Our Mission...

Swagger Squad Ent.Inc. endeavors to provide social, entertainment, and networking options to Chicago's urban professional socialite that touch a broad based demographic.

Our History...

What began four years ago as a few guys meeting up at a friends house for Sunday football, has morphed into Chicago's hottest Sunday Football party!! 

Swagger Squad Ent. Inc. is quickly establishing itself as a key player in the Windy City's diverse party scene.  With a fan base comprised largely of lovers of house music, Swagger Squad Ent. Inc. consistently delivers quality events for 16 consecutive weeks during the NFL season.  Additionally, Swagger Squad actively supports the Chosen Few's annual picnic and concerts in Jackson Park, provides competitive travel packages for Chicago Bears Midwest road trips, and other signature events throughout the Spring and Summer. 

If its fun and funky, you can count on seeing Swagger in the building!!!"

Our Officers...




Donovan Robinson


Vice President

Renita Austin

1st Lady & Dark & Lovely


Karen L Wesley

Topaz Santora


Topaz Santora