Depends on the amount. How much fiat do you really need? I just need enough for day-to-day.
Discussion
Okay fair point! Let’s say you keep converting small amounts and nobody notices it. Let’s say somebody hodled Bitcoin a decade and wanted to use it to buy a home. How could he convert it back to fiat without problems
Right now, you don't. Buy a house directly with bitcoin, it's already possible with some countries.
Another strategy is just selling 2000 USD per month for 5 years and then buy a house or use it for a mortgage. It takes but sovereignty is not easy and requires commitment.