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Formerly Law Office of Joel Bernstein - Specialists in Massachusetts Wills & Trusts
Joel Bernstein and Barbara Kelly
Barbara Kelly and Joel Bernstein

We're moving on!

Yup, Barb and I are retiring.

But we can still help you. By referring you to an estate attorney — that we trust.
Confidential Estate Planning Referral Request
Joel A. Bernstein: The Estate Planning Attorney Who Spoke Your Language

From Law School to Lexington.

Joel Bernstein's journey to becoming one of Lexington's most trusted estate planning attorneys began in the 1970s. After earning his bachelor's degree from Hobart College in 1975, he headed to Western New England College School of Law, graduating with his J.D. in 1979. Not one to rest on his laurels, Joel also spent time at Vermont Law School in 1981, further honing his legal expertise.

His early career saw him admitted to practice in Vermont and New York in 1980, before making his way to Massachusetts, where he was admitted to the bar in 1986. It was in the Bay State where Joel would make his mark.


Building a Practice with a Purpose

For over three decades, Joel ran his estate planning practice from his office at 33 Bedford Street in Lexington, after a few years in  Waltham and Wellesley.

But this wasn't your typical law firm. Joel made a conscious decision early on to focus exclusively on wills, trusts, and estate administration. As he liked to say, he refused to be one of those "jack of all trades, master of none" attorneys who couldn't tell a living trust from a living room.


The Plain English Revolution

What really set Joel apart was his crusade against legalese. For thirty years, he fought to banish confusing legal jargon from estate documents. While other attorneys clutched their Latin phrases and archaic terminology, Joel believed his clients should actually understand what they were signing – a revolutionary concept in legal circles!

Inspired by legal writing expert Bryan Garner, Joel developed what he called his "Plain(er) English" approach. He simplified complex concepts and eliminated unnecessary jargon, all while consuming what he joked was enough coffee to fuel a small law firm. His mission? To guide clients through legal matters without inducing narcolepsy – unlike some of those dry legal seminars.


More Than Just a Lawyer

Joel's commitment to education extended far beyond his office walls. He regularly gave free public lectures on estate planning, helping demystify trusts and wills for the Lexington community. He even developed a series of free online lessons through his website, Massachusetts Wills & Trusts, because he believed everyone deserved to understand the basics of estate planning.

His professional affiliations included addressing the Massachusetts Society of Enrolled Agents, and he conducted workshops for Charles Schwab Inc. Joel also contributed to the legal community through his scholarship, including publishing "A Primer on Computerized Real Estate Conveyancing" in the ABA Probate and Property Journal. He was also a journalist for Probate and Property magazine.

A Client-First Philosophy

Joel's approach to client service was refreshingly straightforward. He made the estate planning experience pleasant by explaining complexities in terms anyone could understand. His streamlined process respected people's time while ensuring their wishes were properly documented. He even kept his phone and computer out of the conference room during meetings – a deliberate choice to help everyone concentrate on what really mattered.


Clients loved this approach

Many retained his services multiple times, both for creating estate plans and settling estates. They kept coming back even though, as Joel would joke, his waiting room only had magazines from 2015 (he swore he was saving them for "historical purposes").


Recognition from Peers

Fellow attorneys consistently praised Joel's work. They described him as "an excellent estate planning lawyer and an expert on trusts" with a "professorial as well as kind and compassionate manner." One colleague noted that Joel was "extremely detail oriented and thorough – he doesn't miss anything." His motto, "Estate planning done in three weeks," reflected his commitment to timely service without unnecessary delays.


Life After Daily Practice

In 2025, Joel concluded his daily practice but remains a member of the Massachusetts Bar. These days, he's still passionate about helping folks understand estate planning – just without the billable hours or the uncomfortable suit and tie. He continues to write about the estate planning topics he studied for over three decades and connects people with trusted attorneys who share his commitment to clear communication and personalized service.


A Lasting Legacy

Joel Bernstein's career stands as a testament to what happens when you combine deep legal expertise with genuine care for clients and a commitment to accessibility. By insisting that estate planning documents should be written in language people could actually understand, he helped countless Massachusetts families protect their futures with confidence.

His influence continues through his educational materials, his referral network, and most importantly, through the many families who finally understood their estate plans thanks to an attorney who believed that legal services should serve people, not confuse them. In a profession often criticized for its complexity and inaccessibility, Joel Bernstein proved that another way was possible – one conversation, one plain English document, one satisfied client at a time.​

Wills & Trusts—in plain English

​Face, don't avoid, death, disability, and taxes. It’s easier than you think.
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Have questions about where to start?

Special report: Why People Procrastinate in their Estate Planning
Confidential Estate Planning Referral Request
Joel Bernstein and Barbara Kelly
Barbara Kelly and Joel Bernstein

We're moving on!

Yup, Barb and I are retiring.
​

But we can still help you. By referring you to an estate attorney — that we trust.

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Fill out our quick form to meet great estate planning attorneys in your area - completely free!

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Putting off estate planning? (I did too until my spouse gave me "the look"!) Let me connect you with a trusted attorney at zero cost. 
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We absolutely do not sell your information to anyone.

Full disclosure:  I'm a retired attorney (still in the MA Bar) who helps folks like you get this essential task done. If you hire the attorney I recommend, they pay me a standard referral fee that won't increase your costs one bit.

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Copyright © 2025 by Joel Bernstein. All rights reserved. Disclaimer
The material is provided for educational and informational purposes only and should not be construed as legal advice. This Alert may constitute attorney advertising and is not intended to communicate with anyone in a jurisdiction where such an Alert fails to comply with all laws and ethical rules of the jurisdiction.

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