Clay Neigher

Lives in: Lincoln Park Interested in: Women Neigher comes by his creativity naturally: His father was a writer for The Jeffersons and The Facts of Life, and his mother is an actress-turned-­metalsmith. Since moving from Philadelphia to Chicago in 2007, he’s been a voice-over artist, an improviser, a storyteller (with Here, Chicago), and a board … Read more

Lorin Adolph

Lives in: Lake View Interested in: Men As the personal chef to billionaire Sam Zell (a job he’s held for 25 years), Adolph doesn’t need to be at work until the late afternoon, so he likes to ease into his day. After a 7 am wakeup, he reads the Tribune, Sun-Times, and New York Times … Read more

LaRoyce Hawkins

Lives in: West Loop Interested in: Women His type: Funny women. “If I bust a gut because your timing is on point and you’ve got original ideas, that’s really sexy.” Perfect first date: “Walking, being outside, observing how she reacts to crowds and nature.” Go-to conversation starter: “I like to ask about family. If she … Read more

Rob Shasserre

Lives in: River North Interested in: Women During the week, Shasserre is often on the road for work, so he fills his weekends with triathlons and boxing lessons. He’s also finishing up his MBA at Kellogg, where he met the friends with whom he founded his latest project: the seed investor group Kellogg Angels. His type: … Read more

Jeannine Turner

Lives in: Oak Park Interested in: Men Turner breaks up busy workdays—first seeing patients at her practice, then paperwork at home—with Pilates classes and a good book. When she’s not on call, she’s an avid travel photographer, and is planning a trip back to Portland, Oregon, just to take pictures. Her other passion? Superhero movies. … Read more

Ronnie Matthew Harris

Lives in: Bronzeville ​Interested in: Women Professionally, Harris focuses on three projects: the I Am Campaign, which combats human trafficking; Transit Future, which seeks to expand public transit; and Go Bronzeville, which promotes transportation options in the South Side neighborhood. These, plus working toward his doctorate in community development, keep the divorced dad of two … Read more

Cynthia Mufarreh

Lives in: The Loop Interested in: Men When Mufarreh received her MBA from Dalhousie University in Canada in 2006, her grandfather was the first person on the dance floor at her graduation party. She describes the moment as her crowning achievement. “I come from an immigrant family—my family is from Palestine and a lot of my … Read more

Dean Casagrande

Lives in: Lincoln Park Interested in: Women An ad account executive by day and restaurateur by night, Casagrande opened Chicago’s first sit-down meatball spot in March. It’s a labor of love. “I’m Italian, and ground zero for the idea was my grandmother’s meatballs,” he says. In his downtime, you’ll find him on the golf course … Read more

Diana Palomar

Lives in: West Loop Interested in: Men Palomar is all about making connections: On the job, she’s a news station’s public liaison, and when she’s not working, she’s mentoring young women, a role she considers one of her most important. “You never know how what you say or do can impact another person,” she says. … Read more

Sami Grisafe

Lives in: Evanston Interested in: Women “If Bruno Mars and Janis Joplin had a baby, that would be my music,” explains Grisafe, who recently retired as quarterback of the Chicago Force, a women’s pro football team, to pursue music full-time. The night owl (“I usually can’t fall asleep before two”) spends most evenings checking out local … Read more