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Ryan McLaughlin has worked in various roles since 2005. Ryan began their career as President & Founder of Green Boys Landscaping LLC in 2005. In 2010, they became a Senior Account Executive at Unishippers (SaaS Transportation Software), where they helped customers secure high-volume discounts on their ground, air and international shipments. In 2013, they became Sales Manager at Window Nation. In 2016, they became President & Founder of Savvy Sidekick LLC. In 2018, they became an Account Executive at Insperity Performance and Organizational Management. In 2019, they became an Account Executive and then Senior Account Executive at GoCanvas. Currently, they are an Enterprise Account Executive at Youreka.

Ryan McLaughlin obtained a Bachelor's degree in Business Administration and Management, General from Frostburg State University.