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John Scatterday has had an extensive work experience spanning over several decades. John began their career in 1984 at The Unum Group, where they worked in varying roles and eventually became the Vice President and National Practice Leader. During their time there, they were responsible for managing the National Account Practice and had interactions with major consulting firms. In 2000, they joined BenefitPoint as the Vice President of Sales and Marketing, where they oversaw sales, marketing, and executive relationship management. Two years later, they moved on to Keenan & Associates, where they currently serve as the President of Employee Benefits. In this role, they manage the company's Employee Benefits practice, including sales, retention, and servicing of employee benefits products for public agency and healthcare clients. Additionally, they provide strategic input into the development and rollout of Keenan's CRM system with Salesforce.com.

John Scatterday earned their Bachelor's Degree in Economics from Wittenberg University, where they attended from 1980 to 1984.