Greg Thomas

Initiator
DISC Type : Di

Director, Digital Workplace Engineering at Evolent

Leominster, Massachusetts, United States

Overview

Greg Thomas is a visionary IT leader with over 15 years of experience, currently serving as the Director of Digital Workplace Engineering at Evolent. He focuses on fostering business-oriented teams and leveraging continual service improvement. Colleagues describe him as a supportive, collaborative, and knowledgeable leader who is an active listener.

Deeply committed to his community, Greg serves as an elected School Committee member for the City of Leominster, Massachusetts. This public service role highlights his dedication to local education and community development, demonstrating leadership both inside and outside of his professional life. He holds a Bachelor of Arts from the University of New Hampshire.

A former CEO was so impressed with Greg after a single interaction that he was recruited and offered a job on the spot.

Personality Overview

Risk-Accepting

Impact-Oriented

Conviction Driven

They respond well to objective pitches but also attach some value to relationships.  They usually prefer to drive the conversation. They measure a product on its merit but can be influenced by strong testimonials.

Topics They Care About

Digital Workplace Strategy
As the Director of Digital Workplace Engineering, he focuses on improving employee experience and operational efficiency through technology and process enhancements.
AI in IT Operations
He has shared insights on how AI, particularly Agentic AI, is not a threat but an evolutionary tool for redefining IT roles and improving incident response.
Employee Experience
He advocates for focusing on the actual employee experience when implementing IT solutions, such as using personas for more than just access assignments.

Media Appearances

Greg has no verified media appearances

Work History

7-2025
Director, Digital Workplace Engineering at Evolent
3-2023 - 7-2025
Enterprise Services Manager at Availity
1-2022
School Committee At Large at City of Leominster
12-2019 - 2-2023
Manager of Digital Workspace at Digital Federal Credit Union
7-2017 - 12-2019
Desktop Assistant Manager at Digital Federal Credit Union

Education

2000 - 2004
Bachelor of Arts (B.A.) from University of New Hampshire
1996 - 2000
Diploma from Leominster High School

More Information

Social Presence :

Prographics :

Exp : 14 Location : Leominster, Massachusetts, United States Job Level : Mid-senior Designation : Director, Digital Workplace Engineering at Evolent
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Insights For Selling To Greg

During A Call Or A Meeting

DO's

  • Refer to testimonials from well known people to highlight the value of your product
  • Look like someone who is on top of their game
  • Get them to a point where they are ready to bat for your product internally

DONT's

  • Don't be unorganized, be prepared for the pitch
  • Don’t be too verbose or overly friendly; a little bit, however, is fine
  • Don’t keep repeating the same information, it could make them impatient

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Greg is

  • Confidence in the product’s value is critical, followed by relationship and a sense of achievement.
  • Will you ever get a clear answer from Greg

  • They will not hesitate to say no if they do not develop conviction.

Insights For Deal Planning

    How fast (or slow) will Greg move?

  • They can take fast decisions if they develop conviction in the product and find you trustworthy.
  • Can Greg take some risk or not?

  • They have the capability of taking risky decisions if necessary.

You And Greg

Personality Compatibility


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