About Kathy

35 Years of Experience

Kathy Caulfield has practiced probate law with compassion and integrity for 35 years. She brings the knowledge, expertise and empathy Fairfield needs. Her background includes service as a conservator and deep experience in complex tax and estate planning—work that has put her in the room for some of the most difficult moments in people's lives.

  • Service as a conservator for Fairfield County families
  • Deep experience in complex tax and estate planning
  • Compassion and steady judgment in moments of crisis

As Judge of Probate, Kathy plays an essential role in families' lives during times of personal crisis, bringing compassion and legal expertise to every matter that comes before the court.

Kathy represents continuity: a steady, experienced hand ready to keep serving Fairfield's Probate Court without interruption.

Kathy Caulfield outside the Honorable John J. Sullivan Independence Hall in Fairfield

Experience

Background & Credentials

Education

  • Staples High School, Westport, CT — 1984
  • Boston College, Carroll School of Management, cum laude — 1988
  • University of Connecticut School of Law — 1991

Professional Membership

  • National College of Probate Judges, member

Bar Memberships

  • American Bar Association, Real Property, Trust and Estate Law Section
  • Connecticut Bar Association, Elder Law and Probate Sections
  • The Florida Bar, Real Property, Probate and Trust Law Section
  • Fairfield County Bar Association, Probate and Estates/Elder Law Committee
  • Greater Bridgeport Bar Association, past Co-Chair, Estate Planning/Probate/Elder Law Committee

Community Leadership

  • President, Fairfield Foundation for Education
  • Past President, Southwestern CT Agency on Aging
  • Past President, Mercy Learning Center
  • Past President, Widowed Persons Service
  • Past President, Jennings PTA
  • Volunteer, Mill River Wetlands Committee
Kathy Caulfield speaking with Fairfield residents at a community eventKathy Caulfield greeting Fairfield residents at a community event