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Heather Shields has worked for several companies since 2003. Heather began at Flagship Motorcars as a deal booker, then moved to Accounts Payable, and was promoted to Office Manager. At this company, they processed weekly payroll for 100+ employees, including salaried workers, hourly workers, commissioned workers, and technicians, all with varying pay plans and commission structures. Heather also calculated monthly bonuses for numerous employees after they completed compiling the financial statement. In 2010, they moved to Watertown Ford, where they served as Office Manager/Bookkeeper. Heather processed weekly payroll for 65+ employees, including salaried workers, hourly workers, commissioned workers, and technicians, all with varying pay plans and commission structures. Heather also calculated monthly bonuses for numerous employees after they completed compiling the financial statement. In 2019, Heather joined Affiliated Financial Services Corporation as a Bookkeeper. In 2020, they moved to Bill Dube Hyundai as a Controller. Most recently, in 2021, Heather joined Mercedes-Benz of Boston as an Office Manager and SciAps Inc. as an Inside Sales Associate.

Heather Shields attended the University of Massachusetts Dartmouth from 1996 to 1997, studying Marketing.