When You Can't Afford to Lose,Hire an Attorney Who Wins

Attorney Jonathan L. Pickering

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An Attorney You Can Trust to Protect Your Rights

Attorney Pickering is a trial lawyer with nearly two decades of experience representing individuals and families across Massachusetts. Whether you are facing criminal charges, navigating sensitive family and probate matters, or dealing with a civil dispute, Pickering Law is built on a foundation of aggressive representation, a deep understanding of the law, and a commitment to go above and beyond for clients.

Aggressive Representation in Criminal Defense

When you’re charged with a crime, you need a lawyer who will fight tirelessly for your rights. This is the core of Attorney Pickering’s criminal defense practice. With extensive trial experience, I ensure that your side of the story is heard and your rights are protected at every stage of the process. From misdemeanors to serious felonies, my focus is on protecting your freedom and achieving the best possible outcome.

Compassionate Guidance in Probate & Family Law

Family and probate matters can be overwhelming and deeply personal. I provide clients with steady guidance and effective advocacy in divorce, custody disputes, guardianships, and estate administration. My practice is grounded in compassion and determination, helping you navigate these challenges while protecting your family, your future, and your peace of mind.

Strong Advocacy in Civil Litigation

Civil disputes can impact your business, finances, and daily life. With nearly two decades of courtroom experience, I represent individuals and businesses in a wide range of civil matters — including contract disputes, business conflicts, and personal injury claims. I approach each case with careful preparation and aggressive advocacy, always working to secure the best results inside and outside the courtroom.

A judge 's gavel and a person writing on paper.

Why Choose Pickering Law?

Having spent nearly 20 years representing clients across the Commonwealth of Massachusetts, I bring knowledge, trial experience, and a proven track record to every case. My approach is not just about providing sound legal advice — it’s about achieving the best possible outcome for you. At Pickering Law, accessibility matters: when you call, you speak directly with me, not a receptionist or an answering service.

Learn About My Practice

Client Reviews

Could not have asked for a better lawyer. John was amazing, commanded the court room, and worked diligently on the case. I would highly recommend him to anyone in need 👍

Josh Bishop

I recently was fortune enough to have used the services of attorney Jonathan Pickering while at Salem courthouse. This was a spur of the moment thing yet Jonathan was willing to help my daughter with her case and also another matter at the Peabody court later that afternoon. Attorney Pickering was professional yet kind and really seemed to care that we got the outcome we were hoping for. Was he expensive? a little but worth every penny. Well done sir and a heartfelt thank you

Tim Bell

John Pickering literally changed my life. After almost 3 years of delays due to covid, attorney Pickering stayed on top of my case and before the actual trial - attended 16 prior court dates either with me or on my behalf to continue or do whatever was needed to make sure my case was heard. I was charged with something I wasn’t guilty of and accepting a plea just get it over with wasn’t going to be an option. I could not have moved forward with my life if he hadn’t fought for and believed in me. His hard work paid off with a not guilty and now I am able to.

I found myself in a bad legal situation stemming from a series of mistakes on the part of police. I needed a tough-as-nails lawyer unafraid to challenge why the government initially said was a strong set of facts. I needed a lawyer who actually listened to my side of the story, who believed in me and who could actually conduct an investigation on my behalf to discover the truth. After interviewing many attorneys, I knew Jonathan Pickering was who I needed. From the initial inquiry, Jon was attentive, responsive and returned my phone call when many lawyers didn’t. When I hired him, he was all in responding to my text messages immediately and addressed every concerns. He was compassionate but absolutely fierce in the court room each time we went. And he clearly knew all the players including the judge and court officers They all clearly respected this man. It just instilled confidence. Attorney Pickering was always always incredibly well prepared. In court I saw some lawyers appear late, that were unprepared and that did not have answers to the questions by the judge and I just felt extraordinarily lucky to be represented by Attorney Pickering who knew my case inside and out and knew the law and clearly answered all the questioned the judge asked of him. After delay and delay by the DA and then covid, we finally got go to trial. Given the choice, you do not want anyone but Jonathan Pickering next to you in front of a judge and jury. When he is in your corner, you just feel you are protected. He was clearly confident in front of the judge and clearly connected with the jury and his dedication to my innocence was palpable. I was exonerated. And from day one until the last, Attorney Pickering exceeded my expectations of what a great lawyer should be, and he did so by leaps and bounds. Today, Jonathan Pickering is my hero. Don’t make the mistake of choosing another lawyer because he or she is less expensive or a “friend of a friend” - that would be a mistake. Instead choose a winner, especially when you cannot afford to lose.

Bethany Socha

Mr. Pickering is an amazing lawyer! He helped me out in a really bad situation and gave me excellent results. He was always available and prepared for everything. He worked diligently to get me a positive result. Hopefully this is the last time I will need his services, but if I ever fell into a situation again, I would call him immediately. If you are looking for a lawyer, stop reading this and call him now!

Ash

I could not be happier with the services I received from Mr. Pickering. He is extremely efficient and professional. He was responsive to my phone calls and emails and always available to answer questions. I would definitely recommend him to friends and family.

Also, the most important part, he won my case!

Thank You Mr. Pickering!!

Steph A.

Outstanding Attorney , He is One ,I would very much recommend , watch him in action!! You will sleep knowing your case is in good hands,⭐⭐⭐⭐⭐⭐⭐

Lisa

Prompt, professional and reliable are just a couple of words that come to mind when referring to Mr. Pickering. Regardless of the circumstances he is always there to achieve the best results possible for his client.

J Donof

Mr. Pickering is a great attorney! He helped me throughout the entire process and got me the results I was looking for! I highly recommend him!

Geoff Capra

Jon is a straight shooter and all business when he walks into that courtroom, he commands respect. John went above and beyond to save me from doing hard time and losing everything I had. He is always available to take my calls even to this day. I refer him to anybody that needs legal assistance.

Jay Mancino

Known Jon for years great all around person and fantastic lawyer. I’ve recommended him and everyone has always had great results. I still recommend him too all.

Pickering Law