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Terrainna Chisholm has a diverse work experience in the field of accounting and recruitment. Terrainna started their career as a Management Trainee Intern at Wireless Zone in 2005 and worked there until 2008. Terrainna then joined Paychex as an Accounting Specialist II from 2008 to 2012. Next, they worked at Flower City Glass as an Accounting Specialist III from 2012 to 2013. In 2015, they joined Aerotek as a Recruiter-Professional Services for a brief period until 2016. After that, they worked at Rochester Regional Health as an Accounts Payable Specialist from 2016 to 2019. Currently, they are employed at PayQuicker as a Senior Accountant, starting from November 2019.

Terrainna Chisholm earned a Bachelor's Degree in Business Administration, with a focus on Finance, from the University at Buffalo. Terrainna attended the university from 2006 to 2008.