I'm not sure others would agree with me on this, but IMO Sirius XM is NOTHING like radio. You might flip again and again but you are always on their service. So how they rotate their music isn't anything like how an oldies station would do it. Again, my opinion.
Nothing to do with Tim Conway, of course. I think your point is that he should provide a full 4 hours of content, not 3 with a repeating hour. I totally understand that, and I would feel "cheated" if i heard a replay. But i think KFI's point is that the lion's share of the audience doesn't tune in for the full 4 hours. Also, as others have said, I'm sure Mr Conway, Jr had close to 100% say in this. He might have decided he liked going out to dinner every night at 8. Plus, even Johnny Carson wasn't live every night. Based on that fact, would you prefer Tim Conway live 3 and repeat 1, or live 4 but only Monday-Thursday?