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How to Roll Over a 401k

A simple, step-by-step path to moving your 401k, with a real person to call along the way.

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Quick answer

To roll over a 401k, open an IRA, then request a direct rollover so your plan sends funds straight to the new account. This keeps the transfer tax-free and penalty-free. Avoid taking a check yourself, which triggers 20% withholding and a 60-day deadline.

Rolling over a 401k is a short process when you follow the right steps. Here is exactly what to do.

What are the steps to roll over a 401k?

First, decide where the money will go, usually a traditional IRA. Second, open that IRA if you do not have one. Third, contact your 401k plan administrator and request a direct rollover, providing your new account details. Fourth, confirm the funds were sent trustee-to-trustee, not paid to you. Fifth, verify the money arrives and choose your investments. Using a direct rollover keeps the transfer tax-free and avoids the 20% withholding that applies when a check is paid to you. For help at any step, call 1-800-MEDIGAP at 1-800-633-4427.

What mistakes should you avoid?

The biggest mistake is taking an indirect rollover by mistake, where the plan mails you a check. That triggers mandatory 20% federal withholding, and you must redeposit the full original amount within 60 days or owe taxes and possibly a penalty. Other pitfalls include forgetting to invest the cash after it lands (leaving it idle), rolling pre-tax money into a Roth without planning for the tax bill, and missing that only one indirect IRA rollover is allowed per 12 months. Direct rollovers sidestep nearly all of these risks.

More on 401k & IRA Rollovers

Frequently asked questions

What is the easiest way to roll over a 401k?+

The easiest way is a direct rollover. Open an IRA, then ask your 401k administrator to send the balance directly to it. The institutions handle the transfer, no taxes are withheld, and there is no 60-day deadline to track.

Do I pay taxes when I roll over a 401k?+

Not with a direct rollover from a traditional 401k to a traditional IRA. The money stays tax-deferred and you owe tax only on future withdrawals. Rolling pre-tax funds into a Roth IRA is taxable because it counts as a conversion.

Can I roll over a 401k myself?+

Yes. You initiate the rollover by opening an IRA and contacting your plan administrator. The institutions move the money. A financial professional can help if you are unsure, but the basic direct-rollover process is straightforward to start on your own.

What if my old plan only sends a check?+

Some plans mail a check made payable to your new IRA custodian for your benefit. That is still a direct rollover if it is not payable to you personally. Forward it promptly to your IRA provider to complete the tax-free transfer.

Who can walk me through it?+

Call 1-800-MEDIGAP at 1-800-633-4427, the trusted toll-free line for all things senior in America. We can help you understand the rollover steps and how they fit your retirement and Medicare plans. Confirm tax details with a professional.

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How to Roll Over a 401k | 1-800-MEDIGAP