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Donald W. Bailey III, MBA has a diverse work experience spanning several industries. Donald W. is currently the owner of Woodbridge Financial PLLC since January 2023. Prior to this, they held the role of Senior Accountant/Financial Analyst at Community Health Network of Connecticut, Inc. starting in August 2009. Donald was also a Partner at Woodbridge Financial & Associates from January 1998 to January 2023. Donald W. served as a Sr. Financial Analyst at Yale New Haven Hospital from June 2005 to August 2009, and as a World Trade International Accountant at IBM from January 2001 to June 2005.

Donald W. Bailey III, MBA completed their bachelor's degree in Accounting from Southern Connecticut State University between 1998 and 2002. Donald W. then pursued further education and obtained an MBA degree in Business from Albertus Magnus College from 2010 to 2012. Prior to their higher education, they attended Hamden High School between 1998 and 2002, although no degree or field of study is mentioned for this period.