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Rhonda Gillespie has a diverse work experience spanning several industries. Rhonda started their career in 1995 as a Staff and Senior positions in public accounting at small-to-medium sized regional CPA firms. Their responsibilities included supervising audit engagements, preparing tax returns, and performing bookkeeping services for not-for-profit entities, small-to-midsized corporations, and partnerships. From 2000 to 2003, Rhonda worked as a Financial Analyst at Sony Electronics, where they were in charge of budgeting, accounting, and financial reporting for the private fleet operation servicing North America and Mexico. Rhonda also monitored Information Systems spending for Logistics. In 2003, Rhonda joined Cendant as a Sr. Financial Analyst, where they produced financial analysis, conducted variance analysis, and supported accounting in monthly close activities. From 2007 to 2012, they worked at Buckeye Partners, L.P. as a Senior Specialist, Analyst - Finance, Pipeline & Terminal Accounting. Their responsibilities included financial reporting, EBITDA bridge analysis, and support for the pipeline and terminal accounting department. Since 2012, Rhonda has been working at ArtsQuest as the Vice President of Finance.

Rhonda Gillespie attended Westford Academy, although the years of attendance are unknown. Rhonda then pursued their higher education by enrolling at Northeastern University from 1988 to 1989 with the intention of studying Accounting. Finally, from 1990 to 1994, Rhonda attended the University of Massachusetts Lowell, where they earned their Bachelor of Science degree in Accounting with a minor in Pre-law. During their time at the University of Massachusetts Lowell, they focused on the fields of Accounting, Finance, and Law.