I have a 2-ton engine hoist that goes high enough to lift it. It moves around easily on flat floor. If the floor is not level, then the boom side of the hoist should be pointed uphill so that the weight doesn't swing outside the C.G. and cause it to topple. Carried low enough, the base nestles into the legs and doesn't swing around. I've winched it up trailer ramps boom first and then 4-way strapped it with ratchet straps. Unless you lay a runway, the small wheels can hang up on gaps and ledges. The hoist stays attached on the trailer, but the load is lowered to the trailer floor. Consistent with the "boom uphill" orientation, the jack end goes down the ramp first, restrained by a winch attached to the outriggers.
There is always an opportunity for a "Youtube moment" but it can be done. The "professional mover" strategy is easily the best if you have the funds. I always use not just pro movers, pro safe movers for safes, but so far have gotten away with the compressor moves. I have another 80 gallon compressor move coming up with my new shop build, so it may be time for my comeuppance. I have a couple of millwright buds who I believe could put anything anywhere, but they never seem to be available when I have need. Check that, they did help me move a Bridgeport mill and a Monarch lathe out once.