JD

John D. Cunningham III, Business Attorney in Gloucester, Massachusetts

Over 52 years of legal practice · focused on Business, Estate Planning, and Probate · 5.0/5 rating from 1 verified client review

MemberatCunningham & Cunningham

Gloucester, MA

Practicing business in Gloucester since 1974.

52+
Years practicing
5.0 ★
1 client review
2
Bar admissions

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Quick answer

John D. Cunningham III is a member based in Gloucester, MA. The practice focuses on Business, Estate Planning, and Probate. John has over 52 years of legal experience. Currently practicing at Cunningham & Cunningham. Rated 5.0 out of 5 from 1 client review.

Based in
Gloucester, MA
Experience
over 52 years
Known for
Business · Estate Planning · Probate
  • Handles Business, Estate Planning, and Probate matters from Gloucester, MA.
  • Over 52 years of practice as a licensed attorney.
  • Recognized with AV Preeminent.

About John D. Cunningham III: John D. Cunningham III is a member based in Gloucester, MA. The practice focuses on Business, Estate Planning, and Probate. John has over 52 years of legal experience. Currently practicing at Cunningham & Cunningham. Rated 5.0 out of 5 from 1 client review.

Areas of practice

Practice areas handled by John D. Cunningham III

John concentrates on business, estate planning, probate, real estate, and trusts. Each area below outlines the kind of case John handles, typical outcomes to expect, and how the intake process starts.

Business cases in Gloucester, Massachusetts

John takes business matters in Gloucester, Massachusetts. Typical engagements include intake calls to scope the issue, review of any records or filings you already have, and a written strategy memo before John agrees to represent you.

Estate Planning cases in Gloucester, Massachusetts

John takes estate planning matters in Gloucester, Massachusetts. Typical engagements include intake calls to scope the issue, review of any records or filings you already have, and a written strategy memo before John agrees to represent you.

Probate cases in Gloucester, Massachusetts

John takes probate matters in Gloucester, Massachusetts. Typical engagements include intake calls to scope the issue, review of any records or filings you already have, and a written strategy memo before John agrees to represent you.

Real Estate cases in Gloucester, Massachusetts

John takes real estate matters in Gloucester, Massachusetts. Typical engagements include intake calls to scope the issue, review of any records or filings you already have, and a written strategy memo before John agrees to represent you.

Trusts cases in Gloucester, Massachusetts

John takes trusts matters in Gloucester, Massachusetts. Typical engagements include intake calls to scope the issue, review of any records or filings you already have, and a written strategy memo before John agrees to represent you.

Biography

About John D. Cunningham III — Over 52 years of Massachusetts business experience

John D. Cunningham III is a member based in Gloucester, MA. The practice focuses on Business, Estate Planning, and Probate. John has over 52 years of legal experience. Currently practicing at Cunningham & Cunningham. Rated 5.0 out of 5 from 1 client review.

John D. Cunningham III is a lawyer practicing trusts and estates, probate, estate planning and 2 other areas of law. John received a B.A. degree from Williams College in 1970, and has been licensed for 52 years. John practices at Cunningham & Cunningham in Gloucester, MA.

How John handles business matters

John D. Cunningham III is a lawyer practicing trusts and estates, probate, estate planning and 2 other areas of law. John received a B.A. degree from Williams College in 1970, and has been licensed for 52 years. John practices at Cunningham & Cunningham in Gloucester, MA.

Who John represents

John reviews new inquiries case-by-case for business, estate planning, and probate matters in Gloucester and the surrounding Massachusetts area.

Credentials

John D. Cunningham III's legal education and bar admissions

  • University of Texas and Boston University

    J.D. · 1974

  • Williams College

    B.A. · 1970

Jurisdictions

John's state bar admissions

  • Massachusetts

    1974 · ACTIVE

  • U.S. District Court,

    1974 · ACTIVE

John studied at J.D. in University of Texas and Boston University and B.A. in Williams College.

Law school and academic background

John completed J.D. in University of Texas and Boston University and B.A. in Williams College. Formal legal training is one signal of substantive knowledge — the day-to-day practice John runs in Massachusetts is where that training gets applied to real client questions.

