I listen to Curtis Sliwa on NYC’s 970 The Apple. His success totally confuses me, but it is fun listening.
A couple of my favorites are Brian Copeland on KGO and Wayne Resnik on KFI.
I used to like Larry King’s late-night radio talk show. It was five hours Monday through Friday of which the first three hours was often set aside for one interview and/or subject and the last two were open phones during which King opined about various topics like sports, politics, or the last movie he’d seen. For those only familiar with King through his CNN show (in which King appeared to be on auto-pilot for much of its run), it was markedly different. For one thing, King actually seemed interested in the topics of his show, his guest, and the people who called in.
I like Thom Hartmann… i also learn quite a bit listening to him. Handel on the law is hillarious and makes my shift fly by…
NPR usually… with knucklehead local sports guys… Chuck Oliver… the proclaimed King of College Football cracks me up…
WOW 98.3 has a local Liberal talk show host called Bradshaw who is fun to listen to in the car over lunchtime. He is more than willing to have tighty-righties on air and let them talk as long as they want. Listening to these people spout off Fox News and RW radio talking points while actually being challenged on them is comedy gold.
Oh, yeah - I’d turn on my clock radio when I went to bed. He was really good back in the late '70s.
nm
My favorite is entomologist Phil Pellitteri.
I enjoy Coast to Coast AM. Real tin-foil hat stuff, don’t take it seriously and it can be very entertaining. I also like Hearing Voices, Soundprint and The Commonwealth Club. These can be a little hit-or-miss, but if you dig into their archives, you’ll probably find something that interests you.
Bri2k
I’m partial to NPR’s talk programming. I especially love Talk of the Nation, which is intelligent conversation on interesting topics. My local station used to have that, the BBC World Service, Tell Me More, and a lot of other good stuff on its HD 2 channel, but did away with it for financial reasons. 
Now all I can get is Morning Edition, All Things Considered, Fresh Air, the weekend entertainment shows, and the crappy locally-produced talk show. The local show focuses on non-news news, fracking in the Marcellus Shale, and Harrisburg’s financial problems. It has a hard time attracting callers and I have yet to see more than a few comments on the website. The host also has a difficult time with questions and answers; either the guests don’t have lengthy answers, which forces the host to ask for elucidation, or the guest is long-winded. I turned it off today because Harrisburg mayor Linda Thompson is in love with the sound of her own voice and the host wouldn’t rein her in. Neither is good radio.
Another NPR fan here…my main occupation is painting (houses, faux painting) which although creative at times, is often fairly monotonous work. I’d go insane if I didn’t have something to occupy my mind with while I’m working. I’ve been a talk-show junkie since the 1970s in the UK.
Back in the 1980s I drove a semi over the road for a few years and it was great fun spinning around the AM dial for obscure local talk shows. Coast to Coast was fun overnight. In northern Arizona there is (or was) a Navajo station…sometimes in English, sometimes not, and some cool Native American music. Recorded church/revival type services broadcast in the deep south. Hokey little local stations where people called in with things they wanted to buy or sell, garage sale announcements, services, lonely hearts, stuff like that…sort of an auditory craigslist.
I also remember hearing Rush Limbaugh when he was still on a local California station and wondering why anyone would pay him to rant and ramble on, l;et alone listen to him. My painting crew and I would also listen to Dr Laura (is she still on the radio?) and hoot and holler at her advice.
Over time I’ve come to loathe commercials and no longer listen to commercial talk radio. Not much in the Detroit area anyway. So it’s pretty much NPR all the way nowadays. When I have to paint on weekends, the weekend line up (Car Guys, Wait Wait Don’t Tell Me, This American Life) sort of makes up for it.
Our local (Dallas-Fort Worth) public radio station airs a program on Friday afternoons that is kind of like a radio version of the General Questions forum here. Listeners call in (or e-mail) and ask a question about something they can’t find an answer to. Many of them are about local things (“What was that large gathering about downtown yesterday?”), but others are more general interest (“Why do some big trucks have a chain that dangles down and drags on the ground?”). Any listener who knows an answer to one of the questions asked can call in and respond. There is a host who takes the calls and talks with the caller about their question or answer, and reads aloud the e-mails sent in. It’s interesting because I will often hear a caller ask a question and I’ll think, “Yeah, I’ve always wondered about that, too.” Like I said–sort of a SDMB on the radio.
Before Rush Limbaugh went national, he was local here in Sacramento. I liked him a lot better back then. He took more chances, had a lot of “skits” (for lack of a better term) and played a lot of music that would go along with his topics. He was married to his first wife and they had a couple of small dogs and he would tell some pretty funny stories about them. He also used to have lunch with many of the local TV folks and politicians and talk about it on the air. Once he went national though, he tamed his act down tremendously and I don’t find him nearly as entertaining.