Originally from Bentonville, Arkansas, Sydney relocated to Chicago at the age of 16 to pursue a career in comedy. She began studying at The Second City Training Center, where she both taught and developed courses including stand-up comedy, storytelling, and public speaking from 2017-2022.
Her comedy special "TRASH," is available for streaming on Amazon Prime.

Outside of standup comedy, Sydney is a podcast host, and professional debater.

Her podcast Growing Up Fundie is available on Spotify, Amazon, Apple Music, and YouTube. Videos of her debates have ammassed more than 5 million views (and 61,000 shares) across Tiktok, YouTube, Facebook, and Instagram as of 2025.

Sydney holds an MFA in Creative Nonfiction.

Previous places she has performed include (but are not limited to):
Dangerfield's Comedy Club (NYC),  The Second City,  Zanies Comedy Club (Rosemont & Nashville), 
The Comedy Bar Chicago, The Comedy Bar Nashville, The House of Blues Chicago, ComedySportz theater, The Apollo Theater Chicago, Chicago Underground Comedy, The Playground Theater, Third Coast Comedy Club, Stage 773, and more.