Alex Cariofiles
Executive Assistant @DraftKings Inc.
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WORK HISTORY
Executive Assistant @DraftKings Inc.
Boston, MA, US
Previously: Senior Administrative Assistant, Analytics & Product (Jun 2022–Jun 2023); Senior Business Development Associate (Jan 2022–Jun 2022)Primary executive partner to senior leadership within analytics and casino strategy, supporting priorities, communications, and operational executionSelected for extended interim executive coverage for the CEO, Chief Product Officer, and Chief Compliance Officer during parental leavesOversee complex calendars, travel, budgets, and executive workflows across regulated and fast-paced business unitsCoordinate cross-functional initiatives and leadership on-sites to drive alignment and effective decision-makingServe as a trusted liaison between executives and internal and external stakeholdersSupport high-visibility initiatives and confidential matters requiring discretion and sound judgment
EDUCATION
Isenberg School of Management, UMass Amherst
Bachelor’s Degree, Mark H. McCormack Department of Sport Management
ABOUT ALEX CARIOFILES
I’m an executive operations and strategic support professional with experience partnering closely with senior leadership across entertainment, technology, and analytics-driven organizations.I began my career in selective talent agency and film production environments, including Creative Artists Agency, Netflix, and Miramax. In these roles, I developed strong judgment, discretion, and the ability to execute in fast-moving, high-visibility settings. I later pivoted intentionally into sports and technology, joining DraftKings to deepen my commercial and operational experience.At DraftKings, I serve as a primary executive partner to the Sr. VP of Analytics and the VP of DKNA Strategy and Business Operations. I am consistently selected for extended interim executive coverage for C-suite leaders, including the CEO, Chief Product Officer, and Chief Compliance Officer, during parental leaves. I ensure seamless continuity and alignment through leadership transitions.I’m especially interested in opportunities within executive operations, the Office of the CEO, and Chief of Staff functions, where strategic thinking, institutional trust, and strong execution intersect.
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