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Readers Blog: Dobie Maxwell's 'Dented Can' Diary

Knuckling Down

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Wednesday October 24th, 2012 – Fox Lake, IL

   Another day of hard work, and I feel like I’m on the right track. I made a point to get organized for next year’s tax return so I don’t have to go through the torture I’m going through now. I don’t ever want this to be a problem again, and even though I’ve said it before this time feels different.

   All of my receipts to date are not only in one place, they’re in order separated into individually marked envelopes. My friend Todd Hunt is a business speaker who bills himself as a ‘recovering anal retentive’. I think I’m getting onset type 2 anal retentiveness, but I’m not going to complain.

   Getting this part of my life straightened out will help free my mind up for more creative things. I’ve still got a ton of ideas rolling around in my head like lotto balls, and I know in my heart one of them will have the winning combination. Before I die I’d like to experience at least ONE hit.

   In a perfect world it would be great to have a string of them. Everything I’m doing is great fun, but I have to believe it would be more fun if it were making a profit. One healthy run of comedy work for six months would change my life around completely. It’s not like I can’t handle the job.

   Working in nice venues for decent money on ONE tour would make my life dramatically better in a hurry. 100 cities with say 1000 people at $20 a head would be what, $2 million? I’d think I’d have to sell some merchandise too, so conservatively that would be another cool million. I’m in!

  And those are conservative numbers. I look at guys like Louis CK or Jim Gaffigan and wonder how they did it. I don’t begrudge those guys in the least, but they’re of my generation of comics and I know I could do very well with their fans. How do I cultivate my own group of loyal fans?

   It’s not a matter of talent or ability. I can do the job on stage, it’s off stage that I stink out loud. I need help with my business, and I’m not too proud to admit it. Who could put me in front of an audience that would like Louis CK or Jim Gaffigan or Brian Regan or any one of a group of guys that is doing what I want to do? I don’t have a clue how to do that, but I’m sure going to find out.

   I want to work in Las Vegas and Reno and Atlantic City. Why am I not doing that? I should’ve been a regular in all those places years ago. Mr. Lucky is a perfect persona for casino gigs, and if I could get a few steady gigs in those places it would help immensely. I’d pay my debt in a jiffy.

   Cruise ships are another possibility. I’d go back out in a second, and a few months at sea would turn my whole world around for the better. There’s a new booker at Carnival Cruise Lines, and if I can catch a break and connect with her I know I’d prove myself all over again. I’d be a lot more prepared than I was the last time when I had no idea what to expect. This time I’d be a lot better.

   These are my prime years, and they’re fading quickly. If I’m going to make my mark in a good way it’s going to be in the next little while or it won’t happen at all. Lighting this fire under me is the best thing that could have happened, and I’m not going to let the opportunity pass without an all out effort on my part. I’ve come this far, why stop chasing dreams? I want to WIN this game!

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