Moving from New Orleans to New York to pursue comedy

The ceiling for comedy in New Orleans is about a foot-high, so you have to army crawl your way through it—it’s that low. New York was no question. I went to film school here a year before, and I just fell in love with the city then, so I came back. In New York you can get a lot of stage time [as a comic], and I needed and wanted that. It was the worst transition ever. I moved here with $800, blew through that in about two days, got an apartment in Crown Heights, got mugged three times in a year, my landlord died of AIDS, and the first day I got into my apartment, there was a pigeon in it, just flying around. So it was pretty rough. I got a job as the file clerk at the film school filing pap...

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I think moving to LA was huge for my career. For those young people, eventually you go to either NY or LA. Listen to your gut. If you're in NY and think it's where you should be, you should be there. Don't believe the crap about NY. LA isn't full of plastic or phony people. I've met some of the best people in LA. If you hang in and work your ass off, you'll one day pick your head up and have made progress.
I think being bicoastal, if you can swing it, is the way to go. LA and NY have different things going for them. There is a lot of TV opportunities in LA and podcasts - but NY is amazing and you can do so many shows in a night there.
stay where you are until you're PRETTY sure you're one of the best. THEN move when you're 90% sure you should move. it will always be scary, but that's the whole game. you do things JUST AS you think you MIGHT be ready... if you wait until they ask you to come it will never happen. be bold! believe in yourself! but listen to what comedy is saying back to you, your path could be a multitiude of things.

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Comedy has been tremendous for me. I enjoy making people laugh, and to be able to make a living at it is pretty spectacular. I was in college, and kind of floundering, as a lot of young people do. I thought I wanted to be an accountant, and after taking some accounting classes, my eyes would roll so far up into the back of my head that I thought ‘I don’t think I can hang with this for the rest of my life.’ Nothing wrong with that profession. My dad was an accountant, and many wonderful people are accountants. It just wasn’t for me. So I switched majors to communication and theater arts, which was a combined major, and it was in that world that I hit on the idea of being a stand-up comedian.
I always loved stand up but didn't think it was possible. Hollywood seemed a zillion miles away. It wasn't until I was working at a warehouse and I met a guy who was on my level in stand up, we used to go out drinking and get a buzz going and watch stand up in the clubs together. He said to me one night, "Bill we're funnier than a lot of these guys." And he said one day he'd take a shot of Jack and get up on the stage and do it. And I thought if he could do that, I could too. I was emotionally beat down in my life at that point and just couldn't imagine it. But thank god he said that. I went after it and learned to speak up, instead of keeping quiet.
I never had a plan. I just sort've ambled along, doing exactly what I wanted every day of my life. It turned out well. I could easily be sleeping in a ditch now. I'd say always follow your passions. Even if you fail, you've had a great time trying.
The Adam Sandler movie, The Longest Yard came into town to shoot and I met Adam Sandler, Nick Swardson and a bunch of other comedians. They came to Swig, the nightclub where I was go-go dancing in Santé Fe and they saw a drag queen, a stripper and Annie Lederman. The minute I saw them in person and I saw that they weren’t just these giants you see on the screen, I realized that comedy was what I really wanted to do.