Getting the tax treatment of a 401(k) rollover wrong can turn a routine account transfer into a surprise tax bill. The rules are straightforward — but the indirect rollover trap catches thousands of people every year.

Rollover Tax Rules at a Glance

Rollover Type Taxable? 10% Penalty Possible?
Traditional 401(k) → Traditional IRA (direct) No No
Traditional 401(k) → Roth IRA (direct) Yes — full amount No
Roth 401(k) → Roth IRA (direct) No No
Any 401(k) → Any IRA (indirect, within 60 days) No (if completed fully) No
Any 401(k) → distribution (missed 60 days) Yes Yes (if under 59½)

The Indirect Rollover Tax Trap

When a plan sends you a check rather than transferring directly:

  1. The plan withholds 20% for federal income tax
  2. You receive 80% of your balance
  3. You have 60 days to deposit 100% of the original balance into an IRA
  4. If you can’t cover the 20% out of pocket — you owe taxes (and possibly penalty) on the withheld amount
  5. You get the withheld 20% back as a tax refund — but only after filing your return

Example — the $100,000 indirect rollover:

Step Amount
Your 401(k) balance $100,000
Plan withholds 20% -$20,000
Check you receive $80,000
Amount you must deposit in IRA within 60 days $100,000
Out-of-pocket needed to complete rollover $20,000
Withheld $20,000 returned as refund After tax filing

If you can only deposit $80,000, the other $20,000 is treated as a taxable distribution — and if you are under 59½, a 10% penalty applies too.

Rolling Traditional 401(k) to Roth IRA: The Tax Bill

This is a Roth conversion, and the full amount is taxable in the year of the rollover. There is no withholding penalty since you are doing a direct rollover, but you will owe taxes when you file.

Example: You roll $150,000 traditional 401(k) to a Roth IRA. You are in the 22% bracket. Your tax bill is roughly $33,000. You should either have cash available to pay this or withhold from other income — do not withhold from the rollover itself.

When a traditional-to-Roth rollover makes sense:

  • You expect to be in a higher tax bracket in retirement
  • You are in a low-income year (e.g., early retirement before Social Security starts)
  • You have cash outside the retirement account to pay the tax bill
  • You want to eliminate future RMDs on this portion of savings

After-Tax 401(k) Contributions: The Tax Treatment

If you made after-tax (non-Roth) contributions to your 401(k), those come out tax-free in a rollover. The earnings on those contributions are still taxable. Some plans separate these automatically; others require you to specify.

The optimal strategy for after-tax contributions: roll the after-tax basis to a Roth IRA (tax-free) and the pre-tax earnings to a traditional IRA. This is sometimes called the “split rollover.”

How to Report a Rollover on Form 1040

Your old plan sends Form 1099-R showing the gross distribution. You report it on your tax return:

  • Line 5a: Total distribution amount (e.g., $100,000)
  • Line 5b: Taxable amount (e.g., $0 for a traditional-to-traditional rollover; $100,000 for a Roth conversion)
  • Write “ROLLOVER” next to line 5b if applicable

The 1099-R distribution code in Box 7 will show code G for direct rollovers. Keep your records showing the rollover was completed within 60 days if you did an indirect rollover.

For a step-by-step rollover walkthrough, see how to roll over a 401(k). To avoid costly errors, see 401(k) rollover mistakes and direct vs. indirect rollover. Return to the 401(k) Rollover Guide hub.

WealthVieu
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