For me, as long as my family is happy and healthy and we're on track to have an OK retirement and no significant negatives, that's good enough. Am I depressed that I didn't go work for <startup XYZ> that my friends started and exited with three commas? (Not some hypothetical/wishful "what if?" but rather a specific conversation in a conference room of "hey, come join us".) I can sometimes wish I'd joined them, but I didn't do the work, didn't take the risk, and I'm happy enough with where I'm at (and genuinely happy for them).

If your rental house has what you need, keeps you warm and dry and lets you cook your meals in it, why be ashamed of it? Unless you're Elon Musk (or Vladmir Putin or Sheikh Mohammed bin Rashid Al Maktoum), someone will always have more money than you.

If you decide the game is about being the richest person, 99.999999987% of people will lose that game. If you decide that the game is about enjoying life, friendships, and similar, over 90% of the people can win that game.

Context: I'm in the "millionaire next door" category, probably like plenty of middle-aged tech folks. Our "nice" car is a 2015 LEAF. The other one is a 2005 Honda CR-V. Somewhere in the top 5% household income, low single-digit millionaire, but exposed to a lot of people who have made tres-commas money, have their own jets, or whatever.