Kind of a long list pops into head .... besides the folks like Kent & Alan, Bob Rivers, Yeend, Dave Ross who've been at it and are still going at it .... I'd offer the following:
Gary Lockwood (though was always a fan of his afternoon work more than his morning show). "Police Blotter" remains the last vivid example I remember of "appointment listening", and especially when I had to pull car over to side of road to stay safe from laughing...
Charlie Brown's work both in KJR and KUBE incarnations (KUBE targeted a bit more adult), Lan Roberts off the wall stuff, Phil Harper's unique ability for bringing "intelligent humor" to Top-40 format, and in their adult niches, have to mention people like Jack Morton, Bob Hardwick, Larry Nelson because they could sure engage you even if it wasn't a "bit-based" show. Jim French could do engaging interviews without trying to piss people off to hold their attention. In recent years, was always a fan of Pat Cashman based on his recollection that "show prep" is NOT something that should have gone by the wayside ... his show thrived on that and the creativity that drove it. In the "pure energy" department, Dancin' Danny Wright always put on an energetic, interesting program (KJR, KNBQ). And a long list of people who were good jocks ... because they could blend the music and the personality without one getting in the way of the other; yet still offered CONTENT that went far far beyond "that was that was and coming up".
Sure there are others...would sit and think but need to re-inflate my air mattress or my laptop is gonna fall in the river that used to be my driveway.
Great topic!