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Bernie Gracy has a diverse and extensive work experience spanning over several decades. Currently, they are serving as the Executive Vice President and Chief Digital Officer at Monotype since June 2022. Prior to this, they held the position of Senior Vice President and Chief Digital Officer at Agero, Inc. from February 2017 to June 2022.

In the earlier part of their career, Gracy worked at various roles and companies including Cimpress, Pitney Bowes Software, Pitney Bowes Group 1 Software, Pitney Bowes, Roadnet Technologies (a division of UPS), Gerber Scientific, and Micrognosis. At these companies, they held positions such as Senior Vice President, Global Products at Cimpress and VP Strategy, Digital Commerce Solutions at Pitney Bowes Software. Bernie also had responsibilities in strategy, business development, integration, and management, contributing to the growth and success of these organizations.

Bernie Gracy completed their education at various institutions. They obtained a Master of Science degree in Natural Resources Conservation from Paul Smith's College in 2021. Prior to that, they earned a Master of Science degree in E-Commerce from the University of Maryland Global Campus in 2008. In 1993, they achieved another Master of Science degree in Computer Science from Rensselaer Polytechnic Institute. Bernie Gracy also holds a Bachelor of Science in Computer Science and Engineering, which they obtained from the University of Connecticut in 1985. Their secondary education took place at Pomperaug Regional High School, where specific degrees or fields of study are unknown.