^All of this^
I went through a succession of sh1tty hand-me-down compressors, mostly shockingly noisy, fast wearing "oilless" types for years. I vividly recall one failing in the middle of painting a set of motorcycle bodywork and having to drag the other one from the basement to garage and swap over the regulator and plumbing so I could continue before the catalyzed paint cured. At that point I'd had enough and began the long search for the most compressor for the least money.
A couple years later I'd scored an American made Speediare. 5HP, 220V, single phase, 4 cylinder, 2 stage, 60 gallon vertical, metallic green barely broken-in goodness.
I negotiated $400 for it with a guy closing a shop that built and operated disabled transport vans. As I was leaving the shop to go get cash he ran back out and said:
"Hey! Do you like WELDING MACHEEM?"
"I Do!, I really like welding macheem!"
So I went back in and directly was renegotiating a package deal for the aforementioned Speediare and a lovely Miller Millermatic 185 MIG w/ the biggest C25 bottle you can own and a fresh 33# spool of .035" wire. We agreed on $800 or something close to it.
The Speedaire exceeds my needs. Painting, running a good sized blast cabinet, air orbital, disc grinder, whatever. It just stands proudly in the corner, chuffing away authoratatively. It's a soothing sound, really.
So I'd suggest using searchtempest, having the funds ready, being willing to drive a few hours, and looking for a Quincy, Gardner-Denver, Ingersoll-Rand or Speedaire.
I have never once for a second thought "Gee, I wonder if I should have bought a smaller compressor"