Just going to put it out there, Jammer's stories are a *really* poor example to use if you want to argue that the 'bootstrapping' mentality makes sense.
His dad was able to live a middle class lifestyle, yes in part because of hard work, but also because of being part of a heavily unionized industry, I presume part of the union, but he would have benefitted from the unions negotiation regardless. Also, the 'after WW2' makes me suspect that his dad also might have gotten some benefits from the GI bill.
Jammer, form the sounds of it, has maintained a middle class lifestyle, not bootstrapped himself into ultra luxury or anything like that. I'm not sure if he specifically has been part of a union, but again, the industries he mentioned are at least somewhat unionized.
His son, we know, is part of the carpenters union. There seems to be at least somewhat general consensus that he is getting a lot of benefit from that membership. Depending on where he is, that 140k a year could mean middle class, or maybe upper middle class. He also didn't rise into ultra luxury.
Fucking horrible examples for the people that argue 'bootstrapping' works. Not only have all of them benefitted from unions, and the folks arguing that 'bootstrapping' makes sense are usually not to union friendly', they are also not rags to riches stories, they are 'a comfortable but not amazing level of wealth, to a comfortable but not amazing level of wealth. stories. Not to take anything away from Jammer, I'm glad he's done alright and it seems like he worked hard to get there, but it's pretty revealing that the example we are supposed to regard as proof that bootstrapping works is a family that over the years has probably gotten a lot of help both from unions and from the government. and has just maintained middle class instead of falling into poverty.
In fact, on the other side of that, his story, about the people picking peppers, strongly hints at the opposite. The people picking pepper pales in the pepper fields worked harder than 'Bootstrapper' Jammer was willing to, and they only got a few hundred bucks a week across their entire family. They work their asses off and make the best decisions they can for their situation, and in return they get a life in poverty.