World's Longest Speed Dating Chain
Close Wabash from top to bottom and put in standing height tables. Change partners every time the Brown Line goes past. Maybe not everyone who does it is serious, but it'll be serious chaotic fun.
After work learning and socializing
Everyone loves school! Right? Guys? Hello? But if one of the social clubs started offering informal four or eight week master classes, maybe in cooperation with area colleges, people could meet other local singles while learning about beer making or fantasy football strategy or underwater basket weaving. And then everyone can go out to Miller's after class. Wabash is a good option for businesses or organizations that people plan ahead to go to, which means classrooms and professional offices work well. Lots of schools are already along there. This can keep people in the Loop after work.