I played a lot of chess in my high school, in fact, I played it at a competitive level. The high school where I studied was a sports high school and I chose chess to practice it for 5 years in a row, I even became a state player together with another team :P (those were good times, I had even made a project to promote Steem through chess in Venezuela years ago).
So I can confirm that what you say is completely true. I think the most applicable to real life thanks to chess is the analysis of every decision you want to make, every single one. In chess a simple move can lead to a million different variations, and the analysis of all these variants is an important factor to discern an amateur player from a professional one. Real life is based on decisions as well, and as a person it is our responsibility to take care of them and evaluate each of the possibilities (good or bad).
Regarding the bear market, it is a bit silly to decide to quit at this moment. Not only do you have to have a cool head when investing, in any kind of investment it works like that XD. It's just a matter of looking at a chart for years and see how this market is part of a pattern that has been repeating all these years.