Segura began stand-up comedy shortly after graduating from
Lenoir-Rhyne University. On episode 568 of ''Your Mom's House
, he mentioned he was doing comedy in the evenings for the first few years while holding down other daytime jobs. Segura has described interning at Kopelson Entertainment and then having his first paid job in the industry as a logger, producing transcripts of reality shows such as Extreme Makeover
and My Big Fat Obnoxious Boss''. Segura has performed at the
Melbourne International Comedy Festival,
The Comedy Festival, the Global Comedy Festival in
Vancouver, and
Just For Laughs Comedy Festival. Segura was also a
San Francisco regional finalist on
Last Comic Standing 2. Segura has been a frequent guest on
The Joe Rogan Experience. His first appearance was on episode 8. In 2018, Segura and Pazsitzky landed a TV deal with CBS, who gave a pilot production commitment for their show
The Little Things. Segura's fourth special for Netflix,
Ball Hog, premiered on March 24, 2020, and a Spanish-language special was planned for the fall of 2020, before the advent of the
COVID-19 pandemic. Segura's fifth Netflix comedy special,
Sledgehammer, premiered on July 4, 2023. In 2010, Segura and Pazsitzky started the
podcast ''
Your Mom's House'', which they both host. Segura released a book in 2022 titled ''I'd Like to Play Alone, Please'', a collection of humorous essays. He said about the book: "This is not a memoir, this is not an autobiography. It's a collection of stories, which is an extension of what I do as a comedian, which is I tell stories, a lot." He wrote, directed, produced and has a lead role in his 2025 comedy series
Bad Thoughts, for Netflix. Segura participated in Saudi Arabia's 2025
Riyadh Comedy Festival, an event characterized by
Human Rights Watch as an effort by the Saudi government to
whitewash its
human rights abuses. ==Personal life==