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Vanessa O'Connor's work experience begins in 2012, when they interned as an Internal Audit Intern at ISO New England. Vanessa then joined Deloitte in 2013 as an Audit Staff and later became an Audit Senior, working there until 2017. In 2017, they joined MassMutual as an Accounting Consultant, specializing in Financial Planning & Analysis. In 2018, they moved on to Nassau Financial Group, starting as a Senior Actuarial Controls Analyst and then transitioning to the roles of Audit Specialist, Audit Consultant, and currently holds the position of Director, Internal Audit.

Vanessa O'Connor completed their Master of Science in Accounting from Western New England University in the year 2013. Prior to that, they obtained their Bachelor of Science in Business Administration with a focus on Accounting from the same institution between 2008 and 2012. Before attending college, Vanessa graduated from Ludlow High School in an unspecified year.