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32 // senior attorney for Walgreens From: Palos Park Lives in: River North Send John an e-mail Related: Photos from the shoot » Video interviews » Then and now gallery » Behind-the-scenes shots » Back to all singles » Study Buddy “In college [at the University of San Diego], my friends knew where they could … Read more

31 // assistant professor of marketing at Northwestern University’s Kellogg School of Management From: San Diego, California Lives in: Old Town Send Kelly an e-mail Related: Photos from the shoot » Video interviews » Then and now gallery » Behind-the-scenes shots » Back to all singles » Researcher, Part 1 “I’ve always been interested in … Read more

28 // executive chef at Custom House Tavern From: Morganton, North Carolina Lives in: South Loop Send Aaron an e-mail Related: Photos from the shoot » Video interviews » Then and now gallery » Behind-the-scenes shots » Back to all singles » Modest Success “Accolades are great, but it’s not why I set out to … Read more

28 // resident physician in orthopedic surgery at Rush University Medical Center, part-time model From: Fox Point, Wisconsin Lives in: Streeterville Send Andrew an e-mail Related: Photos from the shoot » Video interviews » Then and now gallery » Behind-the-scenes shots » Back to all singles » Master Craftsman “Ortho is all about building stuff. … Read more

34 // chairman and CEO of Trading Block Holdings, an online brokerage firm, among other venture-capital endeavors From: Bangalore, India, and Dubai, UAE Lives in: Streeterville Send Biju an e-mail Related: Photos from the shoot » Video interviews » Then and now gallery » Behind-the-scenes shots » Back to all singles » Transporter “I moved … Read more

32 // assistant attorney general in Illinois’s Consumer Fraud Bureau From: Rochester Hills, Michigan Lives in: Lake View Send Christine an e-mail Related: Photos from the shoot » Video interviews » Then and now gallery » Behind-the-scenes shots » Back to all singles » Curtain Caller “What’s nice about dancing now is that I do … Read more

Turning 32 in July // owner of District Bar From Lincolnwood Lives in River North Send Eric an e-mail Related: Photos from the shoot » Video interviews » Then and now gallery » Behind-the-scenes shots » Back to all singles » Workaholic, Part 1 “I paid for school myself, so I got a second job … Read more

39 // founder and owner of Body Chemistri, a perfume line From: Roscoe Village Lives in: Rockwell Crossing Send Heidi an e-mail Related: Photos from the shoot » Video interviews » Then and now gallery » Behind-the-scenes shots » Back to all singles » Memory Keeper “I was born here, but my parents are from … Read more

29 // reporter and anchor for Fox Chicago’s Good Day Chicago From: Syracuse, New York Lives in: Loop Send Kori an e-mail Related: Photos from the shoot » Video interviews » Then and now gallery » Behind-the-scenes shots » Back to all singles » Regular Guy “Anyone who does what I do and thinks they’re … Read more