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Matt Miloszewski has a wealth of work experience, beginning in 2000 when they served as a Business Analyst for Reuter's - Loan Pricing Corp. Matt then moved to iGate Mastech in 2001, where they were an Account Manager. In 2005, they started working for Staples, Inc. as a Business Development Associate. In 2008, they became the NE Regional Account Manager for CRC Information Systems. Matt then moved to Tharstern in 2017, where they were a Business Development Manager. In 2018, they began working for printIQGlobal as a Sales Manager Eastern Region. In 2022, they became a Sales Consultant for Hexicom Software and a Salesperson for Label Traxx.

Matt Miloszewski attended Penn State University from 1996 to 2000, where they earned a Bachelor of Science degree in Operations & Information Systems Management.