The Hole has been operating out of the same place for its entire existence.
The San Diego Pride Parade marks its 50th anniversary this year. It’s one of the largest and oldest Pride celebrations in the country, and it's almost time for the big celebration to begin. The Pride Parade and Festival symbolizes the progress made by San Diego’s LGBTQ+ community.
Sherman said it was The 19th Hole until a big storm in 1951 blew down the sign, and sometime after that, it began to be known simply as“I’m very proud of it. I’m proud of its heritage," said Crosby Roper. He's the general manager here. He’s also Karen Sherman’s son. “These people, for the first time, were displaced from their families. You know, if you think about our history as a country for decades and centuries even, people stayed close to home ... but when the war came along and all these people were drawn out — when they came back — they found themselves in a new environment and got to explore a new aspect of themselves. So I guess we can kind of give the war some credit for the evolution of the gay community," Smith said.
The Hole's impressive history aside, there are the day to day challenges and annoyances of doing business here. One of them popped up while we were interviewing Roper.Like many homes and businesses in the Point Loma area, The Hole sits right under San Diego International’s takeoff flight path. But what you might think is a negative, Karen Sherman said — is actually a positive.The Hole owner Karen Sherman is shown holding a four-legged friend at the bar on June 20, 2024.
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