Deb Cupp in

Deb Cupp

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President & Chief Revenue Officer, Global enterprise sales at Microsoft
📍 Greater Philadelphia, United States

Deb Cupp is the President and Chief Revenue Officer for global enterprise sales at Microsoft, where she leads the delivery of Microsofts portfolio to enterprise customers. A graduate of the University of Richmond, she is focused on helping clients navigate their AI transformation and solve their most complex challenges.

Outside of her executive role, she is a former Division I field hockey player. This experience instilled in her a deep appreciation for teamwork and resilience, principles she applies to her professional life. She is passionate about leadership that is rooted in humility and empathy.

Unique fact: Deb is a recipient of the Spider Athletics Alumni Achievement Award from the University of Richmond for her professional distinction.

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Experience
12 Years
Current Role
President & Chief Revenue Officer, Global enterprise sales
Job Level
Leadership
Location
Greater Philadelphia, United States
Personality Overview

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Decision Approach
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Priorities

Topics Deb cares about

Enterprise AI Adoption
She consistently focuses on guiding large organizations through their AI transformations, helping them to fundamentally reimagine their operations and business models.
People-Led Transformation
Believes that the success of AI hinges on people, emphasizing that teams must feel informed and supported for technological momentum to be sustained.
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Career

Work history

10-2025
President & Chief Revenue Officer, Global enterprise sales
Microsoft
7-2023 - 10-2025
President, Microsoft Americas
Microsoft
4-2022 - 7-2023
President, Microsoft North America
Microsoft
8-2022
Board Member
Ralph Lauren
5-2019 - 6-2025
Board Member
Avanade
In the press

Media appearances

Deb Cupp – President, Microsoft US | Avanade Board Member. Featured in Apple Podcasts
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Scaling Teams with Empathy and Purpose | Deb Cupp from Microsoft. Featured in YouTube
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Education
2002 - 2003
MBA
Saint Joseph's University - Erivan K. Haub School of Business
1989 - 1993
Bachelor of Science (BS) in Business Administration
University of Richmond - Robins School of Business
Social presence
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Behavioral profile

DISC profile (public)

DISC behavioral profile

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