Originally from Bentonville, Arkansas, Sydney relocated to Chicago at the age of 16 to pursue a career in comedy, where she began studying at The Second City Training Center. After turning 21, Sydney began as an intern for Chicago Underground Comedy, where she eventually became a producer and programming director, later retiring from the show after four years, at the age of 25. Founder of Rhetoric Done Right(TM) a company that specializes in bettering public speakers through humor, as well as SPILLED INC., a micro-budget film production company with content on various platforms, including Amazon Prime Video.
