I have made all the mistakes is why I can relate. I remember an old timer I asked about one of the first lines I ran, he recommend 1/2 and of course I went inch,,,, ha When I look at my lic master pluma bud,,, 50 yrs in the biz and he still has the same 1/2 lines in his shop he started out with.
Same for some electric, my master neighbor still has the 10 cable to a welder outlet he put in 40 yrs ago,,,, this is a guy who could have any wire or fitting for free.
Another has 2 tool circuits in a garage full of machines. Anything not fixed gets pulled out and hooked to a heavy cord reel. Its often a hard concept to grasp,,,, 10 machines and a dozen outlets,,,, 1 used at a time. Got a couple more buds that way, one a sparky, 2 circuits, one for parasitic and some lights and another for power tools.
Another thing, I have a place my 1/2 has a T, goes to another reel for outdoor. What would be the worst that could ghappen if someone was sanding and someone filled a tire? I have ran 2 tools, can barely tell the difference. Not like its going to short or blow a fuse, so,,, it has 5 more # drop for a few seconds twice a year.
In small garages one wouldn't even be able to notice. Whats the likelihood that 2 20 cfm tools will be running full blast from this 3 hp comp? I have had 2 tools hooked up, I can,,, but its really rather rare for me, most air is one at a time and even if I had to change tools its still super rare for me. Very rare I use cut off, then wire wheel, then cut off then rotary file. Would save less than a couple minutes and a dozen changes in a year. Not worth it to add another 100 ft or over size pipe just in case. I don't have to die grind when I use a 3/4 impact.
A bit similar to welding and air comp,,, do you absolutely got to strike an arc while the air is on and can you stop and wait a minute for it to finish, resume welding? My Bud has a 60 breaker and a heavy 5 hp comp,,,, never tripped it, got that and 15A air cond.
One of the guys here, Falcon I believe has a 70 on his and he has a long list of tools. Same for my storage building, the only time I ever pulled more than 20A was during construction. I got wire everywhere, a couple of cords and a hose reel would actually have provided all the utilities I have ever used in it.