On May 12, 2014, Sherri filed for divorce from her second husband of three years, Lamar Sally after discovering multiple infidelities and him living a double life. In social media posts, she has referred to him as a "con artist.".
Initially, Shepherd was expecting twins, but the girl died in utero, and she ended up in giving birth only a boy, Jeffrey, 3 months prematurely.
Her debut book, "Permission Slips: Every Women's Guide to Give Herself a Break" was released in 2009. Her second book, "Plan D: How to Lose Weight and Beat Diabetes" was released in 2013 and made The New York Times Bestsellers list.
Her first stand-up comedy CD/DVD, "No Refund, No Exchange" was released in 2006. Her second comedy special "It's My Time To Talk" was taped in Arizona and aired on the EPIX channel in 2013.
She was born in Chicago and attended Winston Churchill Elementary School and Eisenhower Junior High School of Community Consolidated School District 54 and Hoffman Estates High School of District 211.
She appeared in the May 1, 2009 edition of Smackdown as a valet to MVP.