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Samantha Conway has a diverse work experience, beginning with their role as a Turnaround and Restructuring Intern at FTI Consulting in 2009. Samantha then became a Turnaround and Restructuring Consultant at the same company in 2010. In 2011, they moved to Steward Health Care as a Senior Financial Analyst. In 2016, they took on two roles, as a Teaching Assistant at the Massachusetts Institute of Technology (MIT) and as the Vice President of Finance and Controller at Accreon.

Samantha Conway attended the MIT Sloan School of Management from 2016 to present, where they earned a Master of Business Administration (M.B.A.). Prior to that, they attended Boston College from 2006 to 2010 and earned a Bachelor's Degree in Finance and Marketing.