I think a lot of people hate when these type of shows reach this point. It's entertaining and fun when the main character is "winning" - getting away with things, overcoming hurdles, killing threats to himself/family, etc. But this show has always been about consequences, and the end of S3 and all of S4 have taken that to another level. He was down, bad. And the time jump shows him getting what he wanted, but no one is happy. They're miserable. And at some point it really seems like all this shyt is about to fall apart. I don't think he'll die, but I think he will lose everything.
I get the the vibe that Barry never had anything to begin with. He was a blank cypher of a man that we routed for because he was the main character, and the show was named after him. But he's legit been a lost cause long before he turned up to LA