By Jove, I think I've got it.
Tweaked the skid a bit more to fit the references, and slightly scaled down the front strut. There's also two telescoping points: The shock absorber itself is able to telescope completely for storage, and the upper half of the oleo is two telescoping pieces (I'm model some locking mechanisms). I was even able to fit it without having to offset the forward strut.
Now I just need to model the actuators that move the struts aft when retracting the gear, as well as create and rig the armature, and set the poses. I'll also have to figure out how to plumb the engine around it, but that will be relatively simple by comparison.
I think for the gear positions, there will be:
Retracted: Gear in their "stowed" state.
Extender: Gear in their fully "extended" state. This would be for when the ship's gear are out, but the ship is airborne (so the shocks aren't compressed)
Landed: Gear are extended, with the shocks slightly compressed by the weight of the ship.
Compressed: Gear are extended, with the shocks fully compressed by the weight of the ship settling as it lands.