Calkin serves as co-chair of the Rhode Island Political Cooperative, a progressive organization.
Calkin went on to receive a Master's Degree in Information Services from Bryant University.
During her career, she worked in the billing departments for Rhode Island Hospital and Roger Williams Medical Center, the IT department of Johnson & Wales, as a programmer for GTECH Corporation, and a project manager for Analog Devices.
Calkin and her husband formed their own company before she decided to start Rhode Island for Bernie Sanders in the 2016 United States Presidential Election.
[3][4] Calkin ran for the Rhode Island Senate in 2016, defeating William Walaska.