“If you’re in doubt about something that’s not in your life, try it. Things are so different in practice versus in theory. The only way to know is to experience it yourself. … Err on the side of yes. Try it. If it was a mistake, at least you’ll know first-hand, instead of always wondering.
If you’re in doubt about something that’s in your life already, get rid of it. Not just things, this goes for identities, habits, goals, relationships, technology, and anything else. Default to not having it, then see how you do without. … Err on the side of no. Get rid of it. Start with a clean slate. If it was a mistake, you’ll get it back with a renewed enthusiasm.”