He's not judgmental about you as long as you don't complain about never having money to do things and never being able to save up money and not being able to ea

He's not judgmental about you as long as you don't complain about never having money to do things and never being able to save up money and not being able to earn enough/working too much/etc. etc. etc. He's judgmental about people who want to retire, wish they could save up money, have boatloads of debt, and complain incessantly about how unfair life is when they keep taking on piles of debt making luxury purchases and mismanaging their lives. That's all. As long as you're happy with your lifestyle choices and either 1. Make enough to be able to retire comfortably when you want to or 2. Won't complain when you're broke and impoverished in the future, then good for you!