Yeah, I might just be talking a little too meta for you.
Allow me to break it down a little more explicitly to help you out.
What that dude has done is the dream of thousands of small-time sports hosts populating every market in the country. There is a very distinct hierarchical structure in terms of income potential and notoriety in broadcast media (tv, radio, whatever), and pretty much every on-air personality wants to climb it. Conventionally, the way up is to work through the local affiliates of national networks and hope to market hop until you are called up to the big leagues.
But there is also an alternate pathway which maximizes personal freedom, flexibility, and earning potential, and it involves growing a listening/watching base in essentially radial fashion. This can occur a number of different ways, but the archetypical examples, like Howard Stern or Mike Francesa, arose from NYC or similarly major markets which allowed them to amplify their local presence to a national scale.
In the more recent past, we've seen cases like Finebaum and Matt Jones come out of tiny markets with crazy fanbases and essentially suck up the collective listenership/viewership that previously belonged to dozens of tiny local affiliates. From the perspective of those buying ad time, you're essentially turn a state (say, the 4.5 million in KY) into a major city market (say, the 4.5 million in metro Boston). And as somebody who has lived in both markets, Matt is way more popular in Kentucky than any one sports station is in Boston. It's really not that complicated to understand.
If you don't understand the difference between that and your normal local drive-time sports talk in a small southern market, then you're the one who suffers from delusion.
I'm not some huge Matt Jones fan. I've never watched a minute of Oprah, but if somebody told me she was just your average TV host, I'd argue with them - because she's managed to build an empire (100 times bigger than KSR) on top of a graveyard of other peoples' cancelled shows.
And I had to giggle a little at the implication that I need someone else's success to be delusional about, but I'm not going to get into it here, because I always end up looking like a douche bag.
Kentucky will be equally great no matter who is on the radio. Of course the show depends on Kentucky basketball for its success - but if talking UK sports was the secret recipe, then again, some of those other little guys would've become millionaires, too. It's everything else KSR does that is different.
