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Jeff McCusker has a diverse work experience spanning over several companies in the telecommunications and technology industry. Jeff started their career at MCI as an Account Executive in 1988 before moving on to AT&T where they held multiple roles, including Account Executive, Sales Manager, Director of Sales, and National Account Manager, between 1990 and 2001. Jeff then joined Genuity as a National Account Manager and Northeast Channel Manager from 2001 to 2005. After that, they worked at OneSource as a Strategic Account Manager in 2005. From 2006 to 2012, they served as the Regional Sales VP at Movius. Jeff then transitioned to Brainshark, where they worked as a Senior National Account Manager from 2011 to 2013. Jeff joined IBM as a Solution Sales Representative for Business Analytics in 2013 and later joined Ironside in 2015 as a Senior Account Executive for Business Analytics.

From 1978 to 1982, Jeff McCusker attended Falmouth High School. After completing their high school education, they pursued a Bachelor of Science degree in Marketing at Babson College from 1982 to 1986.