Sydney Castillo
Stand-up comedian

Sydney Castillo

Who Sydney Castillo is

Sydney Castillo is a stand-up comedian, actor, producer and writer who has written for HBO's Game Theory and VH1's Celebrity Squares and was a cast member on the most recent season of Wild 'N Out. He has written for and appeared on the BET Awards, Comedy Central's Hood Adjacent and NBC's Marlon, his stand-up has been seen on HBO Max's The Headliners, and he headlines around the country.

His debut album Texas Dime came out on 800 Pound Gorilla Records in 2019, and his special My Cup Is Full came out as an album in May 2025 and on 800 Pound Gorilla's YouTube channel, where the label named it among its best specials of the year. He played the Flyover Comedy Festival in 2023 and Netflix Is A Joke Fest in 2024, and he was one of the most-played comics on SiriusXM's Raw Comedy channel, 26th in its last full month, March 2026, after plays going back to 2024.

At a glance

Stand-up specials
My Cup Is Full
Albums
Texas Dime and My Cup Is Full
On screen
Game Theory, Celebrity Squares, Wild 'N Out and 4 more
Next on stage
13 October 2026 — Hollywood Improv, Hollywood, CA

On stage

Lineups belong to the rooms and the comedians, and can change; each listing has the last word. Their nights on the Comedy Calendar →

Specials, shows and podcasts

Stand-up specials

Albums

On screen

Comedians like Sydney Castillo

Each linked to them by something on the record — a stage they both came through, a bill, a show, a style or a home town.

Six Degrees of Komic Bacon: how they connect to anyone →

Every stand-up comedian with a page, A to Z →

Career timeline

  1. 2019Texas Dime (800 Pound Gorilla Records, 2019) Album
  2. 2025My Cup Is Full (800 Pound Gorilla, YouTube, 2025) Special
  3. 2025My Cup Is Full (800 Pound Gorilla Records, 2025) Album

Questions and answers

Where is Sydney Castillo performing next?

Tuesday 13 October 2026, 7:30 PM — with Dulcé Sloan and Kanisha Buss (Just Pull Up ft. Dulcé Sloan, Camille Waters, Kym Whitley, Tahir Moore, Mandal, Sydney Castillo, Kanisha Buss, and more TBA) at Hollywood Improv, Hollywood, CA. Each show's own listing has the last word.

What stand-up specials have they released?

My Cup Is Full.

What TV shows and films are they in?

Game Theory, Celebrity Squares, Wild 'N Out, Hood Adjacent, Marlon and The BET Awards, among 7 credits.

Who are some comedians like them?

Chaunté Wayans (also in The Headliners), DC Young Fly (also in Celebrity Squares), Dulcé Sloan (on the same bill, 13 October 2026), Amanda Seales (also in BET Awards) and David Drake (also in Game Theory).

The full SUCDb record

The full record — the career in order, the specials and credits, and the sources for each — is on SUCDb, with a button to add them to your D.O.C., your twelve.

Their SUCDb record →

Sources

Updated 9 October 2026 · the record checked 8 October 2026