D'Ambrosio, who made his fortune with popular local nightspots Citizen Bar, Suite Lounge and Wet Nightclub, as well as his side gig as a professional poker player (you can't make this stuff up), is Chicago's first entrant into the show's "Millionaire Club." He'll be guided by the show's savvy cupid, Patty Stanger, to hopefully find lasting love.
A viewing party, with D'Ambrosio in attendance, will take place at River North's Citizen Bar the night of the show. The soiree, which boasts free entry, starts at 8PM, with drink specials and the chance to catch Jimmy D's eye throughout the evening. The show will air at 9PM, so you have an hour before you find out if he's still available or not.
Citizen Bar, 364 W. Erie St., 312-640-1156