The Annual Celebrity Roast is Sixteenth Street's signature fundraising event and the most fun you will have while making a difference all year! Every year, a brave Milwaukee celebrity offers the stage to three friends who bring jokes and jabs to support the Sixteenth Street community. In 2019, more than 550 of the who's who of Milwaukee joined for the laughs and giving.

Funds raised at the events work directly to narrow health disparities and access gaps that permeate Milwaukee’s south side - one of our city’s most medically underserved communities.