Yeah comrade, that's unfortunate. Because a skateboard shouldn't be a display of opulence. And having a weapon would increase the level of violence if it's a common occurrence. E.g. pepper spray would work once or twice until someone brings a bat. And being in a rough area has brought you you more than your fair share of violent situations. I would offer you something substantive if I could, but I'd have to know more (e.g. how does a typical altercation start, how many people are involved, is there a common time, etc.), otherwise all I'd have for you would be my condolences and the suggestion that if you're alone a friend might make you a less appealing target. Have you considered just pressing the communism button so that skateboards aren't subject to corporate greed, people who would be prone to fighting become more capable of interacting positively in their community, and the public utilities like parks and recreation get more love?

If you want a second pair of eyes on the situation DM me and if my experience could help you I would.