Have you ever watched The Man Show? That should provide all kinds of interview material for you.

Homophobic and seldom funny. Ask him how it is that people with so little talent manage to get shows like his.

Ask him why his podcast sucks so hard

Ask him if he thinks he spread his brand too thin. He was funny on Loveline and the Man Show, but after that there seemed to be a Carolla flame-out where he was in a little bit of everything, and he grew tiresome. Now he just seems to be surviving on commercials, even if he is "literally a millionaire".

One of the few funny things I heard from Carolla (on his radio Loveline show):

Caller: "Do prostitutes accept checks?"
Carolla: "Czechoslovakians? Sure, I don't see why not."

Ask him about his movie "The Hammer" - it was surprisingly heartwarming and had some truthiness to it. I wonder about his inspiration for it. Also, did his Salvadoran buddy do his own hair and wardrobe? Because it's awesome.

Ask him how he has the temerity to complain about taxes when he literally owns a warehouse full of cars.

"Why hasn't anyone set you on fire yet? Can I set you on fire right now? How about now?"

Ask him if he'll sign my titties.

I'd like to know if there was a back story on his radio show cancellation. What economics can there be in sticking three people in a room for two hours a day? If you have two sponsors shouldn't that cover all the costs?

Has he got any rants on traffic ligths not being coordinated? I really miss those rants, although the crud about the mayor of LA grew tired pretty quickly.

I'd want to know what he thought of his Rachelle Spector interview (the supremely sad and delusional wife of Phil Spector). She was promoting her album that was white hot dog shit and professing Phil's innocence on his show a few weeks ago. Also took credit for doing his fabulous hair during the trial.

don't ask him anything.

@14 FTW

If we ignore him enough, will he just keep going away?

@13 - Yeah that Rachelle Spector interview was awkward - credit to Adam for asking her tough questions.

I wouldn't call him homophobic - or at least not since he started the podcast. Like most comedians he'll make the easy 'gay joke' but he quite openly supports gay marriage and often has gay guests on his show.

The one question I would get him on is taxes. He often complains that the rich pay too much - I think you could get him to confess to a more moderate position.

@9 FTW

I have no questions for him but one for you, why bother? Don't you have anything better to do, like wash your hair or something?

I miss his radio show (the podcast never clicked for me). And "The Hammer' was excellent.

He's far funnier than any of the above comments. I've been a listener to him on radio/podcasts since I was a wee lad, please tell him thanks from me.

I started listening to him as a podcaster, he's a lot more insightful and hilarious than The Man Show would suggest. As a reader, I'd be interested in questions relating to podcasting and the future of 'net entertainment: Where does he see his career personally heading with the net? Is this a fun hobby for him? A labor of love? Or something serious? Where does he see podcasting heading on a grander scale? Is this the future of stand-up? Witness many podcasters selling out comedy shows far faster than existing stand-up acts, thanks to their entrenched fanbases.