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Ryan Maloney has a diverse work experience spanning several industries. Ryan began their career in 2000 as a Sailing Instructor at Chesapeake Sailing School. From 2005 to 2008, they worked as a Captain at Watermark. In 2009, they became a Substitute Teacher at Pasco County Schools. At the same time, they also started working as a Merchant Mariner - Mate at The Vane Brothers Company until 2017. In 2017, they joined Dann Ocean Towing, Inc. as an Operations Assistant. Ryan then progressed to the role of Safety & Operations Manager from 2018 to 2021, and eventually became the Director of Operations in 2021. Currently, they are the Director of Operations at CemBulk Services, a position they have held since 2022.

Ryan Maloney completed their Bachelor of Science degree in Small Vessel Operations at Maine Maritime Academy from 2005 to 2009. Ryan further pursued their education, earning a Master's degree in Business Administration from Saint Leo University in 2011 to 2012.