Have to feel sorry for Max (spoilers)
He tried his best to get along and be friendly and cooperative with the PO. It was my impression, as it was Max's, that the guy was a complete *beep* refusing to budge and out to get him over the smallest things. The final straw was when he babbled non-stop about the most trivial stuff in his personal life while driving Max to the halfway house. It was so ridiculous it makes one wonder if he was trying to get Max to snap or if he was really just that ignorant. Max could not sit by and watch his future go down the drain at the hands of an an arrogant brainless fat *beep*. He was too proud for that. He did his best, he showed humility and put forward a strong effort, but he was continually treated like *beep* until he couldn't bear it any more.
Max was forced on the run because the guy in control of his freedom was an ass and Max was too proud to submit to it. Since his attempt to subjugate himself to the law to avoid the negative consequences was a failure, he returned to crime as his only method of survival.
The entire film is a character study on Max, and later on reveals some of his character flaws. In particular Max was too greedy which got them in trouble with the cops to begin with. He extracted vengeance upon the accomplice he perceived to be at fault for the failed job, but we know it was largely his own fault although he refused to accept it. We also saw that he genuinely loved the girl and wanted the best for her, even if that meant sending her away from him at the end for her own good.
At the end of the film, Max is completely alone and the system is out to get him more than ever before. His one friend died party because of his fault and he had to kill his other friend for abandoning them at a crucial moment. His lover is cut loose because he doesn't want to drag her into trouble.
All of his actions leading up to this were genuine, his best shot given in the circumstances he found himself. Yes he robbed a few stores but ultimately it is simply a war against the system, none of the individuals were harmed more than was necessary and will all be compensated. His greed was probably a personality flaw, but I don't think it's actually very relevant at all, just a minor nuance. His pride and sense seemed like a strength to me, but that's where the system sees things differently. It wanted him to live in total submission, something he was incapable of.
This film is not about misplaced empathy or such, as I read in some other posts. You don't misplace your empathy. If you feel that the PO was a jerk it's because he was, and if you feel that Max was severely wrong to have broken petty rules of his parole and deserves the treatment he got for it, then you are also a jerk.
This film is just a portrayal of the spiral of crime. Max is released from prison, tries his best, ends up breaking a whole lot more laws and if he is caught the process will repeat itself again. At the very end we see 3 shots of Max over the years showing that he has already gone through similar spirals several times and there is no hope for his future, no way out other than to escape with the loot to somewhere where the system no longer oppresses him.
~ Observe, and act with clarity. ~