February 2026 | Sit Down for Stand Up

Headliner: Cris Machado

 “Is everything a joke to you?” The same question that has destroyed virtually all of his relationships, has also allowed Cris Machado to connect with audiences across the country. Cris is a Boston native who recently moved to the comedy hotbed of Naples Florida. As the city’s youngest resident, his career has flourished. Recently featured on SiriusXM and iheart radio. Cris is the 2020 Last Comix Standing champ, is a two time World Series Of Comedy finalist, and the 2018 runner up at the San Francisco International Comedy Competition. His brutally honest take on the current political climate…does not exist. This Massachusetts native will make you laugh at the little things. Cris is able to momentarily free audiences from the serious, and explore the more ridiculous. Cris leads spectators on a hilarious journey of absurd observations about the world they share.

Feature: Jander Gray

Jander Gray is a comedian from Tampa, Florida. When Jander isn’t performing he’s a stay-at-home dad to two children. He’s the kind of guy you’d share beers with at a BBQ and listen to his stories. He’s shared the stage with Sam Morill, Nate Bargatze & Chad Daniels . He recently won the critics choice award for best up-and-coming comedian 2022 from Creative Loafing’s Best of the Bay. Jander’s style of comedy has been described as “Intelligent & insane, but mostly funny!”

Host: Scott Bird

Scott Bird has over, a lot of, years experience in stand-up comedy that began in the Tampa Bay area around The Turn of the Century. Known best for his self-deprecating, one-liners and deadpan delivery, his act grew in popularity at comedy clubs throughout Florida and the southeast.

Notice: This stand-up comedy performance may contain content, language or humor that some may find offensive. While we aim to entertain and provoke laughter, the comedian’s material is their own creation and may include themes that diverge from the venue’s usual standards. The content presented in this stand-up comedy performance does not necessarily reflect the views or values of the venue hosting the event. Audience discretion is advised.