"In a city rich with sartorial symbols, few have been more memorable than [Curtis] Sliwa’s ruby red headpiece. It helped the Guardian Angels, his subway patrol group, gain notoriety in the 1970s; was his uniform for a career in television and radio and provided an unofficial motif for his unsuccessful first run for mayor in 2021. Yet as he takes a second, seemingly more viable run at City Hall, Mr. Sliwa, 71, is beginning to show up without it... 'For some people, the beret is a defining issue,' Mr. Sliwa said, volunteering that it could evoke a certain Che Guevara-style revolutionary look. 'Guys and gals, I get it. If taking my red beret off will help you just to listen to me, no problem.'... Mr. Sliwa makes a point of wearing his beret underground — he tries to campaign in the subway two hours a day ('It’s the only way') — and on the streets. It makes him more visible.... Mr. Sliwa said he has six berets in rotation. On hot summer days, the wool can create its own small heat dome. 'I don’t mind shvitzing, but my wife does,' he said. 'She says, "oofa, this beret, it can walk on its own by the end of the day."' He is also hearing from friends who think it is worth more on than off.... 'First, I was all for taking his red hat off,' Mr. Dietl said. 'But now I think when Superman came to save everyone, he didn't take his cape off.'"
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"Curtis Sliwa Wants to Be Mayor. He’s Taking Off His Beret to Prove It. The Guardian Angels founder and Republican nominee for mayor has long been a New York curiosity. Can he become a serious contender?" (NYT).
You know who wore a hat? Lincoln. As Trump likes to say, responding to critics who call him insufficiently presidential: "I would say I can be more presidential than any president in history except for possibly Abe Lincoln with the big hat." And by the way, Trump has a damned distinctive hat and it worked for him.
If the question is how can you be serious in a hat I think we have the answer, and Sliwa made that beret so much a part of his persona that it's the only thing recognizable about him. Without the hat, he's a generic old guy. It's too late to de-hat. He has to convince people he's serious, without de-hatting.