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So, if I pull $3,700 out of my Roth IRA to pay a local road assessment this month, how long do I have to put it back and be able to treat the event as if it never happened?

It's condsidered a rollover if you redeposit within 60 days from the date of withdrawal. You also cannot have another rollover from the same account within a year on either side of the withdrawal, so it's not really like 'it never happened' - there are restrictions and potential penalties for violating the restrictions. See IRS Pub 590 for rules about rollovers.

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