About Kathy
Nearly Four Decades of Experience
Kathy Caulfield has spent nearly 35 years working in and around probate law in Fairfield County. 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.
At a time of real turnover in town leadership, Kathy represents continuity: a steady, experienced hand ready to keep serving Fairfield's Probate Court without interruption.
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
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
