[Spoilers] I watched the first 5 seasons as they aired, and then lost touch with the show and TV in general. Hearing the movie was coming out to wrap it all up after the unexpected cancellation at the end of season 7, once I had some time I binge watched season 6-7 in a few days. I don't remember a lot about the specific of the early seasons, but man-alive, I don't know when Ray finds time to sleep. In season 6 and 7, Connor aside who only returns to let us know he is joining the marines, everything that could happen to anyone Ray knows does. Lots of coincidence with perfectly timed life saving phone calls too. One thing I do recall about season 5, was that I found the constant presence of Abby after her death to make the show a bit slower than it needed to be.
I've seen this described as 'if GTA was a show' and I had that thought too. He has main-quests then side-quests and everyone needs his help. If you like Sopranos or vigilante media, this is worth checking out. Ray gives off Batman vibes at times. Hopefully the movie can give it a fitting ending.