That's certainly a possibility since, as you point out, he as the financial resources to do it.
That notwithstanding, a move away from the mass media isn't always a winning strategy. Since exiting Fox, Glenn Beck has fallen off the map for many. It was likewise even with Howard Stern when he moved off broadcast radio and onto a subscription-based service. Even Keith Olbermann has fallen into more of an abyss since he was fired from MSNBC. There are a lot of niche media outlets but the big audiences are still found on the traditional side. That will change eventually but it hasn't happened just yet.
And now to take a brief detour down memory lane, here's Rush Limbaugh when he was known as Jeff Christie, a top 40 disk jockey at WIXZ in McKeesport, Pennsylvania:
And you can listen to how he sounded almost 40 years ago here. "The Exorcist" was starting its run as he mentions during his program.
Holy moly! Thank you so much for that pic and link! Doesn’t even look like him...lol. I guess we’ve all changed just a “tad” since that many years ago....hehe.
And yeah, you could be right about that falling off the map. But if Rush had his own station, we could still listen in like we do now, without having to worry about being told what he can or can’t say.