Plain Money Math

Retirement

The Order You Withdraw From Changes the Total

Same accounts, same spending, same returns. Which one you drain first moves the ending balance by more than most people would guess.

Gautam Panchal4 min read

Educational only. This explains how these products and accounts work in general. It is not financial, tax, or legal advice, and not a recommendation to buy anything. Your situation is specific to you — check with a licensed professional before acting.

Most retirement planning stops at the balance. You reach a number, and how to actually spend it is treated as a detail to sort out later.

It is not a detail. Two people with identical accounts, identical spending and identical returns can finish hundreds of thousands of dollars apart, purely because they took the money out in a different order.

Three accounts, three tax treatments

The mechanism is that the three account types are taxed in completely different ways:

Account How a withdrawal is taxed
Taxable brokerage Only the gain is taxed, at long-term rates
Tax-deferred (401k, IRA) Every dollar is ordinary income
Roth Not taxed

So a dollar of spending costs a different amount depending on where it comes from. To net $80,000:

  • from a Roth, you withdraw $80,000
  • from a taxable account, half of it gain at a 15% rate, about $86,500
  • from a tax-deferred account at 22%, over $102,500

That is a $22,500 difference in how much leaves the portfolio, for exactly the same money in your pocket. Whatever does not leave keeps compounding.

What that adds up to

Take $2 million split across the three — $600k taxable, $1M tax-deferred, $400k Roth — spending $80,000 a year for thirty years at a 5% return.

Left after 30 years, from the same $2M Proportional — a little from each$2.18M$376k tax paidTaxable first$1.97M$545k tax paidTax-deferred first$1.93M$400k tax paid
$600k taxable, $1M tax-deferred, $400k Roth. Spending $80,000 a year after tax, 5% return, 22% ordinary and 15% capital gains rates. Note that taxable-first pays the most tax and still beats tax-deferred-first.

The gap between best and worst is about $244,000, roughly 12% of the starting portfolio. Nothing earned a better return. Nobody picked better investments. The only variable was the order.

The part that surprises people

Look again at the second and third bars.

Drawing from the taxable account first pays $544,712 in total tax. Drawing from the tax-deferred account first pays $400,334 — about $144,000 less.

And taxable-first still ends with more money.

Lower total tax did not mean more money. That is worth sitting with, because almost every piece of advice in this area is framed around minimizing tax.

The reason is timing. What matters is not the size of the eventual tax bill but how much capital leaves the portfolio early, since those dollars have the longest left to compound. An order that shrinks the tax bill by emptying an expensive account early can still lose, because it pulls more money out sooner.

The objective is not "pay the least tax". It is the balance at the end. Tax is one input to that, not the goal.

There is no universally right answer

The conventional order — taxable, then tax-deferred, then Roth — is a reasonable default, not a law. In the example above, drawing proportionally from all three beats it.

Change the balances, the rates, or the horizon enough and the ranking changes again. Someone with almost everything in a tax-deferred account faces a different problem from someone with a large Roth.

That is precisely why this belongs in a calculator rather than a rule of thumb.

What the model leaves out, and why it matters

A flat tax rate. The biggest simplification. Real withdrawals fill tax brackets from the bottom, so the effective rate on a tax-deferred withdrawal is usually lower than a marginal rate — and the real-world optimization is often about deliberately filling low brackets in early retirement, before other income starts.

Required minimum distributions. Tax-deferred accounts eventually force withdrawals whether you want them or not. An order that leaves a large deferred balance untouched can create a bigger forced-income problem later.

Social Security timing and income thresholds. Both interact with taxable income in ways that can outweigh the effect shown here.

State tax, which varies enormously and sometimes treats retirement income differently from other income.

Any of these can flip the answer. The point of the arithmetic above is not to hand you an order — it is to establish that the order matters at all, which most people never consider after spending thirty years thinking only about the balance.

Where this sits alongside the other risk

Order of withdrawal is one of two things that decide how long a portfolio lasts. The other is the order the returns arrive in, which is a separate problem covered in the retirement risk that averages hide.

They compound on each other. A bad sequence of returns hurts more if you are also drawing from the most expensive account while it happens.

What to do with this

Run your own numbers before you retire, not after. The decision compounds, so an order chosen deliberately in year one is worth far more than one corrected in year ten.

And when you get advice on this, notice whether it optimizes the tax bill or the ending balance. Those are different objectives, and as the numbers above show, they do not always agree.

Tax rules change and depend on your bracket, your state, and your other income. Confirm current rules at irs.gov, and treat this as a reason to ask better questions rather than as a plan.

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