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Ryan Bartholomew has extensive experience in the business world. Ryan began their career in 1998 as the President/Owner of Incomprehensibilities, Inc., an internet marketing, programming, and services company. During this time, they were a pioneer in the pay-per-click industry, including being Google's first advertiser and generating tens of millions in sales for companies including Amazon and Drugstore.com. In 2009, they became the Owner of Saddle Peak Farm & Vineyard. Ryan also founded and became the Managing Member of ViralHog, LLC in 2014, a global video licensing and distribution company. In addition, they were the Owner of Lively Lobsters, Inc., a web-based company shipping live lobsters directly from the docks, mostly retail, some wholesale.

Ryan Bartholomew attended Flint Hill from 1990 to 1993 and then went on to Lehigh University College of Business where they earned a Bachelor of Science in Finance from 1993 to 1997.