Lots of good advice here so far, so thx to all. FWIW I have about ~40.65 ETH @ avg cost of $1970 (About $80k initial invest)
Correct me if I'm wrong, but if i sell my ETH now, I'll get a 1099 from RH showing a $~32k loss. Not versed on current crypto tax law but in stocks there is the "wash sale" rule so not sure if that applies here...my guess is it might. So buying back ETH within 30 days, even if on Gemini, it could be an issue.
One thought is that maybe I open an account at Gemini so it's at least ready to go in case I do decide to cash out of RH.
Yes, you should get a 1099-B which you would put in your schedule D.
Each situation is going to be different which is why I always start and end things like this when I discuss it here with 'talk to a tax advisor'. The rules are the same for everyone, but how it applies to you and your situation are probably going to be different then mine. The IRS classifies cryptocurrency as property so I don't know how that changes things for anything else you are doing.
Also shameless referral link for gemini if you decide to open an account with them: https://www.gemini.com/share/sqa3a9
-Dave