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Charlie Bosco has a diverse work experience spanning several decades. Charlie began their career as a Field Service Engineer at Total Tec Sysems, Inc. from 1981 to 1982. Charlie then joined Plessey Peripheral Systems, Inc. in 1983, where they served as a Field Service Engineer responsible for repairing and maintaining Plessey and Digital Equipment Hardware in the NY, NJ, PA area. However, Plessey went out of business, and Charlie returned to Total Tec Systems, Inc. as a Senior Account Executive in 1985. Charlie held this position for 25 years until 2010. In the same year, they also worked as a Senior Account Executive at Prosys from January to July 2010. Later in 2010, they joined High Performance Technologies (HPT) as a Senior Account Manager, and their employment there is ongoing.

Charlie Bosco attended the Brick Computer Science Institute from 1980 to 1981, where they studied Computer Science. No degree information was provided.