Jimmy Flynn

Jimmy Flynn
Topics: Musical Comedians
Traveling From: Halifax 
Availabilities: Call Toll Free 1.800.693.6665 or complete our Request Form

Jimmy Flynn has been in the “good time” business for over 30 years. Jimmy is in demand as one of Canada’s top musical and comedy acts for various events across North America. When you watch a Jimmy Flynn performance you might want your doctor nearby to help you with the stitches he will leave you in. That’s because having a good time is what Jimmy Flynn is all about.

Experience: Sometimes the best prescription your doctor could give you is a good dose of laughter. Whether it’s at a live performance, watching his videos or listening to one of his many taped performances, that’s what you get with Jimmy Flynn. Over the past 30 years, Jimmy Flynn has become a musical comedy powerhouse. His list of credits is astounding. He has performed with The Dixie Chicks at Massey Hall in Toronto, he has also performed with “The Man in Black”, Johnny Cash; Tommy James and the Shondells; Charlie Pride; The Everley Brothers, and with Cheech and Chong’s Last Tour. Jimmy Flynn became a popular radio and television personality during the early 1990s. To date, he has produced and broadcast over 400 radio shows, a 13-week television series, four feature length comedy videos that have gone double and triple platinum, seven gold CDs, a Christmas recording for children and a four-time bestselling joke book.

Jimmy also owns his own travel and entertainment tour company, The Great Canadian Comedy Tour Company. Jimmy has raised millions of dollars for Canadian charities and community groups. He is Canada’s foremost musical comedy act! Jimmy can tailor the show to meet your needs. He has performed for intimate crowds of a few hundred to festival crowds of 80,000 and no matter the setting, the crowds have the same reaction – “I never laughed so much or so hard in all my life!”

Personality: There is only one rule at a Jimmy Flynn show – have a good time. And Jimmy is happy to report that everyone at his shows follows that rule. “If there is one thing people have in common, it’s the need to laugh,” says Jimmy Flynn. “I know it’s been said many times, but I really believe that laughter is the best medicine. I know it works for me, and so far, it works for my audiences. When people come to my show, they have a good time.”

Comedy Style: With a high-energy blend of side-splitting comedy and popular music, Jimmy Flynn remains Canada’s “Ambassador of Good Cheer.” Dressed in his trademark red checkered shirt, yellow sou’wester and rubber boots, Jimmy takes the stage, glances over the audience and erupts into volcanic comedy that melts the audience. The bottom line: this guy is hilarious!

Jimmy’s down-home music always strikes the right chord with his audiences, and his stand-up comedy is fast-paced and hilarious. There’s never a dull moment at a Jimmy Flynn show.” I never get tired of people telling me how much fun they had at one of my shows,” says Jimmy. “That’s what keeps me going. If I can brighten somebody’s day, or help them forget what was bothering them when they came in, then I’m happy.”

Why hire Jimmy Flynn? Jimmy has given thousands of performances to audiences as diverse as his material. One day, he’s entertaining executives at a corporate retreat, the next day he’s leading a chorus of ten thousand foot-stomping fans in a packed stadium. No matter who they are, or what sort of a day they’ve had, as long as they follow his one rule, they have fun.

People relate to Jimmy Flynn. His ability to find the humour in everyday situations causes people to laugh at themselves. He helps break down the walls people sometimes build. It’s not unusual for him to have the chairman of the board singing arm in arm with the shop steward. This interaction between a performer and his audience is a rare talent.

With his wide range of material, Jimmy can play to any audience. Whether it’s for a convention of 200 or a festival of 30,000, there is something for everyone at a Jimmy Flynn Show. His range of humour and wide variety of musical offerings has him returning to many places for repeat performances. There will always be something new at the next Jimmy Flynn Show.

Works Well in this Type of Event: Special Events, Corporate Events, Private Events, Charity Events, Casino Events, Celebrity Speaking Events, Conventions, Community Events, Trade Shows, Comedy Shows, and Award Shows.

Contact: You can request information on our entertainment options through our on-line request form. Or, you can call us Toll Free at 1.800.693.6665


“I wanted to take this opportunity to extend our sincere thanks for your performance at our Lobster Super at the Waterfront Warehouse. Overall, this was the highest rated event of our National Management Meeting this year!”
AMJ Campbell Van Lines

“Thank you! Thank You! Thank you! Words cannot express how absolutely delighted we were with your performance at the Ontario Construction Secretariat’s 9th Annual Conference held recently in Windsor, Ontario.”
Ontario Construction Secretariat

“I want to express my sincere gratitude for the sensational show you put on for the Maine Better Transportation Association at our September conference in St. Andrews. Our 250 attendees gave you and your performance the highest possible rating!”
Maine Better Transportation Association

“I have received much more than the usual amount of positive feedback from representatives of our Canadian member companies as well as from representatives of member companies of NACD (our sister association in the United States) and I can confirm that they were all sincere in their evaluations of your show.”
Canadian Association of Chemical Distributors