Excellent post.
And on the opposite side, I want to point out that people need to figure out when enough is enough. Lots of people will keep working hoping to eek out just a bit more in their portfolio so they can feel more comfortable. What they're missing is that each year at the end of your career is worth more and more as you get closer to death (and ironically, each year they work extra is another year less of needing that money).
I struggled to get this one through to my mom, and actually still do with her being 2 years into retirement. Like, they want to build a house but they keep saying it's contingent on how Tesla does. I'm sitting here thinking, it's probably going to take you all 1.5 - 2 years to get it built once you decide to move forward, and you're already in your 60's. How much longer are you really going to wait to build this thing? And they already have more money than they'll ever spend.
You also need to consider your physical condition in those years. The earlier ones are worth way more than the later ones. You're probably not going to go do all the physical things you want in your 60's or 70's. I know a couple who retired early in their 50's and they already can't do the hiking they want as their bodies can't handle it anymore. My wife and I are in our early to mid 40's, and each year I can feel more shit breaking. Do we give our best years to an employer, or roll the dice and make the most of them ourselves (by shit posting on FoH all day)?