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Rob Willey has over 25 years of work experience in the accounting and finance field. Rob most recently served as the Director of Property Accounting at Northland Investment Corporation since October 2021. Prior to that, they were the Finance Director at RK Centers from March 2020 to October 2021. From December 2005 to March 2020, they held various roles at The Wilder Companies, including Director of Accounting Services and Accounting Manager. Before that, they worked as an Accountant/Auditor at Raphael and Raphael LLP from October 2000 to December 2005, and as a Staff Accountant at TJX from January 1996 to October 2000.

Rob Willey attended Salem State University, where they obtained a Bachelor of Arts degree in Accounting. Following their studies at Salem State University, their education history indicates that they also attended the University of Massachusetts Lowell, although no further details about a degree or field of study are provided. In addition to their educational background, Rob Willey holds a certification as a Certified Public Accountant from the Commonwealth of Massachusetts, although the specific date of obtaining the certification is not mentioned.