At first I thought, "Wow, he's much braver than I am."
But "audacious" and "bold" are probably better words to describe it. Maybe I'm overly cautious, but it's inherently risky to confront someone who has taken your property since they have already shown a willingness to break the law. It's a coin toss whether they will perceive the confrontation as a threat and react violently.
All that without even considering that he was dealing with a police officer who, de facto, will be given the benefit of the doubt in a confrontation and may behave accordingly. Not all cops are bad, I think most are good actually, but you have no way of knowing which one you will get in a situation like this. I'm very glad that this ended well (as well as it could have) for him.
The way this is supposed to work is that the victim says "I got screwed into a baseless DUI and I'm only out a predatory tow bill and my $2k Mackbook. That's $3k less than the lawyer's starting price. Golly gee it's my lucky day"
He's not brave. He's dense enough to still believe in the system. See also: Knocking on the door of a cop who you've got beef with.