I never really to shred the skateboard, but that was because I didn't wanna break my damn bones. I'll let others do that and I can enjoy the spoils of seeing them succeed. Or fall on their face, whichever comes first.
Take this guy for example, Mike Boyd. He set out to prove that it only takes around 5 hours to learn something, if you put your mind into it. So he decided to learn how to kickflip, which I don't know if is the best first thing to test, but he's determined and he documented the whole thing. It's really cool to see the process of try, try again and kinda inspiring. Check it out!