You kinda answered your own question, icycool. You said it yourself: small markets. As someone who's worked in both small, single-owner, and larger, corporate stations, I've seen the disparity in available money to go around. The small stations I've worked at didn't have hardly anything to work with on-air. No jingles, no nothing. Just me and my AP/UPI dot matrix printers, the records, the spots, and network news at the top. That's it. On the other hand, I've both worked at and visited facilities that make the Taj Mahal look like a Port 'o' Potty. But guess where they were: you guessed it, big cities. Corporations don't really like to drop dough on small signals that are, as they say, "out in the middle of nowhere." Not enough ears (read: wallets) to make it worth their trouble financially. Small stations don't have the bucks coming from a corporate till like the bigger stations that attract the corporate buyers do.
Having said that, however, it's not just money and size of ownership. There are times when ownership/management just doesn't want to spend money on what they see as fluff. And one PD took years just to pick out a jingle package he liked. Another owner I worked for didn't bother to re-invest any capital back into a station that could have made him very wealthy. Nope. We ran mostly agency spots, he took all that money, paid us and the utilities, and put the rest in his pocket. No upgrades in equipment, nothing that would have given us a cleaner, more professional sound (both technical and programming) and given our competition a run for their money. We at least had an Optimod, but that was it. Everything else was decades old...the board, the turntables, the transmitter, even the building...40 years old at the time.
Another place I worked at treated the salespeople like royalty. Company-leased cars, cell phones the company also paid for, and commissions like there was no tomorrow. The studios? Different story. At least our music was on cart, but the cart machines themselves were held together with bailing wire and bubble gum. Some of them dragged, others were so out of adjustment they sounded like garbage (muddy or tinny). The FM board was cheap crap; bleedover from various sources was a big problem. Pages to the contract engineer (not in-house) often were ignored, and if he deigned to return the call, the attitude was often "why are you bothering me with this crap?" And management didn't seem to care as long as we were on the air and the spots were airing. It often felt like we were doing radio in a friggin' internment camp. But then, in a wonderful twist, management surprised us all when a guy who actually gave a sh-- and who knew his way around a schematic diagram came along; they hired him to take over the CE position, and things finally started getting taken care of, both at transmitter sites and studios.
It can depend on how much money there is to go around, but it can also depend on where management thinks money should go, too.