Jeff Hawkins

Pioneer
DISC Type : dsi

EVP, Chief Data, AI and Operations Officer at The Hartford

Hartford, Connecticut, United States

Overview

An innovative executive with over 25 years of experience leading technology and data strategies in the Healthcare, Retail, and Financial Services sectors. As Chief Data, AI and Operations Officer at The Hartford, he drives digital transformation using cloud and modern technologies. He holds a Master of Science from the University of Arizona.

He was instrumental in launching The Hartfords technology hub in Columbus, Ohio, dedicated to developing cutting-edge AI solutions to advance insurance innovation.

Personality Overview

Friendly But Fast

Driven But Considerate

Decisive But Friendly

If they are convinced, they can become very strong champions for your product  They combine a unique set of diverse traits where they are fast and friendly but can slow down to be thorough when needed They have the unique ability to win both love and respect from their team (or outsiders)

Topics They Care About

Enterprise AI Strategy
He is actively building his senior leadership team to design and enable the company's enterprise-grade AI and data platforms and solutions.
Data Modernization
He publicly recognizes his team's momentum in accelerating data modernization and enabling enterprise AI capabilities across the organization.
Insurance Innovation
He recently launched a new technology hub focused on developing cutting-edge AI solutions to advance innovation within the insurance industry.

Media Appearances

The Hartford Appoints Jeffery Hawkins as Chief Data, AI and Operations Officer. Featured in CDO Magazine

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The Hartford reshuffles tech leadership team to drive AI, cloud strategy. Featured in CIO Dive

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The Hartford Expands Roles For Two Key Executives. Featured in The Hartford Newsroom

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Work History

4-2025
EVP, Chief Data, AI and Operations Officer at The Hartford
1-2025 - 4-2025
SVP, Chief Data and Analytics Officer at The Hartford
6-2023 - 1-2025
SVP, Chief Data Officer at The Hartford
6-2021 - 6-2023
SVP and CIO, CVS Health - Retail, Pharmacy, Care Delivery at CVS Health
10-2019 - 5-2021
SVP, Humana and President, Author by Humana at Humana

Education

Master of Science (M.S.) from University of Arizona
Graduate Certificate from University of Arizona

More Information

Social Presence :

Prographics :

Exp : 26 Location : Hartford, Connecticut, United States Job Level : Leadership Designation : EVP, Chief Data, AI and Operations Officer at The Hartford
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Insights For Selling To Jeff

During A Call Or A Meeting

DO's

  • Showcase existing customers and use case-studies to grab their attention
  • Ask them for a lunch or coffee once some rapport has been established
  • During followups, use calls or text if needed, they should be fine

DONT's

  • Don’t be too verbose or overly friendly; a little bit, however, is fine
  • Avoid focusing only on the product or its ROI, keep building trust subtly
  • Don't lean very heavily into providing too much information, sharing whitepapers etc.

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Jeff is

  • Nothing less than a strong combination of proof of results, relationship and high levels of professionalism is effective with them.
  • Will you ever get a clear answer from Jeff

  • They can say no while staying friendly, but can also be pursuaded to reconsider

Insights For Deal Planning

    How fast (or slow) will Jeff move?

  • They are generally fast movers and can take quick decisions
  • Can Jeff take some risk or not?

  • They have high risk-appetite but can get ahead of themselves once in a while. Observe carefully

You And Jeff

Personality Compatibility


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