Eligible Bachelorettes

Eligible Bachelorettes (but not for long!)


The holiday of fluttering hearts and red roses has passed but that doesn’t mean it’s too late for love in 2011. These four single North Shore ladies exude humor, ambition and compassion, and we don’t want to see them spend another day, especially not another Valentine’s Day, alone!

Read about the bachelorettes below and if you know an eligible man who could be the perfect match for one of our women, please drop us an email with some basic facts about him, a photo, and contact information. We’ll act as matchmaker and forward the gal his details. If she’s up for a date, she will contact him. Send us your pitch at [email protected] with the subject line “Bachelor.”

Clair, a West Loop school teacher, loves eating out, Saturday morning yoga and traveling. After attending Northwestern for undergrad, she got her masters from National-Louis University.  This Teach for America alumna, who lives in Andersonville, is passionate about education and has high expectations for her second graders. Her friends love her sparkling personality.


Debbie is an author and stand-up comedian who has performed at theatres, comedy clubs, charity events and on radio and cable television shows throughout the Chicago area. She recently published a new novel, “My Husband and the Stranger,” and has authored two books filled with humorous stories from her own life. Debbie describes herself as outgoing with a great sense of humor.




Adventurous, athletic and down to earth, Jennifer is a social worker who helps children, adolescents and teenagers overcome life obstacles. This Glenview resident is currently in India, training to become a certified yoga instructor for use in her therapy work and will also soon be traveling to Kenya to go mountain climbing. Her friends describe her as independent, a sports fanatic (she loves both playing and watching games!) and a loyal and caring friend.