Transitioning to the Boglehead philosophy in a taxable account

I sold a bunch of long term gain assets last feb and paid a booger of a tax bill in 2020. At least the cap gains tax is low right now. Sell those equities later and the risk is high that cap gains are going up.

Paying the tax man isn’t the worst thing in the world. Death is ... but sometimes you have to bite the bullet.

Putting cap gains into a DAF isn’t a bad idea - better to give to your charity of choice than the government, maybe. Sorta wish I did that in retrospect. It would have been a nice donation. But .... it can get complicated so yes talk to your accountant or tax person.

I like to take the band aid off quickly. Get those funds moved. You’ll like the simplicity of it.

/r/Bogleheads Thread