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Cummings & Lockwood LLCPrincipal
Jessie A. Gilbert
Pro

Jessie A. Gilbert

4.6
21 reviews

Greenwich, CT, U.S.A.

Private Clients Group, Wills, Trusts and Estate Planning, Probate and Estate Administration and 7 more

About Jessie A. Gilbert

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 third degree black belt.

Professional Recognition

•The Best Lawyers in America . 2018 - Present
•200 Outstanding Lawyers of Fairfield Country, Stamford Magazine, 2016
•Connecticut and New England Super Lawyers, 2007
•Martindale-Hubbell, AV Rated

Civic and Philanthropic Activity

•Westport Country Playhouse, Past Board Member
•Darien Arts Center, Past Board Member

Articles/Publications/Presentations

•Connecticut Uniform Trust Code (CUTC)
•Probate: Connecticut, Practical Law Guide, co-author, Thomson Reuters
•Settlement of Estates in Connecticut, 3d, co-author, Thomson Reuters
•Connecticut Probate Deskbook, co-author, Thomson Reuters
•Don’t Kill the Estate Plan -Titling Brokerage Accounts (and Other Assets) in Coordination with Estate Planning Documents
•10 Opportunities to Take Advantage of IRS Interest Rates

Books & Guides

•Probate in Connecticut
• Settlement of Estates in Connecticut, 3d
• Connecticut Probate Deskbook

News & Press Releases

• 29 Cummings & Lockwood Attorneys Named Best Lawyers in Connecticut for 2023
• Greenwich Office - 2023 Best Lawyers in America and Ones to Watch
• 18 Cummings & Lockwood Attorneys Named Top Lawyers in Fairfield County, Connecticut in 2021
• 35 Cummings & Lockwood Attorneys in Connecticut and Florida Have Been Named Among The Best Lawyers in America for 2021, 2 Attorneys Received Lawyer of the Year Awards and 8 Attorneys Have Been Identified as the Ones to Watch
• 24 Cummings & Lockwood Attorneys Named in the 2020 Edition of Connecticut’s Best Lawyers
• 34 Cummings & Lockwood Attorneys in Connecticut and Florida Named Among The Best Lawyers in America for 2020
• Cummings & Lockwood Attorneys in Connecticut and Florida Named 2019 Best Lawyers in America
• 32 Cummings & Lockwood LLC Attorneys Named to 2018 Best Lawyers List
• Cummings & Lockwood Principal, Jessie A. Gilbert, Was Elected to the Board of Trustees at Westport Country Playhouse

Videos

• New York Estate Planning Tips and Traps

• Connecticut Uniform Trust Code (CUTC)

• Estate Planning for Individuals Interested in Making Small Gifts to Children or Grandchildren

• Don’t Kill the Estate Plan -Titling Brokerage Accounts (and Other Assets) in Coordination with Estate Planning Documents

• 10 Opportunities to Take Advantage of IRS Interest Rates

 

Jessie A. Gilbert (Greenwich, Connecticut) View website

Awards

Client Reviewed
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Champion Badge Reviewed
AV Preeminent Peer Rated
This elite award is granted to attorneys who have been recognized by their peers for their very high ethical standards, with an average peer review score of 4.5 or higher.
Martindale-Hubbell Peer AV

Client Champion Awards

Client Champion awards recognize those attorneys who excel at service as affirmed by their clients. The awards, based on the quantity and quality of an attorney’s Martindale-Hubbell client reviews, demonstrate an ongoing commitment to delivering excellent client service. Award recipients stand out from their peers with a platinum, gold or silver icon.

Champion Badge Silver

At least three reviews and a score of 4.0 or higher.

Champion Badge Gold

At least six reviews and a score of 4.2 or higher.

Champion Badge Platinum

At least ten reviews and a score of 4.5 or higher.

Martindale Peer Awards

A lawyer who receives a minimum threshold of qualifying responses from fellow attorneys can qualify for one of three prestigious Martindale-Hubbell Peer Review Ratings:

Martindale-Hubbell Peer AV Preeminent Rating

AV Preeminent®: The highest peer rating standard. This rating signifies a large number of the lawyer’s peers rank him or her at the highest level of professional excellence for their legal knowledge, communication skills and ethical standards.

