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Robert Eno has a long and varied work experience. Robert began their career in 1997 as an Actor with the Play by Players Theatre Company in Lowell, MA. In 2000, they became a REALTOR with CENTURY 21 Concept One, where they built a business from zero to $3.9M in annual sales. In 2002, they were the Research Director for McCarthy for Congress, where they were responsible for researching issues and opposition research. That same year, they also began working as a Senior Account Manager for The Digital Printing Company and daniels print communications | copycop. In 2006, they became Chairman and Vice Chair of the Greater Boston Young Republicans. From 2009 to 2015, they were the Publisher of Red Mass Group. From 2014 to 2015, they were a Freelance Writer and Investigative Reporter for Conservative Review. Finally, from 2018 to present, they have been a Media Critic for Blaze Media.

Robert Eno attended the University of Massachusetts Lowell from 1991 to 1996, where they earned a Bachelor of Science in Chemical Engineering.