Book clean comedian Ross Bennett who grew up in upstate New York

Ross Bennett appearing on the Late Show with David Letterman


Click to Book Ross Bennett or call or text us at (914) it’s-funny (914) 487-3866.

“I dropped out of West Point to Become a Comedian… probably the greatest service I will ever do for my country.”

MacArthur attended West Point and became a national hero. Eisenhower attended West Point and became the President of the United States. Ross Bennett attended West Point, dropped out and became a comedian.

The mid-70’s were a different era, and West Point was admitting a different kind of cadet when Ross Bennett was sworn in on July 8, 1975. But by 1977 Ross had decided that he wanted to take aim and fire jokes at nightclub audiences. So he undertook a giant career change, he dropped out of West Point, and landed right square in the middle of the comedy explosion that was taking America by storm.

For 30 years Ross has led a comedy attack. Armed with an expressive delivery and real life topics. Growing up with a father who was a Marine Colonel (a nice mellow guy!), grade school snow days, disastrous golf games, catastrophic water skiing outings and middle age medical procedures. Ross Bennett is a high-powered performer who takes his act to the audience and comes back with a victory every time! Seen on dozens of television shows, including The Late Show with David Letterman, 5 appearances on Comedy Central’s Tough Crowd with Colin Quinn and 4 appearances on An Evening at the Improv.

Click to hire Ross Bennett or call or text us at (914) it’s-funny (914) 487-3866.


Even if you’re just getting started and have no idea where to begin feel free to contact us with any general questions you might have about hiring stand-up comedians for your event.

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event with standup comedian Ross Bennett will exceed even your highest expectations.