Cassandra McShepard

Cassandra McShepard

Real Milwaukee co-host

Co-hosting the smash-hit television chat fest REAL MILWAUKEE, is her favorite on the impressive list of accomplishments for Cassandra McShepard.

Her first career as an innovative fashion designer found her creating fabulous one-of-a-kind garments for entertainers. That client list would eventually boast the likes of Nancy Wilson, The Manhattans, Frankie Beverly and Maze, Loose Ends, Abbey Lincoln, Glenn Jones, Allison Williams, Cherelle, The Whispers, journalist Soledad O’Brien, and singer/actress Phyllis Hyman.

However, designer clothing would not be the only thing that Cassandra would create. In a life by her own design she is a writer, motivational speaker, jazz vocalist, and a radio and television personality. 
Cassandra is Spokesperson for The Wisconsin Alzheimer's Institute, is on the Wisconsin Alzheimer's Community Advisory Board, and in 2010 she was presented with the “Caregiver of The Year Award” by the Wisconsin Alzheimer's Association. She also currently presides on the board of directors for Milwaukee Health Services.

In 2012 she was honored by the United States Postal service with their “Women Putting Their Stamp on Metro Milwaukee” award, and in that same year she was nominated by The Shepherd Express in the categories of both Female Vocalist of The Year, and Jazz Artist of The Year.

Her latest venture is acting she played Aunt Bertha in the hit play, “If He Won’t Love, I Will” a 2019 Woodson Film production and “Only God Can Judge Me” a 2020 Woodson Film production, where she played Trudy.