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In reading a lot of sources online, I’ve come to the conclusion that I might be best served by rolling over my 401(k) into a regular IRA and then converting it into a Roth IRA. You can’t go straight from a 401(k) into a Roth IRA, I will have to convert it first into a regular IRA before I can convert it into a Roth.

The rules on converting a regular IRA to a Roth seem pretty straight forward for me – I’m single, I make a modified adjusted gross income of less than $100,000, so I should be eligible to convert an regular IRA into a Roth IRA. There is also a 12 month rule that states you can’t roll over twice in twelve months but there is an exception and the exception is for rolling your regular into a Roth – so I could roll a 401(k) into an IRA and then into a Roth in 12 months without penalty.

I’m leaning towards just taking all of my 401(k), rolling it around until it becomes a Roth, and then putting it into some Vanguard funds. Now I’m dizzy…