FRom: Grosse Pointe, Michigan
Lives in: River North
Looking for: A woman

When Roa is in Chicago, he’s logging full days in the office of his digital design consultancy.But the lifelong entrepreneur is on the road almost as much. He has been to more than 50 countries, and traveled 190 days last year, for business, leisure, and philanthropy.

His type: A woman who’s as comfortable in the middle of the rainforest as she is in the world’s poshest restaurant. “I want her to challenge me constantly,” he says. “She’d be my partner in crime.”
He WouLd neveR date someone WHo … has no desire to see the world.