Phil Yennaco in

Phil Yennaco

Commander · DISC type D
Chief of Staff, Office of the CEO at Showpad
📍 Greater Boston, United States

Phil Yennaco is the Chief of Staff at Showpad, with extensive experience in business transformation and corporate operations from his 11+ years at Mimecast. He specializes in connecting strategy to execution using Lean Six Sigma and PMO governance. Colleagues describe him as strategic, instrumental, and a versatile team-player.

Outside of his core roles, Phil is actively upskilling in artificial intelligence, having recently completed multiple AI masterclass certifications. He has shown deep loyalty and career evolution within a single company and maintains an interest in his alma mater, the University of Massachusetts Lowell.

He was featured in a Smartsheet case study for driving strategic enterprise initiatives at Mimecast.

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Experience
16 Years
Current Role
Chief of Staff, Office of the CEO
Job Level
Leadership
Location
Greater Boston, United States
Personality Overview

How Phil shows up

Strong-Willed
Candid & Clear
Decisive

They like to stay in control of the negotiation or defining of the terms. They respond better to strong and respectful interactions. They prefer to move quickly, and expect the same from others.

Priorities

Topics Phil cares about

Strategic Execution
His entire career focuses on aligning high-level company strategy with cross-functional execution, transformation, and delivering key corporate initiatives.
Operational Efficiency
He leverages Lean Six Sigma and PMO principles to optimize business processes, drive scalability, and foster sustainable growth.
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Career

Work history

3-2026
Chief of Staff, Office of the CEO
Showpad
6-2025 - 3-2026
Senior Director, Finance Operations
Mimecast
4-2022 - 10-2025
Senior Director, Business Transformation & Corporate Operations
Mimecast
4-2020 - 4-2022
Director, Enterprise Project Management Office
Mimecast
4-2017 - 3-2020
Senior Project Manager, Global Go-To-Market
Mimecast
In the press

Media appearances

No media yetWe could not find public media appearances for this person.
Education
2005 - 2009
Bachelors Degree
University of Massachusetts Lowell
Social presence
in
Behavioral profile

DISC profile (public)

D

Dominance (D)

Dominance (D) reflects how goal and task oriented a person is, and their ability to accomplish results irrespective of how demanding the circumstances might be. Those scoring high tend to be motivated by winning, competition, and success.

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