this is a very essential question for those people that own 200 -1000 btc.
there is your exit out of the rat race.

how much money is "enough" for the rest of your life ? what is riskier - to miss a potential $ 10 k -50 k  btc price when cashing out or to lose a potential exit for good out of labour slavery by keeping your funds in that collapsed virtual nothingness once called bitcoin ?

it may be the most important decision of your lifetime.

i keep fooling myself that a $ 5000 price tag on btc would make me independant financially. problem is, if it will reach that level it will not do so overnight. there will be ups and downs, sunshine and despair. to win a poker tournament one usually have to go nearly bust on the way up, it may be the same way with this little btc game. so it is actually a very good question how to play it on the way up there.

the forums are full of early adopters who cashed out way too early and are bitter now and spit out hate.

maybe it is best to ask the guys who own 5000 - 10000 btc since they had to find an answer already.