About Jennifer A. Deland

Jennifer Deland was born in Belfonte, Pennsylvania, and grew up in Ossining, New York. She graduated from Yale University, worked for a time as a paralegal for a New York law firm, then attended Boston University School of Law, graduating magna cum laude in 1986. She practiced law in New York City for several years before coming back to the Boston area in 1991.

In New York City, Counselor Deland practiced securities law, including the law of mutual funds. When she first established her own firm, she practiced in a variety of areas, including litigation, real estate law, and bankruptcy. Estate planning has proved to be the best way to use her abilities to serve her clients.

Counselor Deland is a member of the National Academy of Elder law Attorneys. She resides in Holliston. She is also a member of the Holliston Business Association.

The Counselor is an occasional contributor to the op-ed pages of the local newspapers.

 

Awards

Reviews for Jennifer

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Estate Planning
Posted by anonymous
October 23, 2025
Hired Attorney

I rarely write 1-star reviews but strongly feel this is necessary. My husband and I met with Jennifer Deland to discuss estate planning, and the meeting was nothing short of ridiculous. We sat in a tiny, dingy room that barely fit three. The whiteboard she intended to use was stained with marker, so she opted to use someone else's faded hen-scratches to “guide” our discussion. She jumped from topic to topic erratically, and our specific questions seemed to throw her off. She wanted us to pick an approach (will/estate) without explaining the pros and cons of each, which is why we were there! Frustrated, we decided to end the discussion, which was when she leaned into us and angrily asked, "What's your objective?" Stunned, we replied, "to make a plan." So rude. So unprofessional. So costly. Jennifer requires a $400 non-refundable consultation fee unless you sign on with her within 30 days. Needless to say, we're down $400 and no further along than when we started.

 

Services

Areas of Law

  • Trusts and Estates 1
    • Estate Planning
  • Wills and Probate
  • Other 4
    • Elder Law / Medicaid Planning
    • Probate and Estate Administration
    • Planning for Children
    • Pet Trusts

Experience

  • Bar Admission & Memberships
    Admissions
    1987, New York
    1991, Massachusetts
    1995, U.S. Tax Court
    Memberships
    Massachusetts Bar Association
    National Academy of Elder Law Attorneys.
  • Education & Certifications
    Law School
    Boston University School of Law
    Class of 1986
    J.D.
    magna cum laude
    Other Education
    Yale University
    Class of 1980
    B.A.
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Attorneys FAQs

  • What year was this attorney first admitted to the bar?
    Jennifer A. Deland was admitted in 1987 to the State of New York.
  • Is this attorney admitted to the bar in more than one state?
    Yes, Jennifer A. Deland is admitted to practice in Massachusetts and New York.
  • Is this attorney admitted to practice in any U.S. Federal Courts?
    Jennifer A. Deland is admitted to practice before the United States Tax Court.
  • What law school did this attorney attend?
    Jennifer A. Deland attended Boston University School of Law.