i usually wait till bitcoin price decreas really hard so i can cash out all my bitcoin while its on high state and buy many bitcoins when the price is too low like last year where it hit atleast 500$ and im thankful because i found bitcoin as a profitable way and legal way and also i found that bitcoin price is constantly raising.
So i think it is both waiting the right increase or decrease to exchange your bitcoins into fiat then cashout. The price is impossible to go down at $500 because when i started in bitcoin the price keeps going upward .It will hard to buy at that price maybe we can buy only at below $1200-$1000 .
As you can see the price of bitcoin is increase that fast and i wouldn't mind selling it i wonder if bitcoin become more expensive like what happen bitcoin already breach the price of 2000 dollars and lets wait for another level of bitcoin. it seems bitcoin will never in that price below.