By Hermene D. Hartman
Dick Gregory was a funny dude. Sometimes his humor made you laugh, sometimes it made you cry, sometimes it just made you think.
Gregory was a masterful humorist and comic. He knew how to deliver a power punch line, hit you and make you look hard at life and society. He was a dynamic storyteller. His insights were keen, colorful, and superbly witty.
He was a humorist, a satirist, and most of all a humanitarian. He could tell a tale. Almost everybody loved him. He was a joy to work with and a wonderful friend.
He was more satirist than he was ha ha ha ha funny. His show was simple, just him, a spotlight, a microphone and a stool. He sat and he talked. He conversed with his audience. Sometimes he carried magazines and newspapers on stage to talk about current events and his political theories.
He shared his insights on life and racism was always at the top of his conversation as he poked fun at America’s brashness and racial ignorance. He was always appealing funny. He was a crossover.
With his gray beard, his grandfather look and his cap, he still packed a room. I last saw him at the Harold Washington Theater on King Drive. He commented that America went from Obama to Trump, so that we could see where we really are.
He lived in Chicago and Hugh Hefner of Playboy called him in an emergency mode to fill in for Professor Irwin Corey, one cold wintry night at the Playboy Club on Walton Street.
He did and he was on his way to stardom as he told jokes to white southern conventioneers about being Black in America. He told them he knew the South because he had spent 20 years there one night. He received a standing ovation. Hefner booked him for the next three weeks.
I have heard Dick tell this story several times and the irony of the story is he had to borrow carfare and ride the bus for the gig and then he walked in the icy snow to get there. That to say, Dick’s career message was always be prepared, because you never know when that big break is coming – even if you don’t have busfare, be prepared to walk.
He played big clubs, big rooms for big money. He was a breakthrough Black comedian. In the beginning he wore a suit on stage, smoked a cigarette and held a drink.
In the early days of his career, he was compared to Mort Sahl and Lenny Bruce as a social critic, but he went far beyond them. He made America laugh at itself. He always fought the racial battle and he was a pioneer.
When he appeared, for example, on the Jack Parr television show, he insisted that he perform and then sit on the couch and chat with Parr. This was a different guest appearance for a Black artist because usually, the Black entertainer just performed and skipped the small talk.
Gregory changed the rules on late night TV and in the clubs for Black entertainers. He demanded respect. He took his humor into white clubs, graduating from the chittlin’ circuit. He raised the price tag.
Gregory’s humor came from childhood, where he learned “laugh with me” rather than at me, and where he understood that it was better if he was in complete control if he authored and told the joke.
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