Spinning circle Big letter B

Jessie A. Gilbert is a Principal in Cummings & Lockwood's Private Clients Group and is based in the Greenwich office. Jessie advises high net worth individuals on estate and tax issues, helping them with succession, generation-skipping and asset protection planning. She also represents executors and trustees with respect to probate, estate and trust administration matters, as well as with estate and fiduciary income taxes.

Jessie is a frequent writer and lecturer on estate planning and administration topics, including business succession planning, fiduciary income tax, and the Principal and Income Act. She has also served as a law clerk with the United States Tax Court in Washington, D.C.

In her spare time, Jessie enjoys acting in community theater productions and practicing karate, in which she has a black belt.

Contact & Links
Location
  • Two Greenwich Plaza, Suite 230
    Greenwich, CT 06830-6390
Education
  • New York University, L.L.M., graduated 1986
  • Case Western Reserve University, J.D., graduated 1985
  • Hamilton College, A.B., graduated 1982
Bar Admissions
  • Connecticut, 1989
  • New York, 1986
Affiliations
  • Connecticut Bar Association - Member
  • Estate Planning Council of Lower Fairfield County - Member
  • Greenwich Bar Association - Member
  • Westport Country Playhouse - Board of Trustees
  • Darien Arts Center - Past Board Member
Federal Clerkships
  • United States Tax Court

Cummings & Lockwood LLC
Headquarters: Stamford, Connecticut

31 The Best Lawyers in America® awards

8 Best Lawyers: Ones to Watch® in America awards

Best Law Firms Badge Visit Website View Firm Profile

Recognized in The Best Lawyers in America® 2025 for work in:
  • Trusts and Estates
Awards:
  • Connecticut and New England Super Lawyers, 2007
  • Martindale-Hubbell, AV Rated

Spinning circle Big letter B

Video


Preview for video -


Preview for video -


Preview for video -


Preview for video -
Publications

Your browser is not fully compatible with our automatic printer friendly formatting.

Please use the print button to print this profile page.

Spinning circle Big letter B