Well, I don't really care for the subtle, haughty undertones in your initial statements & acting like he's some super well-off dude that has no problems. "off the grid on 90 acres that he owns". He's working on owning it, he wants to own land...and he's going about it in a modest way.

But oh my god , he's planning to do stuff on that land. Eventually. He plans to build a farmhouse & raise livestock. The sheer audacity of these life goals. That he doesn't have cash money for, but is working towards.

Something tells me a house he builds is probably pretty different from a house you would build. It doesn't have to be some crazy-ass expensive mansion.

You then casually dismiss this man by saying "working class, my ass". He's gone through his past, IIRC a lot of warehouse/industrial work. He dropped out of high school, got his GED. I think that pretty much fits into the definition of working class. It does get a little more hairy when exploring what is middle class, because it does mention "owning land". Okay. But there's also emphasis on education & white collar professions...that's not this guy at all.

And maybe his dreams of owning land, building a home, and raising livestock are the main cause of his suffering. Life is exponentially harder for him because he is actively striving for life improvement, not living in a tiny box & watching Netflix on the couch.

I think that's the main source of his frustration that shines in his song, he's working hard & then what little he makes is "taxed to no end". The system makes it so hard for average, ordinary people to get ahead and actually do something of value with their lives.