Hadn't thought of the SUP corollary - but we're never around more than 1 or 2 passing skateboarders once in a while - the resources we're using aren't coveted by skateboarders so I guess it's not the same as with SUPs. I would never dream of taking these things into a skatepark or at least not if anyone was around. Where we go we are the only people on Hamboards and virtually the only people on skateboards - its more 4 wheel six seater pedal rentals, tricycles, bicycles, pedestrians 2 and 3 abreast, joggers - so we're not in anyone's way. People generally find the Hamboard intriguing, want to know where I rented it, where you get them, etc.
I had a 36 foot long half pipe in my driveway for a while so we took our regular Element skateboards to Wildwood, NJ one year and they just stunk on the rough concrete boardwalk - they really wouldn't coast. So that year I bought a Sector 9 longboard, the longest one, and with the bigger wheels and wheelbase it was like it had shock absorbers and it really coasted well - it was really fun and my kids disappeared with it so I had to buy another one each trip. The following year in Ocean City Maryland I saw a street sweeper pole and a Hamboard in a shop - I bought the Street Sweeper and it was really fun with the Sector 9 longboard on the wooden boardwalk (off season). Then I just kept thinking about that Hamboard - as crazy as it was - so I got the first Hamboard - so fun - you can go for literally miles and miles and it turns much tighter than you would think - there are cams and springs in the trucks that turn the wheels as you tilt the board.