Someone needs to be the operator of exchange between fiat and crypto, at which point they and you will be subject to tax and regulation.
Anyone who operates an exchange is subject to money transmitter laws and KYC laws.
Anytime you convert from cryptocoins to fiat, you're subject to capital gains tax if you're a US citizen.
https://www.usatoday.com/story/tech/2014/01/27/bitcoin-deale...