You know that famous 1932 black-and-white photo, “Lunch Atop a Skyscraper,” of 11 ironworkers having lunch atop a steel truss 850 feet above Manhattan?

Charles Clyde Ebbets’ photo is an icon of American ambition and industry. But for comedian, actor, writer and producer Kevin Flynn, it’s a family photo — and a full-time phobia.

The man on the far right sitting at the end of the beam is Flynn’s grandfather. And the location of the sky-high photo is the grandson’s greatest fear. That’s also the reason why he didn’t follow in the sky-high footsteps of his ancestors.

Key West audiences will reap the benefits of Flynn’s diverse career path when he performs his one-man comedy show Fear of Heights at the Key West Theater on Sunday, June 5 at 7 p.m. (Flynn will also perform three nights of stand-up comedy on June 2, 3, and 4 at 8:30 p.m. at Comedy Key West, 218 Whitehead St.)

Instead of sitting on skyscrapers, Flynn stayed on solid ground by becoming a professional soccer player. Today he is an award-winning actor, writer, producer, sports show host and comedian, having made the leap to stand-up comedy by winning the acclaimed Boston Comedy Riot. Since then he has had numerous television and film appearances as a comedian and actor.

Flynn can be seen as the wedding coordinator in The Heartbreak Kid, starring Ben Stiller. He was also seen in Me, Myself and Irene with Jim Carrey; Osmosis Jones starring Bill Murray and as Charlotte’s boyfriend on the HBO series Sex and the City. (His character, Bram Walker, was voted one of the show’s favorite friends.)

While Flynn is constantly performing around the country and performing stand-up performances, he also works as a presenter and entertainer in the sports world, having covered the World Cup for Fox Sports, ESPN and ABC. His show “SportsFigures” on ESPN received the Polk Award for Outstanding Achievement in Children’s Programming. He also created an award-winning weekly sports podcast for the ESPN network called Over the Ball, which combines soccer, comedy and entertainment.

In 1996, Flynn hosted “Go For It” on The Discovery Channel, an extreme outdoor adventure show in which he swam with sharks, jumped out of airplanes and scaled dangerous peaks. The show prompted him to create his first one-man show, The Go For It Guy, which won Best of Fest at the Boston Comedy Festival and HBO’s US Comedy Arts Festival in Aspen, Colorado.

What: Comedian Kevin Flynn’s one-man show “Acrophobia”

When: 7 p.m. Sunday 5 June

Where: Key West Theater, 512 Eaton St.

tickets: $35 @thekeywesttheater.com