After over 30 years of work, and business, I have become vastly more tolerant and understanding of those who were diligently "out there swinging" until it broke them, and sometimes their families too. There comes a point where anyone will break.
What of those who were swinging improperly due to their year of birth and graduated during a recession? The effect of taking something when jobs are not available can lock them into poorer quality jobs for decades. Earnings for some never catch up over a whole career, at least according to some studies. Potential employers only take interest in your previous role, and current salary, so this isn't unduly surprising.
Of course you have to be "in the game", but the effects of your swings, regardless of how many, are often outwith your control.
If you are lucky enough to make that choice ;-)
Getting in the game is a choice you make.