Caryn Kaufman

Pioneer
DISC Type : DIS

Chief of Staff at Town of Stratford

New York City Metropolitan Area, United States

Overview

Caryn Kaufman is the Chief of Staff for the Town of Stratford, leveraging extensive experience in strategic communications within the public, healthcare, and non-profit sectors. An alumna of Yale University, colleagues describe her as a dedicated, strategic, and exceptionally talented leader skilled in navigating high-stakes situations.

Deeply invested in her community, Caryn recently ran for Town Council in her hometown after years of activism. She relocated from Wisconsin to Connecticut to be closer to family and actively participates in local events, earning the Barnum Festivals 2024 Volunteer of the Year award.

After years of volunteering for political campaigns, she ran for office herself and came within just 13 votes of winning.

Personality Overview

Friendly But Fast

Driven But Considerate

Dynamic But Sincere

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

Strategic Communications
Her entire career is built on advising organizations on proactive communications to manage crises, protect reputation, and drive growth, rather than reacting after problems arise.
Community Activism
A long-time community activist, she translated her passion into action by running for Town Council in her hometown of Stratford, demonstrating a deep commitment to local issues.
Public Sector Leadership
Serves as Chief of Staff in local government and has direct experience in the political process, indicating a strong interest in public service and governance.

Media Appearances

Caryn has no verified media appearances

Work History

12-2025
Chief of Staff at Town of Stratford
1-2024 - 12-2025
Chief Communications Officer / Owner at Caryn Kaufman Communications, LLC
4-2023 - 12-2023
Relocation at Career Break
8-2022 - 3-2023
Chief Communications Officer, Ascension Wisconsin at Ascension
11-2016 - 7-2022
Marketing and Communications Director, Ascension Wisconsin at Ascension

Education

2008 - 2008
Campaign Management from Yale University
B.A. from Clark University

More Information

Social Presence :

Prographics :

Exp : 10 Location : New York City Metropolitan Area, United States Job Level : N/A Designation : Chief of Staff at Town of Stratford
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Insights For Selling To Caryn

During A Call Or A Meeting

DO's

  • During followups, use calls or text if needed, they should be fine
  • Ask them for a lunch or coffee once some rapport has been established
  • Keep your pitch focused on the impact but nurture the relationship too

DONT's

  • Don’t hesitate from asking questions or pushing them, but take a formal approach
  • Avoid focusing only on the product or its ROI, keep building trust subtly
  • Don’t be very informal during the early interactions even if they are being so themselves

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Caryn 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 Caryn

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

Insights For Deal Planning

    How fast (or slow) will Caryn move?

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

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

You And Caryn

Personality Compatibility


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