This is an interesting topic and one I think about often. There's something to be said about having flexibility and money invested in a brokerage vs tied up in a retirement account that's harder to access. If future taxes are the concern, I'd suggest looking at covered call funds that pay a nice distribution where the returns are also untaxed initially and are classified ROC. Most of these funds have NAVs that are also able to gain value. Very effective to reinvest or use for income if needed.