Jessie A. Gilbert got this award in 2021

Martindale-Hubbell Peer Distinguished Rating

Distinguished: An excellent rating for a lawyer with some experience. This rating indicates the attorney is widely respected by their peers for high professional achievement and ethical standards.

Martindale-Hubbell Peer Notable Rating

Notable: This rating indicates that the lawyer has been recognized by a large number of their peers for strong ethical standards.

Avvo Awards

Avvo Top Contributor

Avvo Top Contributor: The Avvo Top Contributor Award is granted to attorneys who have earned significant contribution points in a given year on our sister site, Avvo.com. Contribution points are earned by answering questions in Q&A, publishing Legal Guides, and other useful contributions to the Avvo community.

Avvo Client Choice

Avvo Client’s Choice: The Avvo Client's Choice Award Badge is granted to attorneys with a significant number of 4+ star reviews in a given year.

Reviews for Jessie A. Gilbert

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Overall Rating
4.6
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21
1.0
Lawyers.com
1
4.8
Martindale
20
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Quality of Service
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1.0
Value for Money
1.0
Estate Planning
Posted by Margaret
June 01, 2025
Hired Attorney

Stay away from this dangerous sociopath predator @17 Bettswood Rd., Norwalk, CT monitored Special Victims unit alert working for & w/corrupt Greenwich predatorial Cummings & Lockwood firm who will destroy & abuse you & your family & your family's home/estate & all your lifelong hard working earned assets all for her/their own financial gain & have & are still currently under investigation for fraud, abuse, extortion, exploitation of elders & people w/disabilities, misconduct, & other nefarious crimes colluding w/corrupt & dangerous accomplice civil servants & malicious prosecution DAs Suzanne Vieux, Laurence Tamaccio, Kevin Randolph, White, & all the other bribed medical providers' false testimonies & financial advisors reprimands & excessive profiting conservatorship agencies & bribed criminal depts specifically at Stamford, CT Courthouse paid off to illegally conserve and/or falsely convict their victims for abuse of licenses' personal financial gain & criminal malignant psych abuse

 
From the Martindale-Avvo Legal Network

Services

Areas of Law

  • Other 10
    • Private Clients Group
    • Wills, Trusts and Estate Planning
    • Probate and Estate Administration
    • Fiduciary and Trustee Services
    • Wealth Protection Planning
    • International Estate and Tax Planning
    • National Charitable Planning Group
    • Business Succession Planning
    • Estate Planning for Hedge Fund and Private Equity Principals
    • Estate Planning for Corporate Executives

Experience

  • Bar Admission & Memberships
    Admissions
    1986, New York
    1986, Massachusetts
    1989, Connecticut
    1989, California
    1989, U.S. Tax Court
    Memberships

    Professional Organizations

    •Connecticut Bar Association, Executive Committee, Past Member
    •Estate Planning Council of Lower Fairfield County, Past President
    •Greenwich Bar Association

  • Education & Certifications
    Law School
    Case Western Reserve University School of Law
    Class of 1985
    J.D.

    New York University Law School
    Class of 1986
    LL.M.
    Taxation
    Other Education
    Hamilton College
    Class of 1982
    A.B.
  • Personal Details & History
    Age
    Born in 1960
    New York, N.Y., August 30, 1960

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Attorneys FAQs

  • What year was this attorney first admitted to the bar?
    Jessie A. Gilbert was admitted in 1986 to the State of Massachusetts and New York.
  • Is this attorney Martindale-Hubbell Peer Review rated?
    Yes, Jessie A. Gilbert has a 4.8 Peer Rating from Martindale-Hubbell.
  • Does this attorney maintain a practice in more than one location?
    Yes, Jessie A. Gilbert has a presence in Stamford, CT.
  • What year was this attorney's law firm established?
    Cummings & Lockwood LLC was established in 1909.
  • Is this attorney listed in the Bar Register of Preeminent Lawyers?
    Jessie A. Gilbert is listed in the Banking Law, Business Law, Commercial Litigation, Corporate Law, Real Estate Law, Trusts and Estates and Wills and Probate section of the Bar Register of Preeminent Lawyers.

Attorney information displayed in this FAQ section is based upon information the lawyer has included on their profile, in addition to the information we collect from state bar associations and other organizations that license legal professionals.

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