Derek Gillespie in

Derek Gillespie

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Chief Executive Officer at 365 Data Centers
📍 United States

Derek is the CEO and CRO at 365 Data Centers, bringing over 25 years of executive experience in the Infrastructure as a Service (IaaS) industry. A graduate of the United States Naval Academy, he has a proven track record of transforming sales organizations at Zayo, Cosentry, and Savvis. Colleagues describe him as driven, strategic, and well-rounded.

Outside of his executive roles, Derek is committed to community involvement. He serves as a member of the Board of Trustees for the Henry Viscardi School, an institution dedicated to educating children with severe physical disabilities.

He has been globally recognized as a top sales leader, including being named one of the Top 20 CSOs by Clari in 2023.

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Current Role
Chief Executive Officer
Location
United States
Personality Overview

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Communication Style
Decision Approach
Work Preference

Behavioral traits and communication patterns that shape how this person evaluates opportunities, builds trust, and makes decisions in professional settings.

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Priorities

Topics Derek cares about

Edge Computing
He publicly predicted that edge data centers, SD-WAN, and SASE would dominate enterprise technology discussions and strategy in 2024.
IT Infrastructure
His career specialty is leading sales for IaaS, colocation, managed hosting, and cloud computing solutions for major industry providers.
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Career

Work history

10-2025
Chief Executive Officer
365 Data Centers
3-2024
Chief Revenue Officer (CRO)
365 Data Centers
1-2021 - 3-2024
Chief Sales Officer - Enterprise Sales
Zayo Group
1-2020 - 1-2021
Chief Revenue Officer
Zayo Group
1-2019 - 1-2020
President, Global Head of Enterprise Sales
Zayo Group
In the press

Media appearances

Legacy Investing Expands Data Center Connectivity With Zayo Group At T5@Minneapolis. Featured in PR Newswire
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Education
1992 - 1996
History-Political Science
United States Naval Academy
Social presence
in
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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