I think your idea of setting a goal and selling when that target is made in order to fund your dreams is one of the most important messages I've seen in crypto trading yet.
Cash out when you have enough to do what you want to do. I did this in a very small scale recently when I decided I had enough in my Steemit account to allow me to write for three months full-time with an aim to finally getting published.
At that point I cashed out.
Chase your dreams, that's what life is all about.