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Caitlin Cross has a diverse work experience, starting as a Sales and Marketing representative for Cape Starz Wine from May 2014 to December 2017. Caitlin then moved on to Nauticon Office Solutions as a Solutions Analyst from December 2017 to March 2019, where they were responsible for placing award-winning devices in new accounts, cold calling, meeting with clients, and managing the entire sales process. Caitlin then joined Orkin Pest Control in April 2019 as an Account Manager. Currently, Caitlin is working as a Business Development Manager at Level Green Landscaping since June 2023.

Caitlin Cross completed their high school education at The John Carroll School from 2006 to 2010. Later, from 2010 to 2014, they attended Salisbury University, where they obtained a Bachelor of Science (B.S.) degree in Geological and Earth Sciences/Geosciences.