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How to Roll Over a 401(k) When You Switch Jobs

Updated October 2026 · About 5 min read

Change jobs and your 401(k) follows you — but the default choice at many custodians is the worst one. Cash it out at 35 with a $60,000 balance and, between the 20% withholding, the 10% penalty, and lost compounding, the real cost approaches $440,000 by age 65. Rolling over instead takes one form.

The Four Options, Ranked

Do a Direct Rollover, Not a 60-Day Check

Ask for a direct (trustee-to-trustee) rollover: the money moves institution to institution and never touches your hands. Requesting a check to yourself instead triggers 60-day rollover rules — deposit it one day late and the distribution becomes taxable, plus penalty if under 59½. The old plan also withholds 20% for taxes on any indirect rollover, money you must replace from your own pocket to complete the transfer and claim back at filing.

Company stock deserves special attention: net unrealized appreciation rules can move the stock's growth to capital-gains treatment instead of ordinary income — worth a tax consult before rolling it anywhere.

The Pre-Tax and Roth Split

Balances with both pre-tax and Roth 401(k) money can be split — rollovers may go to different destinations, and pre-tax and Roth dollars must stay in their own lanes to remain untaxed. Confirm whether your old plan holds any after-tax (non-Roth) contributions, which roll best into a plan allowing mega backdoor conversions rather than a plain IRA.

Person carrying a moving box down an office hallway
Direct trustee-to-trustee transfer avoids the 20% withholding trap entirely.

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