Could you use positive air pressure in the fuel bottle to drive the fuel into the tank. Likewise pressurise the fuel tank to empty it. (this would also highlight any leaks in the clunk to tank bulkhead tubing.)
It's just a simple geared pump with a brushed cheap dc motor. I guess it will last as long as the brushes. I have 4 in-line fuel filters of varying mesh which probably slows it down a bit - then again it isn't powerful enough to blow off any connectors.
I like the idea of the air pressure especially as you have a compressor for the retracts anyway.
only concern is what pressure (if any) are those jerrycans rated for and what is their mode of failure? will it just spring a leak or will it tear and fail suddenly with a large amount of highly flammable liquid floating around?
This was not my original idea - My son used it for filling wing tanks with petrol on his FoxKit plane. (Full size). With the jerrycan on the ground, he generated a 7ft head with no ill effect.
The pump was a mains driven air pump intended for a Koi fish pond.