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| January 2009 |
| 14 |
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Gary Old Timers Athletic Association, with Dick Butkus, Avalon Banquets, Merrillville, IN |
| 24 |
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Wisconsin NECA, Kalahari Resort, Wisconsin Dells, WI |
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| February 2009 |
| 2 |
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Rock Falls Chamber of Commerce, Deer Valley Golf, Club, Deer Grove, IL |
| 18 |
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Kewadin Casino, St. Ignace, MI |
| 27 |
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Barrington Youth Football Association Fundraiser at Stonegate Conference Center, Hoffman Estates, IL with The Chicago Comedy All-Stars |
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| May 2009 |
| 9 |
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Lake Forest Baseball Association Fund Raiser, Gorton Center, Lake Forest, IL with The Chicago Comedy All-Stars |
| 14 |
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The Council, Tinley Park Convention Center, Tinley Park, IL with The Chicago Comedy All-Stars |
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| August 2009 |
| 14 |
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Barrington High School Quarterback Club, Concorde Banquets, Kildeer, IL with The Chicago Comedy All-Stars |
| 15 |
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Green Acres Country Club, Northbrook, IL with The Chicago Comedy All-Stars |
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