Medicare. Fair enough. State taxes are tricky: You used to be able to deduct them against Federal, but then Trump goat-fucked people with the SALT limit. If that's not repealed then yes this would suck big time (double tap tax). At the same time, one could move to a low tax state, but a lot of those seemed to be.... poor choices for COViD this time around. So it's an interesting mental exercise (how much additional does Bob need to take out for a moat filled with gasoline around his ranch? I don't know. Does that exceed the tax benefits of TX? Not sure)


I was assuming a sale price of 50k which is probably an average of what you would get this month. If you have 40 coins then the first 50% are taxed as above, the second 50% are taxed at the higher rate. That does suck, but it's still not bad. And you could avoid it by simply rolling the cost over 2 years (do the whole thing Dec 31/Jan 1.) If more than 2m at a shot is needed then you need to hire a professional.


CG is tricky. I've always found it annoying that my labor is taxed at a higher rate than luck+"incredible foresight to invest wisely" (when you come out ahead). Putting the two on a more even footing (they are all "work", some are physical, some are mental, some are a combo of both) always struck me as more fair, but your mileage may vary.

Overall though unless I decide to liquidate a massive stash (and why would anyone do that??? HODL for fucks sake) this is not going to affect me directly.