I can;'t really give you a good answer to that...when to sell if ever is very personal decision. Please read this GReat advice here for a strategy...

But I think the most important thing is to have a big-picture strategy so you can decide what you want to get out of this.
My general advice is buy things you really believe in and don't sell too often.
But again, that may vary upon your own needs and risk-resistance :)

I guess it's about financial freedom OVER time as stocks/crypto appreciates...

Thank you for these and maybe someone else can answer