I found an alternate method to getting this that's a little haphazard but worked on the first try.
Turn on the mutators:
The Devil goat seems to decrease the physics surrounding the goat, so paired with the jetpack you can frequently reach the upper skybox by pulling back on the left stick to point the thrusters down. Do this, gain some altitude, then open the mutator menu. This stops the goats momentum and holds them in the air wherever you are and allows you to turn to face the direction you want.
Start near the trampoline on the building, jetpack up a bit, open the mutator menu, turn so you stay as center as you can, jetpack up again, repeat until you're high enough.
Doing this to correct mid air between trampolines does not disqualify the achievement pop.