Sounds like your grandpa is pretty cool dude, sorry to hear hes getting towards the end. I was watching a skateboarding show called King of The Road and the young skaters went to Tony Hawks house and they successfully skated the full loop. When they were done Tony Hawk said, "This was a life's work for me. These guys come here and do it in an afternoon and are just like see ya." Anyways, that doesn't help you with an application, but might be fun to find a skateboarding documentary (Bones Brigade) and some other stuff and go thru the history of skating with him. The improvements and the skill is unbelievable. Good luck, enjoy the time while you got it.

Rodney Mullen From 1984: https://www.youtube.com/watch?v=SfpmO9cPGGY