Hi.
i didn't traded so much of my crypto for FIAT so i didn't dealt with that question yet.
however i think it's an issue need to be dealt with.
1. do you use accounting services?
2.if so, do you keep documentation of all traded or bought coins?
3. what do you do in cases of profit from ICO's
WHAT SHOULD I DO??
Everything depends on the country when you live in. Also, trading a large amount of money is a bit of alarm button to authorities. Small amount does not alarm anyone or everyone.