Recognition

Awards, publications, and recognition of John D. Cunningham III

John has received 1 formal recognition from bar associations, industry bodies, and peer-review services.

  • AV Preeminent

Legal awards and honors

AV Preeminent.

Affiliations

John's professional memberships and bar associations

  • Gloucester and Massachusetts Bar Associations Real Estate Bar Association for Massachusetts

    membership

Locations

John D. Cunningham III's office in Gloucester

John's primary office is at 59 Main Street, Gloucester, MA, 01930. In-person meetings are by appointment; a phone intake usually comes first.

Main office

Cunningham & Cunningham

59 Main Street

Gloucester, MA 01930

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Client feedback

Client reviews of John D. Cunningham III — 5.0/5 rating from 1 verified client review

Every review below is from a verified client of John. Reviews cover communication, case outcome, and value — the three signals that matter most when comparing business attorneys in Gloucester.

5.0

1 client review

Client ratings are sourced from public records and editorial research. Reviews on LawyersListed are accepted from verified clients once John D. Cunningham III claims this profile.

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Hiring guide

How to hire John D. Cunningham III — what to expect in your first consultation

Working with a new business attorney should feel structured. Here's how the first two conversations with John usually go, from the moment you request a consult to the day representation begins.

Consultation formats and pricing

John charges for the initial consult. That fee is credited toward representation if you retain John's office.

What to bring to your first meeting

Bring any documents you already have — police reports, medical records, filed pleadings, correspondence from an insurer, a copy of the contract at issue. If you're not sure, err on the side of bringing everything; John will tell you what matters and what doesn't.

Questions to ask a business attorney in Gloucester, Massachusetts

A short list to run through before you commit: How many business matters have you handled in the last year? What's your fee structure? Who else in the office will work on this? What's your realistic estimate of timeline and range of outcomes? How do I reach you between meetings?

Fees & payment

Fees, payment methods, and consultation options for John

John discusses fees during intake so the arrangement fits the matter. Contingency, hourly, and flat-fee options are all common in business practice — ask which fits.

Hourly rates, contingency fees, and flat-fee options

Every business matter is priced differently. Simple document review might be a flat fee. Injury litigation is often contingency. Complex commercial disputes usually run hourly with a retainer. John confirms the model in the engagement letter before any work starts.

Payment methods and payment plans

John's office accepts standard payment methods. Ask about payment plans if the retainer is a stretch — many business practices work with clients on structured schedules.

Frequently asked

Frequently asked questions about John D. Cunningham III

  • How much does it cost to hire John for a business case?

    Cost depends on the type of matter, the fee model (contingency, flat, hourly), and how contested the case becomes. John walks through the likely range during the consult so there are no surprises.

  • Does John offer a free consultation?

    John charges for the initial consult; that fee is credited toward representation if you retain John's office. Some business attorneys offer free consults — check John's current terms during booking.

  • How long do business cases in Massachusetts typically take?

    Simple business matters can wrap in a few weeks; disputed cases can run 6–18 months from intake to resolution, longer if the matter goes to trial. John gives a realistic estimate for your facts at the consult — vague answers here are a red flag.

  • Can John take my case if I'm outside Gloucester?

    John is licensed in Massachusetts. Matters governed by Massachusetts law are the natural fit. Out-of-state matters are handled case-by-case, sometimes with local co-counsel. Ask during intake — John will tell you if the case is a fit or refer you to someone closer to your court.

  • What should I bring to my first meeting with John?

    Bring every document that touches the dispute: contracts, correspondence, police or medical reports, filed pleadings, invoices, photographs, insurance letters. Also bring a written timeline of what happened, in your own words. John will filter what matters — over-preparing at intake is always cheaper than needing a second meeting.

  • Is John accepting new business clients right now?

    John's intake status shifts week to week. Submit the form; the office will confirm availability or refer the matter out.

Areas served

Business attorneys serving Gloucester, Boston and Cambridge in Massachusetts

John handles business matters throughout Massachusetts. Each city below is a direct link into the search page for verified business attorneys in that community.

More counsel

If John's intake is full or the fit isn't right, these business attorneys in Gloucester handle similar matters. Every profile below is verified and open to consultations.