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.

On episode 568 of Your Mom's House, Segura mentioned he was doing comedy in the evenings for the first few years while holding down other daytime jobs. Segura began stand-up comedy shortly after graduating from Lenoir-Rhyne University. At age 19, he overdosed on GHB and fell into a short coma. He graduated from Saint Edward's School in Vero Beach, Florida, and from Lenoir-Rhyne University in Hickory, North Carolina. Tom grew up speaking Spanish and spent his summers in Lima, Peru. His father was a First Vice President of Merrill Lynch.

Segura was born on April 16, 1979, in Cincinnati, Ohio, to Rosario 'Charo' Segura, a Peruvian immigrant, and Thomas Nadeau Segura. Segura also co-hosts the podcast Two Bears One Cave with best friend and fellow comedian Bert Kreischer. Segura co-hosts the Your Mom's House podcast with his wife, fellow comedian Christina Pazsitzky. Thomas Weston Segura (born April 16, 1979) is a Peruvian American stand-up comedian, writer, author, actor, and podcaster.

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