I think like anything skill based, this takes commitment and study, time being the biggest factor there. We tend to equate our time to worth, ergo we are paid thusly. I golf regularly with my friends, but before I was proficient enough, of even comfortable enough with what I was trying to do, I would bribe the schedule to let me get in alone, with a window of 30 minutes north and south of my start time- because if you tend towards perfectionism, or what I call, Inquisitive critical discernment in life, don’t take other peoples answers well, are not handled well, tend to challenge things, that comes from the competitive spirit in industrious and innovative individuals, who often times are auto didactic, may not accomplish some grand crusade or jump ahead, but who conversely and incidentally do not lose well either.
I am my most heinous profane critic of all, there is nothing anyone can say to me that is worse than what I tell myself. This internal competition is present in most people or individuals, even organizations or industrial cabals.
If you do not bring yourself into this style of self deprecating analysis, you will find yourself in “leisure” or “whimsy” circles in all contexts of life, be them financial, economical, philosophical/spiritual. This auto-initiation so to speak, into expert or skill based mastery, which by common definition takes around 10,000 hours, is what separates sophistry from skill.
Without greater meters of external measure, overcoming your own worst critic day to day, you shall become complacent, this is human nature. Thus, if you wish to fly south with the dodo, stay in the flock. If you want to hunt with the pelicans and learn how to think like the prey in order to kill it you need to study the art of war.
It is good to have brothers and sisters who are inclined as you are, as, another easy lesson of western philosophy is that people who ask questions and do not know can be lied to whereas those who are asked get to determine what is true and who deserves to be told anything.
Just my thoughts on the matter.