Deb Cupp in

Deb Cupp

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

As President of Microsoft North America, Deb Cupp leads a multi-billion dollar business, focusing on customer digital transformation. She earned a BS from the University of Richmond, where she played field hockey and lacrosse, and an MBA from Saint Josephs University. She also serves on the boards of Ralph Lauren and Avanade, bringing extensive digital expertise.

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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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Communication Style
Decision Approach
Work Preference

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Priorities

Topics Deb cares about

Leadership & Coaching
Drives a "culture-first" and "team crazy" mentality, emphasizing the need for leaders to be coachable and to focus on employee strengths to foster growth and success.
Digital Transformation
Her core responsibility is helping customers and partners across North America navigate their digital transformation journeys using Microsoft's full suite of products and services.
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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

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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

Dominance, influence, steadiness, and calculativeness scores with guidance on how this person prefers to communicate and decide.

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