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"But you are retiring early and will have little income for the next few years. So paying taxes now (using Roth IRAs) is the clear winner."

This is my situation.

My current buckets are an existing Roth, a 401K and various regular taxable accounts.

I have been looking into the strategy of converting my 401k to an IRA upon leaving employment and then doing annual conversions from that new T-IRA to Roth accounts - and trying to understand how it might benefit me - from all angles.

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