so my plan is to probably sell most of my Bitcoin
Hate to be boring or negative even but if the plan is just to sell and everyone has a similar plan can you spot the flaw in the plan to this ever happening

I well remember the - delusional - panic about a return to the $1000 level. Would everyone run for the exits? Same went for $10,000. Surely it would be too much to resist?
It wasn't. It made it through both with relative ease.
If things are bubbly then someone selling their $500 bitcoins is going to have an army of newcomers wanting to buy it off them for tens of thousands. And there won't be many $500 bitcoin owners left by that point.