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The same can be said for Stephanie Rogers*, a 50-year-old philanthropist who’s been divorced for several years and struggles to find local men of any caliber who hold her interest. So the truth is we don’t really know just how many single men there really are in Southwest Florida—could be hundreds of thousands or, as Clarkson says, “there are 15.” But even if the lack of actual single men isn’t a problem, the lack of “qualified” men certainly is.

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They were enjoying a lovely first date, finished dinner and decided to keep the night going with drinks at a nearby bar.Within minutes another woman came up to her date to say “hi” and introduced herself to Schantz.In fact, talk to virtually any single woman over 40 in Southwest Florida and you’ll hear a similar story: multiple women for every man, unresponsive online matches, a shallow dating pool, and, of the relatively few dateable men around, poor manners and an understanding they are a hot commodity.“They feel like they don’t really need to put any work in,” says Catherine Clarkson*, a 58-year-old divorcée who’s lived in Naples since 2010.The man got a bit awkward but kept the date going, but the woman never left them.

“It turns out he had met—and slept with—this other woman the night before,” Schantz says.

“He said he came straight from fishing because he lost track of the time,” Clarkson says. Marla Ottenstein (pictured), owner of Professional Organizer Florida and the writer of the , met a man who appeared to check off every requirement on her list of wants.

“He smelled like bait, then took me to a seafood restaurant. He was tall, handsome, smart, well-off, well-dressed, well-read and well-traveled.

Then again, her bar might have been set low when she discovered at least one of her former dates could be found on the website dontdatehimgirl.com, a website that serves as a warning to others. She wants an actual man who plans dates and picks up the phone and brings flowers. “To start a new life after death, divorce, end-of-life parenting—and we’re all searching for that right fit.

“It’s true, Naples is a tough town for singles,” she adds.

I couldn’t believe somebody could be this boring.” It turns out they can—in part because they don’t have to put out much effort.