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I rode a skateboard (badly) when I was in middleschool so I'm not sure how hard it is for a completely new person. I'm not super athletic, but I find it pretty easy.

The trickiest part of skateboarding is foot breaking and pushing, with the boosted board you really don't have to do either so it's generally a lot easier. I'd guess given a couple hours and a week cruising around a bit you'd be comfortable going pretty fast.

I wear a helmet and sometimes wrist guards depending on how risky I'm feeling. If you're in town and want to try it let me know.