Wow, this thread brings back some memories...
I was a huge Caballero fan, and skated mostly his decks. I had a few others sprinkled in, but always came back to Stevie...
I had a 4' half pipe in my backyard for a couple years. Eventually tore it down, and started building an 8' ramp. Was about ready to attach the actual skating surface, and the city showed up and shut me down. A neighbor complained, and I couldn't proceed without a building permit.

An expensive lesson for a high schooler...