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Samantha Sestito has a diverse work experience spanning multiple industries. Samantha began their career as a Receptionist at Owen Motors in 2009 and worked there until 2011. In 2011, they also interned at Ameriprise Financial Services, Inc. as a Marketing Intern and at Gustavo Preston Company, Inc. as an Intern. Samantha continued to gain experience in marketing as a Marketing Intern at Nessen Kohlasch & Associates, Inc. from 2012 to 2014.

In 2013, Samantha worked as a Sales Associate at Fossil for a few months. Samantha then joined Epsilon in 2014 as an Associate Account Executive, where they developed and maintained client relationships. Samantha later transitioned to the role of Account Executive before moving on to become a Product Manager for Agility Harmony. Samantha left Epsilon in 2017.

From 2017 to 2019, Samantha worked at ownerIQ as an Account Manager and later became a Partner Solutions Manager. In 2019, they joined Catalant Technologies as a Customer Success Manager for a few months before moving on to Rapid7.

At Rapid7, Samantha held the position of Senior Customer Success Manager from 2019 to 2021. Samantha was then promoted to the role of Strategic Customer Success Manager, which they currently hold.

Samantha Sestito's education history begins with their graduation from Westwood High School in 2010, where they completed their general education. Samantha then attended Bentley University from 2010 to 2013, where they earned their undergraduate degree in Marketing and Management. Following that, Samantha pursued their Master of Business Administration (MBA) degree at Bentley University's McCallum Graduate School of Business from 2014 to 2020, with a focus on Organizational Leadership.