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Ryan Reilly has been working in various roles since 2009. Ryan began their career as a Food Runner and Server Assistant Coach at Ruth's Chris Steak House in 2009. In 2013, they became a Food and Beverage Manager in Training at Four Seasons Hotels and Resorts. In 2014, they joined Wells Fargo as a Customer Service and Sales Representative. Ryan then moved to Haystak Digital Marketing in 2015 as an Account Manager. In 2016, they joined Porsche of Naples as an Internet Marketing Specialist, where they managed both Porsche of Naples websites to keep in compliance and up to date with current vehicles, specials, and offers. Ryan also photographed incoming vehicles and wrote descriptions for every vehicle. In 2017, they returned to Ruth's Chris Steak House as a Restaurant Manager. In 2021, they joined RevolutionParts as an Implementation Manager and Onboarding Coordinator.

Ryan Reilly attended Florida Gulf Coast University from 2006 to 2013, where they earned a Bachelor of Science (B.S.) in Resort and Hospitality Management. Ryan also obtained a Google AdWords certification in September 2015.