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olivia cunningham

Reporting for South Side Weekly in Chicago


Chicago’s Mexican and Puerto Rican museums host a digital summer during COVID-19


As Big Museums Get Rescue Grants, The President Of The Nation’s Only Puerto Rican Museum Says He’s ‘Tired Of Being Left Behind’

Olivia Cunningham is a freelance writer and digital content producer. She graduated from DePaul University with a double B.A. in Journalism and Communications & Media. As a two-time City Bureau Reporting Fellow, she investigated school resource officers in Chicago Public Schools and Black generational wealth in Chicago. She’s written for WBEZ’s Curious City, South Side Weekly, and The Chicago Defender. Cunningham enjoys bread and arguing about politics with her dad.

Examples of her work include:

How to Get in the Room

The Porters: The Grace Behind the Goodie Shop

Special Training for School Police: How Do Young People Feel About It?