The Law Office of Jason Cullen

    The Law Office of

    Jason Cullen

    Massachusetts Estate Planning Attorney

    From Saving Lives. . .
    To Saving Legacies

    I help Massachusetts families protect their kids, their home, and what happens next. As a fire captain, paramedic, and veteran, I bring a steady, practical approach to estate planning and probate — so you get clear recommendations, not confusion.

    Book Your ConsultationView Services
    Or call now: (781) 724-1721
    Jason Cullen, Esq. - Estate Planning Attorney in Massachusetts

    Jason Cullen, Esq.

    Wills, Trusts & Probate Attorney

    5-Star Reviewed
    Massachusetts Attorney
    Flat-Fee Services
    In-Home or Zoom
    South Shore & South Coast

    Why Families Trust Me

    A firefighter's mindset applied to your family's plan.

    As a fire captain, paramedic, veteran, and father, I'm used to helping people stay calm, think clearly, and make important decisions when it counts. I bring that same direct, practical approach to estate planning and probate for South Shore and South Coast families — so you can protect your family with clarity instead of guesswork.

    Most of the families I sit down with have been putting this off. Sometimes for years. They know they need a plan, they've started and stopped a few times, and the unsigned paperwork on the kitchen table makes them feel worse, not better. My job is to make the next conversation the one where it gets done.

    What you get is clarity. A direct recommendation from me, in language that makes sense the first time you hear it. Flat fees confirmed before any work begins. And the patience to walk through the hard parts: what happens if both parents are gone, who's actually going to raise the kids, what your spouse needs if you go first. Those are the conversations most families avoid. Avoiding them is what creates the mess later.

    5-Star Rated

    Trusted by Massachusetts Families

    See what previous clients have to say about working with me.

    SHERYL WEISINGER
    SHERYL WEISINGER
    1 day ago
    on
    Awesome experience with Jason. He made it so easy for us. Felt very confident with our final results.
    Read more
    Bobby D
    Bobby D
    17 days ago
    on
    Jason turned what could be a daunting and confusing process into a worry free experience. He explained the steps in a way that removed confusion and doubts. I feel comfortable knowing that he's there for any questions now or in the future.
    Read more
    Janet Loveridge
    Janet Loveridge
    29 days ago
    on
    I had an excellent experience working with Jason Cullen on my estate planning. He took the time to create a plan that was truly individual to my situation, ensuring I understood the "why" behind every decision. I never felt rushed; Jason listened carefully and guided me through the process of setting up my Trust and Will with expert care. He was professional and accommodating of my busy schedule, making the entire process seamless. I can’t recommend him enough for his thorough and thoughtful approach.
    Read more
    fred Marks
    fred Marks
    1 month ago
    on
    If you’re looking for an attorney for Will and trusts look no further. I retained Jason Cullen for these matters and he was terrific. Very prompt, very thorough and reasonably priced. I had procrastinated for quite some time fearing the unknown, but Jason made it quite easy, including a special needs trust. Call him!
    Read more
    Karen Tripolitis
    Karen Tripolitis
    4 months ago
    on
    Mr. Cullen is.a great lawyer. He is professional and understanding of the needs of his clients. We needed a lawyer to help when my mother in law was ill and he came to the house because we couldn't bring her out. I felt comfortable with him and he is always available for any questions that may arise! I highly suggest him and have told family and friends about how wonderful he is!
    Read more
    Michael Rice
    Michael Rice
    4 months ago
    on
    We worked with Jason Cullen on an estate plan and wills for our family. He was extremely helpful and patient during what can be an overwhelming process. He took the time to answer all our questions and made sure we were completely comfortable. I would definitely recommend Attorney Cullen to anyone looking for estate planning.
    Read more
    Ready to get started?
    How I Can Help

    Choose the path that fits your situation.

    Whether you're planning ahead or dealing with a recent loss, I help Massachusetts families take the right next step with clear legal guidance.

    Need a single document urgently? View immediate needs

    Not sure which path is right for you? I'll help you figure it out.

    Book Your Consultation

    How It Works

    A simple process with clear next steps.

    Whether you're planning ahead or dealing with a recent loss, I start by understanding your situation and then guide you toward the right next step.

    Step 01

    Book Your Consultation

    Start with a consultation so I can learn about your family, your goals, and what kind of help you need.

    Step 02

    Get a Clear Recommendation

    If it's a good fit, I'll recommend the right plan or next step and explain what makes the most sense for your situation.

    Step 03

    Move Forward with Confidence

    Before any work begins, I'll confirm the flat fee and scope clearly — so you know exactly what comes next.

    Start with a consultation, and I'll help you figure out the right next step.

    Book Your Consultation

    Free Family Protection Guide

    Get my straightforward guide to estate planning in Massachusetts. Learn what documents you need, how to avoid probate, and the steps to protect your family.

    • Will vs. Trust: Which is right for you?
    • Massachusetts-specific requirements
    • Quick starter checklist
    Jason Cullen, Esq. — Estate Planning Attorney, Massachusetts

    5.0

    ★★★★★

    5-Star Rated

    About Me

    Jason Cullen, Esq.

    Families often come to me because they want direct, practical guidance from someone who is comfortable helping people make important decisions under pressure. My career as a fire captain, paramedic, and military veteran shaped that approach — and it's the same mindset I bring to every estate plan and probate matter.

    I work with families across the South Shore and South Coast of Massachusetts to protect their kids, their home, and what happens next. I keep things clear, give you a straightforward recommendation, and confirm fees before any work begins — so you can move forward with confidence instead of confusion.

    Calm Under Pressure

    Years as a fire captain and paramedic taught me to stay steady and think clearly when decisions matter most.

    Hard Conversations Made Easier

    I help families have the conversations they've been putting off, with patience and straightforward guidance.

    Built Around Your Family

    Every plan is shaped by your situation — your kids, your spouse, your home — not a one-size-fits-all template.

    Direct, Practical Recommendations

    I give you a clear recommendation and confirm a flat fee before any work begins, so there are no surprises.

    Get Started

    Take the Next Step Today

    Book a consultation to discuss your goals and determine the best path forward for you and your loved ones.

    Phone

    (781) 724-1721

    Email

    Start@JCullenLaw.com

    Location

    Massachusetts — Serving the South Shore & South Coast

    Availability

    By Appointment

    Start With a Consultation

    During this brief call, I'll learn about your goals, review your situation, and let you know if I'm the right fit—no pressure, no obligation.

    ✓
    Quick introductory call
    ✓
    Clear recommendation before any work begins
    ✓
    No obligation to proceed
    Book Your Consultation

    Or call directly: (781) 724-1721