Mike Kennedy in

Mike Kennedy

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VP Technology Enablement and Strategy | Team Builder | Innovation | Change Management at CDW
📍 Greater Chicago Area, United States

Mike Kennedy is a technology executive with over 20 years of experience in enterprise execution and business strategy. He specializes in AI adoption, technology modernization, and large-scale portfolio management, notably leading an 80-person team and a $200M+ portfolio at CDW. People who have worked with him describe him as a strategic, thoughtful, and pragmatic change agent.

Drawing from his background as a graduate of the United States Military Academy at West Point, Mike applies principles like the critical importance of feedback loops to his leadership style in the tech industry. He is interested in the intersection of technology, humanity, and leadership in enabling modern work-from-anywhere models.

He led a turnaround of an Autonomous Drive department that resulted in a 15% cost reduction and a 50% increase in output efficiency.

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Experience
26 Years
Current Role
VP Technology Enablement and Strategy | Team Builder | Innovation | Change Management
Location
Greater Chicago Area, United States
Personality Overview

How Mike shows up

Communication Style
Decision Approach
Work Preference

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Priorities

Topics Mike cares about

Enterprise AI Governance
At CDW, he established governance and measurement for enterprise AI adoption across 10,000 users, focusing on risk controls and value realization.
Large-Scale Modernization
He has experience leading massive, enterprise-wide platform modernizations, including a $100M+ project spanning CRM, CPQ, and ERP systems.
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Career

Work history

2021 - 2026
VP Technology Enablement and Strategy | Team Builder | Innovation | Change Management
CDW
2020 - 2021
Sr Director of Business Planning for Highly Autonomous Driving
HERE Technologies
1-2019 - 3-2021
Sr Director of Business Planning for Highly Autonomous Driving
HERE Technologies
1-2018 - 2-2020
Sr Director of Transformation
HERE Technologies
6-2015 - 1-2018
Director of Business Planning
HERE Technologies
In the press

Media appearances

CDW Tech Talk Series: Spearhead a New Way of Working with Leadership and Tech. Featured in BizTech Magazine
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CDW Executive SummIT: How to Get Executive Buy-In for Tech Initiatives. Featured in BizTech Magazine
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Education
2006 - 2008
MBA
Gies College of Business - University of Illinois Urbana-Champaign
1996 - 2000
BS
United States Military Academy at West Point
MBA
Gies College of Business - University of Illinois Urbana-Champaign
Social presence
in
Behavioral profile

DISC profile (public)

DISC behavioral profile

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