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Caitlynn Wentworth has a diverse work experience spanning various industries. Caitlynn most recently worked at Tripleseat, starting as a Customer Sales Representative in June 2022 and then progressing to the role of Lead Customer Sales Representative in April 2023. Prior to that, they worked as an Event Manager for the Pittsburgh Steelers from September 2021 to June 2022, and as an Event Manager for the Burnt Orange Restaurant Group from May 2021 to September 2021. Before their event management roles, Caitlynn served as an Account Executive for the New England Patriots from May 2016 to May 2021. Caitlynn also worked as a Sales Consultant for NHRA from September 2015 to April 2016, and as an Inside Sales Representative for the San Diego Chargers Football Co. from February 2015 to September 2015. Additionally, Caitlynn gained experience in roles such as Student Assistant and Phonathon Caller at Chapman University from September 2013 to December 2014, and they interned as a Public Relations Intern at Rancho Las Lomas Wildlife Foundation from June 2014 to August 2014, as well as at Westbound Communications from April 2014 to July 2014. Caitlynn's early career involved leadership positions within Delta Gamma, where they served as the Vice President of Social Standards from January 2013 to January 2014 and as the Director of Social Events from August 2012 to December 2012.

Caitlynn Wentworth attended Chapman University from 2011 to 2015, where they obtained a Bachelor of Arts degree in Communication, General.