I am aware of both the Roth IRA conversion ladder method, as well as the Substantially Equal Periodic Payments method. Both have their advantages & disadvantages, of course, and I plan on converting a portion of my 401k into the Roth along the way regardless. Mostly this idea occurred to me as an "opps, I need more than I thought I would" kind of back-up plan, should I need it. If I'm retired for several years, then decide that I want or need a little extra income, I don't have to choose between taking a 10% hit or going back to work full time. Instead, I can go back to work part time for a bit till the immediate cash flow needs have resolved, then claim the exemption for the transferred 401k funds.