Yes, about the only place you can get away with an oldies format is in a small unrated market. But even that is the hard road when easier paths can be had. What worked years ago no longer does: when you have the cable company, newspapers, shoppers, websites, regional FMs and many more radio stations in general, plus direct mail all going after the small town businesses, you wind up with far fewer dollars that you would have 10 or 20 years ago and far fewer businesses on the air. You are forgetting advertisers buy to get reach. They generally do not buy niche programming. They want the masses. Oldies is no longer the masses. Sure there might be plenty of folks 60+ with lots of disposable income but converting a 60+ buyer takes normally way too much money to do via radio. So, if you own a business, would you rather spend $20 to gain a customer or spend $20 to gain 2 customers?
I know of two AMs doing oldies. One bills $4,000 a month. The other bills about $5,000 a month. Both are automated except for a live morning show. The later had been live, but was losing money and the listeners didn't care for the green minimum wage jocks that didn't know the music. Both have local news. In both cases other stations on the dial beat them in revenue and listeners by several multiples. Like KHVL, the $4,000 a month station makes it because of the FM counterpart and the owner's choice to program for this audience. If KHVL had to survive without the FM and the combo buy, I doubt they'd be doing the format. In fact, they might just go away.
You guys have to remember it is no cakewalk to pay the bills. You have employees, taxes (think of the property taxes when the county considers EACH tower as equal to a cell phone tower and zones that acreage as commercial), federal fees (spectrum use fees, renewals and annual filings), electric power and other utilities at commercial rates, building upkeep, maintenance on equipment and paying music licensing fees. Now add the base salary for salespeople plus commission, matching social security contribution, workman's comp and such that you pay regardless of any claims. When you have all of that facing you every month why on earth would you want to make your path to the dollars to do so as difficult and costly to obtain than almost any other option? Because you love it? If so, if you have the cash, take this on. You can lease or buy a station but I think your optimistic view might change rather suddenly. As for me, I grew up with 60s and 70s music mostly. I'd choose that personally but I'm running a station and it has to run like a business in the most efficient and best path to revenue and an oldies format just ain't it, even if you could find an owner willing to do what you want.
Here's a biggie: to do what the article proposes, you'd easily be talking about $60,000 to $75,000 a month to do it on a tight budget. Considering the advertising universe out there, even with great salespeople and perfect execution of the format on a great signal it would easily take 2 years or more to even get close to breakeven with a huge marketing push on day one. I would guess 2 to 3 million invested to reach breakeven. And then, the overage just to pay back the initial investment would take decades because this format is never going to be a top contender. And if you do achieve that sort of success (as in making a profit at all) I can guarantee you a competitor will revert to your format splintering your audience and the advertising pie. I guarantee that pie of listeners and ad dollars is not big enough to carve out two slices.
I am not trying to be cruel here. I'm talking from the perspective of being in the business of managing a radio station. I'm talking logic and reality of radio from that perspective. You might bring up this or that station and I'll say so what. There is always the odd duck out there. Not all of them are financially sound either. It's like saying everybody's wanting to be driving a 1955 Chevy pickup but you look around and they're not, then you tell me of one or two folks of hundreds of millions that are. I'm in the position of being responsible to my owner for paying the bills every day I am at work. I can tell you you're making a choice to hike Mount Everest instead of walking across a flat prairie. One is hard and nearly impossible, the other isn't as difficult.