I don't know the answer to this, but it's something I continue to wrestle with as i get ready to start taking withdrawals. There always seems to be allot of Roth conversion discussion here to help minimize lifetime taxes, especially when the consensus is we are most likely in the lowest tax climate we will be in... at least for some time. But can't the same be said for capital gains taxes?
In my case, 50%+ of my holdings are in after tax accounts. I am projecting a WR of 1.5% - 3%, depending upon which accounts I withdrawal from. As an example, I could withdrawal only from my after tax accounts initially and minimize my taxes (combination of return of capital, fund produced capital gains/dividends, plus any strategic capital gains sales) and be at the low WR range or draw 100% from tax deferred accounts + Roth conversions and be at the upper end. I have run the numbers and at 56, DW and I can fund our spend until RMDs hit with after tax accounts only, which paints a very desirable minimal tax picture. Of course, RMDs then hit me in the a$$!
So here's the big BUT... but, if I (we) believe capital gains taxes will rise in tow with income taxes, should we be considering cherry picking our lots of highest unrealized gains in our after tax accounts and selling (and say replacing) them to pay the lower capital gains tax now (using similar argument to a Roth conversion)? Basically, trying to reset our basis in our after tax accounts to minimize future tax hits?
Last time I ran i-orp (basic level inputs), it had me taking after tax until 591/2 and then a combo of after tax and tax deferred until RMDs, at which point, I still get slammed with taxes.
Based on the current tax code, if I take my desired spend from tax deferred accounts (which I can technically do before 59 1/2), I will be in the 24% tax bracket. How would you be tax smart with your withdrawals if you were in my situation?
In my case, 50%+ of my holdings are in after tax accounts. I am projecting a WR of 1.5% - 3%, depending upon which accounts I withdrawal from. As an example, I could withdrawal only from my after tax accounts initially and minimize my taxes (combination of return of capital, fund produced capital gains/dividends, plus any strategic capital gains sales) and be at the low WR range or draw 100% from tax deferred accounts + Roth conversions and be at the upper end. I have run the numbers and at 56, DW and I can fund our spend until RMDs hit with after tax accounts only, which paints a very desirable minimal tax picture. Of course, RMDs then hit me in the a$$!
So here's the big BUT... but, if I (we) believe capital gains taxes will rise in tow with income taxes, should we be considering cherry picking our lots of highest unrealized gains in our after tax accounts and selling (and say replacing) them to pay the lower capital gains tax now (using similar argument to a Roth conversion)? Basically, trying to reset our basis in our after tax accounts to minimize future tax hits?
Last time I ran i-orp (basic level inputs), it had me taking after tax until 591/2 and then a combo of after tax and tax deferred until RMDs, at which point, I still get slammed with taxes.
Based on the current tax code, if I take my desired spend from tax deferred accounts (which I can technically do before 59 1/2), I will be in the 24% tax bracket. How would you be tax smart with your withdrawals if you were in my situation?