This one came out around 2006 and may be a little dated by this point, but it’s tales from pros and joes about the multiple forms of authority exerted on skateboarders.
There is one story in particular about a guy who moves to SF from WI a few years after his local hero/legend has, who he finds has since put down skating and picked up chemical dependence and homelessness.
The story is he cleans up his friend with the intention of having him stay/rehab with him, only to awake to find the addict friend missing in the morning, never to be found again.
I wish I could find this book again and find out if whoever wrote the story ever found his friend again.