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Tara-lyn Flanagan began their work experience as the Communications Director for the American Marketing Association Southeastern New England Chapter in 2008. Tara-lyn then served as the Membership Chair/Treasurer for the Postal Customer Council of Providence from 2010 to 2012. From 2011 to 2012, they held the position of President-Elect for the American Marketing Association Southeastern New England. In 2012, they became the Industry Vice-Chair for the Postal Customer Council of Providence, and also assumed the role of President for the American Marketing Association Southeastern New England Chapter, which they held until 2014. Tara-lyn joined TWOBOLT in 1998 as a Sr. Account Executive, where they stayed until 2015. In 2015, they started their own company, Renaissance Imaging, LLC, as the Owner. Lastly, in 2017, Tara-lyn became the Vice President of Signature Printing RI.

Tara-lyn Flanagan's education history includes attending Rhode Island College and Providence College, but no specific degrees or fields of study are provided.