I'm fortunate to have a large building with a cement floor. I took some beefy pallets and put beefier casters on them.
It makes the hookups a breeze. When I'm done with an implement, I just unload it on a pallet. I can easily push it anywhere in the building,
Harbor Freight often has casters on sale really cheap.
Mine are smaller implements, 4ft brushhog, 5 ft finish mower, but I have occasionally dropped them outside and needed to hookup there, it's a lot tougher.
Also, trying to put the finish mower on with an hour of daylight left, whenever I'm in a hurry......
Good luck and much more importantly, be careful.
Curt