For the last couple years or so I've been skating and filming solo quite a bit, here's what I do (not necessarily what I would recommend but works fine for me),
- no tripod, but I have a small Mini-DV cam and just use the camera bag itself as one, figured the height is perfect for what I do and since it's mostly soft, you can literally shape it with your hands to make sure your camera is sitting on a horizontal plane regardless of how uneven the terrain is without struggling for five minutes like one would with a tripod. Or sometimes I'll use part of the surroundings themselves, say if I spot anything my camera could sit on that's already part of the immediate urban landscape and I think the angle from there would work then I'll favor that option. Something funny is by getting into the solo skating and filming habit, now I no longer read skate spots just as skate spots but their inherent possibilities in that department also started standing out (e.g.. yeah I'll notice that bank for sure, but I'll also notice that one lone pole or hole in the wall ten feet away from it);
- you want to think composition first and foremost, think in terms of horizontals, verticals, diagonals, curves and rule of thirds, structure your shot, pretend you're making an interactive photograph or painting and plan your choreography in there and not just your trick (which side or corner you'll roll up from, which one you'll exit out of); of course that only confirms how the aesthetics of the spots themselves will dictate everything;
- be ready to have to repeat whatever you're filming over a dozen times if needed because you will run into the typical problems such as landing out of frame or in a way that doesn't work with what you're going for (all long lens, no fisheye leaves zero leeway for error), or unfortunately-timed camera death. To try and avoid the out-of-frame classic as much as possible I usually leave my board on the ground wherever the trick is supposed to happen when setting up the angle, as a reference. But in general, having a very specific vision of what you really want to have going, or emphasize on, with each particular clip past the performance itself will go a long way.