“You’re going to make decisions that are not in your best financial interest because they make you happier or more fulfilled or because of your values.”
Hank Green is an “Internet Guy” who has had a ton of success in a lot of places — most notably on YouTube. In this Medium post, he talks about dealing with the decisions he’s made to pass up money that he may regret down the road.
He has an interesting approach. When he turns down money, he sends himself an email explaining his thinking in that moment and why he’s turning it down. He collects those emails in a folder which he can then look back on when the time comes that he questions if he made the wrong decision.