Go for It
Sometimes U'll want something. When it seems clear U can get what U want, U straightforwardly go for it. Often, if it seems unlikely U'll succeed U might not try.
Bias towards going for it. U might get it, and experience asymmetrical upsides. The surprise of getting something U thought U couldn't feels wonderful. U grow from that.
If U fail, then it confirms your contentment with what U currently enjoy. If U didn't go for it, then U could waste time wondering 'what if U had?'.