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How the heck do I light/shoot this?!

Try to find spots where you can get decent lighting and try to make some action happen in that area. You can probably find something that works. Get some wide angle action in there too.

Widest lens I own right now is my 28 :/ so that's gonna be challenging lol
 
How about some SECOND-curtain synch + dragging the shutter...that would actually make the ugly beams look BETTER!!! They would become graphical elements!!! I am serious....maybe 1/6 second or so, with a flashpop at the ending time of the ambient exposure...

The speed of the ambient exposure could be varied both by ISO adjustment and F/stop used, as well as the TIME length the shutter is open...you might want to go as slow as 1/3 second, or as fast as say 1/20 to 1/40 second, depending on how strong the light is, and how much it records, based on aperture and ISO level.

I think it'd look pretty cool with a "normal" focal length lens used.

Alternately...how about some multi-pop stroboscopic looks???
 
How about some SECOND-curtain synch + dragging the shutter...that would actually make the ugly beams look BETTER!!! They would become graphical elements!!! I am serious....maybe 1/6 second or so, with a flashpop at the ending time of the ambient exposure...

The speed of the ambient exposure could be varied both by ISO adjustment and F/stop used, as well as the TIME length the shutter is open...you might want to go as slow as 1/3 second, or as fast as say 1/20 to 1/40 second, depending on how strong the light is, and how much it records, based on aperture and ISO level.

I think it'd look pretty cool with a "normal" focal length lens used.

Alternately...how about some multi-pop stroboscopic looks???

You know Derrel, I've never Tried Stroboscopic flash. I just might have to .
 
Why do you care so much about the background? use all your lights on the subject and the background will catch some of the fall-off light. Just what I would do in this situation.
 
Gorilla pods! Try to use those beams to frame your rider. Maybe try an angle that will provide a foreground beam and beam behind subject to, with rider mid-air in between, to emphasize Hight.
 
I didn't read all of the results, but you can also drag the shutter and let the flash freeze the rider and not worry so much about the background. Other than that you could use a low light prime ( ie. 35 f/1.4L ) or throw up multiple strobes around the venue. I think the first option is cheapest and easiest to try out.
 

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