3pt hitch "carry all" to fit generator / air compressor. my issues is i always need extra tools for various jobs, and needing a spot to place the tools so they don't rattle/roll/shake off and get lost on me. along with a space to coil up hoses and like. a trailer, can work, but like you, lifting a generator / air compressor up on trailer and then tieing everything down, so they don't roll and crash into the ground :/ there are some pretty nifty carry all builds on this forum, and ability to lower carry all, nearly all the way to the ground. to load heavier items onto it can be a nice thing!
i remember seeing someone using pullies, and a compressor, and fabricating some metal, to create a 3pt hitch pto driven air compressor.
with tractors comes hydraulics you can use, possibly getting a hyd motor, and swapping electrical motor for hyd motor. hooking up the electrical pressure switch, to a hyd diverter solenoid valve or like so compressor is not constantly running and building up air to possible dangerous exploding levels.
i am a tad un easy, just hooking a compressor directly to PTO itself. more so on tractors that do not have independent PTO, and uses some sort of electrinics to control the PTO ON/off operation. and know how to tie into those electronics. its that whole building up pressure to dangerous exploding levels, to having pressure relief valve constantly being open.
constantly running compressor = over heating issues and damage to compressor possibly. not to mention wear and tear. ya you are going down a fence line or working on a project, and ya get into something, thinking ya this will only take a couple minutes to deal with, and will keep compressor on and running, then it turns out to be 5 minutes then another couple minutes, then more... the ability for auto shutting off compressor once you have the pressure you want/need is important to me.