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Judith A. McDougall-Flynn

Judith A. McDougall-Flynn

also known as Judith M. Flynn

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About Me

Attorney Flynn's practice is devoted to elder law, estate planning and special needs planning. She works with elders and their families in areas of long-term care planning and asset preservation, MassHealth applications and appeals, guardianships and conservatorships, special needs planning and trusts, estate planning, probate administration, and public benefits advocacy. Part of her practice is devoted to litigation of issues affecting elders, such as contested guardianships and fiduciary litigation.   She is President of the Massachusetts Chapter of the National Academy of Elder Law Attorneys (MassNAELA), and served as President of the Massachusetts Guardianship Association in 2010 and 2011.  Attorney  Flynn works to protect the rights of seniors and people with special needs through public policy efforts, advocacy, and education.


Practice Areas


  1. Elder Law: 50%
    14 years
  2. Estate Planning: 30%
    14 years
  3. Litigation: 10%
    14 years
  4. Probate: 5%
  5. Guardianship: 5%



Hourly ($300-350/hour), Fixed (Sometimes), Retainer (Always)

Payment Types:

Cash, Check, Credit Card

Attorney Endorsements

6 total 

  • Daniel M. Surprenant

    I wholeheartedly endorse Attorney Judy Flynn. I have known her for about 5 years and in each interaction I am impressed with her knowledge and judgement. I find her to be a determined, compassionate, informed and effective advocate for her clients. She has helped me think through some of my own cases and her input has always been extremely helpful.


    Daniel Surprenant Elder Law Attorney
    Relationship: Fellow lawyer in community

  • Hyman G Darling

    I have known Atty. Flynn for many years, and I have always found her to be ethical, creative and very able in her representation of clients in the areas of Elder Law and Estate Planning. She is one of the premier attorneys in Massachusetts and has been a leader in guardianship, conservatorship and related practice areas. Atty. Flynn speaks to the public and also presents to the other lawyers in Massachusetts. Her award as one of the Top Women in Law in Massachusetts is well-deserved, and any client should be confident in engaging Atty. Flynn to assit them with their legal matters.


    Hyman Darling Estate Planning Attorney
    Relationship: Fellow lawyer in community

Contact Info

Elder Law Office of Judith M. Flynn

800 Hingham Street
Suite 102N
Rockland, MA, 02370

Elder Law Office of Judith M. Flynn

Hingham, MA, 02043

Elder Law Ofiice of Judith M. Flynn

Mansfield, MA, 02048-1183




Professional Misconduct

We have not found any instances of professional misconduct for this lawyer.
Avvo Contributions
Legal Answers
Award NameGrantorDate Granted
Five Star Estate Planning AttorneyBoston Magazine2015
Five Star Estate Planning AttorneyBoston Magazine2014
Super Lawyer - Elder LawSuper Lawyers Magazine2014
Five Star Wealth ManagerBoston Magazine2013
President's AwardNational Academy of Elder Law Attorneys, Massachusetts chapter2013
Super Lawyer - Elder LawSuperLawyers2013
Rising Star - Elder LawSuperLawyers2012
Five Star Wealth ManagerBoston Magazine2012
Top Women of LawMassachusetts Lawyers Weekly2011
Five Star Wealth ManagerBoston Magazine2010
Outstanding Affiliate Member AwardNational Guardianship Association2010
American Jurisprudence Award - Administrative LawSuffolk University Law School2001
Graduated Cum LaudeSuffolk University Law School2001
President of Elder Law SocietySuffolk University Law School1999
Juvenile Justice Clinic HonorsSuffolk University Law School1998
Graduated Summa Cum LaudeUniversity of Massachusetts - Boston1994
T. Scott Miyakawa Memorial Prize in SociologyUniversity of Massachusetts - Boston1994
MemberSouth Boston Sports Hall of Fame1993
Work Experience
TitleCompany NameDuration
Owner/AttorneyElder Law Office of Judith M. Flynn2004 - Present
Associate AttorneyLaw Office of William J. Brisk2002 - 2004
Contract AttorneySouth Shore Elder Law Firm2001 - 2002
Association NamePosition NameDuration
National Academy of Elder Law Attorneys (Massachusetts chapter)Immediate Past President2015 - 2015
National Academy of Elder Law Attorneys (Massachusetts chapter)President2014 - 2014
National Academy of Elder Law Attorneys (Massachusetts Chapter)President-Elect2013 - 2013
National Academy of Elder Law Attorneys (Massachusetts chapter)Vice President2012 - 2012
Massachusetts Guardianship AssociationImmediate Past President2012 - 2012
National Academy of Elder Law Attorneys - Massachusetts Chapter (MassNAELA)Director2010 - 2011
Massachusetts Guardianship AssociationPresident2010 - 2011
Massachusetts Family and Probate American Inn of CourtMember2009 - Present
Massachusetts Chapter of National Academy of Elder Law AttorneysChair - Legislative Breakfast2009 - 2009
Massachusetts Chapter of the National Academy of Elder Law AttorneysMember of the Public Policy Committee2006 - Present
Massachusetts Bar AssociationMember2002 - Present
American Bar AssociationMember2002 - Present
Legal Cases
Case NameOutcome
Hannington v. MassHealthN/A
See all Legal Cases 
Publication NameTitleDate
Handbook for Massachusetts GuardiansHandbook for Massachusetts Guardians2010
Handbook for Massachusetts ConservatorsHandbook for Massachusetts Conservators2010
NAELA QUARTERLYNo Bad Deed Should Go Unpunished2003
School NameMajorDegreeGraduated
Suffolk University Law SchoolN/AJuris Doctor2001
University of Massachusetts at BostonSociologyB.A.1994
University of Massachusetts - BostonHealth Care StudiesCertificate1993
Speaking Engagements
Conference NameTitleDate
Legal Check Up BOOT CAMPElder Law2012
Elder Law and Women's IssuesWomen's Issues in Retirement2011
Aging is Everyone's Future ConferenceLegal Workshop2011
The Legal Check UpLong-Term Care and Estate Planning2010
Sixth Annual Guardianship Law Conference: Pracitcal Implementation Issues and Due Process ConcernsConference Chair2010
Poor Planning is Worse Than No Planning At AllProtecting Assets AND Protecting Your Future Security2010
Know your rights - before you sign!Nursing Home Residents' Rights2010
Guardianship and Conservatorship in MassachusettsInformation for Family Guardians and Conservators2010