Drew Hastings

Drew Hastings is a comedian, storyteller, and former elected official whose colorful life experiences fuel presentations that are equal parts hilarious and thought-provoking. One of only a handful of comedians to earn a standing ovation on The Tonight Show, Hastings brings an irreverent wit and sharp observational humor that have made him a favorite on stages nationwide.

A Career Built on Unconventional Paths

Before becoming a comedian at age thirty-one, Hastings owned a trucking business, led expeditions to South America, and played polo in Washington, D.C. He moved to Los Angeles in the early 1990s, where his talent landed guest-starring television roles and pilots for Fox, NBC, and HBO. His Comedy Central special Irked and Miffed premiered to over one million viewers, and his regular appearances on the nationally syndicated Bob and Tom Radio Show introduced his humor to audiences across the country.

From the Stage to Public Service

Hastings has channeled his life stories into three acclaimed one-person shows, including The Business of Living, a satire of the motivational speaking industry. His character Jack Freeman developed a cult following and demonstrated his ability to blend entertainment with sharp cultural commentary. Beyond comedy, Hastings served as mayor of Hillsboro, Ohio, bringing the same candor and common-sense approach that defines his stage presence to community leadership.

Hastings delivers keynotes that combine genuine humor with real-world insight, leaving audiences entertained and energized.

What does Drew Hastings speak about?

Drew Hastings is a stand-up comedian and author who left Los Angeles to buy a farm in Hillsboro, Ohio and was elected the town’s mayor in 2011 and again in 2015. His comedy and talks draw on small-town life, running a city, and an unconventional path from comedy clubs to public office.

What is Drew Hastings’s background?

Drew Hastings is known for: Comedy Central one-hour special Irked and Miffed (2008), regular on The Bob & Tom Show and its comedy tour, former mayor of Hillsboro, Ohio, author of the memoir Chasing Drew Hastings.

Who books Drew Hastings to speak?

Meeting planners book Drew Hastings for municipal, rural, and association events that want a working comedian who really did run a city, with stories that connect to local government and small-town business.

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