Sometimes I ask myself if I want to be the type of person who does X or just the type of person who talks/thinks about it. Sometimes I remind myself of the saying that the best time to plant a tree was 20 years ago, and the second best time is today. The perfect is the enemy of the good.
But really, I know I'm lazy, so I've set up most things to happen automatically and give myself time to think & research about the other parts. Sometimes that works out to my favour (the company stock I need to deal with has grown at a higher rate than the various index funds I would have purchased), and sometimes it doesn't (like when I didn't shift our investments to a lower MER because I didn't want to figure out which paper to fill out), but things are going ok despite myself.
That's one of the advantages of doing the big things right (plus a good start with parental help to avoid student debt & general luck with health, job stability). It's ok to be a set it & forget it person and not constantly optimizing.