not a full 12 months. In a first filing year, or after a short year, the 90 percent test on the current year is the only safe harbour there is — and it is the harder one, because it turns on a figure you do not know yet.
For a married individual filing separately the $150,000 figure is replaced by $75,000. And note which way the test runs: it is the lesser of the two, so the prior-year test is the useful one in any year your income jumps — a big conversion, a property sale, a first RMD. Last year’s tax is a fixed, known number. This year’s is a guess.
What the tax means for the rest of your money
A calculation can tell you what is owed in one place without telling you how the accounts, the timing and the rest of the return fit together, and an adviser can look at the whole picture with you.
Before you start, what actually happens. The form is run by Kapitalwise, our advisor-matching partner. Kapitalwise sends your details to advisers who pay for the introduction, so expect calls and texts. Clear Money Guide is paid when you submit the form, whether or not you ever hire anyone. This is free to you and there is no obligation to hire anyone.
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Why the first year of retirement is where this bites
For forty years an employer withheld and remitted on your behalf, and the system worked without your attention. Then it stops, all at once, and four separate payers appear — a pension, Social Security, an IRA, maybe part-time work. Each has its own election, and most default to withholding nothing or nearly nothing.
A non-periodic IRA distribution defaults to 10% (IRC 3405(b)(1)) — which is below the marginal rate of most people who have enough saved to be taking one. Social Security withholds nothing unless you file a form. The result is a year that felt fine and a bill in April with interest attached.
Three ways to close the gap
- Change the pension election. The Social Security form is W-4V and its choices are unusually restrictive; the pension form is W-4P, which no longer uses allowances at all.
- Pay quarterly. Four dates, and the last one has an escape hatch — see how the safe harbour and the $1,000 small-balance rule fit together.
- Withhold from a December RMD. This is the one that fixes a year already gone wrong, and it works because of a specific rule about when withholding counts as paid — the mechanism, and its limits.
What the safe harbour does and does not do
It protects you from the penalty. It does not reduce the tax. Someone who hits 110% of last year and still owes a large balance in April has done nothing wrong and owes no penalty — they just need the cash. Those are two different problems and they get confused constantly.
The penalty itself is interest-like rather than flat: “The penalty is imposed on each underpayment for the number of days it remains unpaid.” at the federal short-term rate plus three points (IRC 6621(a)(2)). And it does not apply at all if the balance is under $1,000.
Where this sits
This is the third step of a sequence. Which account to draw from comes first, how much fits in your bracket second, and this is how the tax on the result actually gets paid. Converting this year? Conversion tax has its own timing problem.
Safe-harbour rule from IRC section 6654(d)(1) and IRS Publication 505; default withholding from IRC section 3405; 2026 rate schedules from the verified Rev. Proc. 2025-32 tables. Read August 2026. General information, not tax advice.
Under-withholding usually surfaces as a letter rather than a surprise at filing — what a CP14 balance-due notice means and the free ways to handle it.