Skip to main content

About me

Massachusetts Lawyer Thomas M. Kiley has been representing individuals against insurance companies since 1976. 


He was referred to as the “Million Dollar Man” in a featured article by the Boston Herald Sunday Magazine in it’s “Personal Best Series.”  This was based on his record of obtaining million dollar verdicts and settlements in complex cases in which he represented injured victims against insurance companies.


FOr over 30 years, Mr. Kiley has practised exclusively as a plaintiff's trial lawyer and has collected seven figure wins for clients with brain injuries, paralysis, and a myriad of other injuries.


Mr. Kiley is a respected member of numerous professional organizations, including the American Association for Justice, the Mass. Academy of Trial Attorneys, and the Mass. Bar Association.


Photos and videos

1317421 1280424063

1317421 1275940575

Practice areas


  1. Car Accident: 25%
    42 years
  2. Motorcycle Accident: 20%
    42 years
  3. Wrongful Death: 15%
    42 years
  4. Medical Malpractice: 10%
    42 years
  5. Other: 30%
  6. More 

Attorney endorsements

7 total 

Are you an attorney? Endorse this lawyer

  • Mark Carleton Blane

    I recently joined forces with Mr. Kiley to co-author “Wolf in Sheeps’ Clothing (What Your Insurance Company Doesn’t Want You To Know Until It Is Too Late)” which became a best seller on Mr. Kiley has been doing a great job helping people. I endorse this lawyer.


    Mark Blane Wrongful Death Attorney
    Relationship: Worked together on matter

  • Benjamin Weaver Glass III

    I have worked with Tom on a number of matters over the last few years and gotten to know him well. I think he's very hard-working, diligent and trustworthy. He's written a number of consumer products and books that you should probably get before talking to the adjuster or hiring any attorney. Our firm refers cases that are in his chariot to him.


    Benjamin Glass Car Accidents Attorney
    Relationship: Worked together on matter

Contact info

Kiley Law Group, LLC

342 North Main Street
Andover, MA, 01810-2636

Kiley Law Group, LLC

290 Congress Street
Suite 7034
Boston, MA, 02210



We have not found any instances of professional misconduct for this lawyer.
Avvo contributions
Legal answers
Award nameGrantorDate granted
Super LawyerNew England Super Lawyers2015
Super LawyerNew England Super Lawyers2014
Super LawyerNew England Super Lawyers2013
Super LawyerNew England Super Lawyers2012
Super LawyerNew England Super Lawyers2011
Super LawyerNew England Super Lawyers2010
Super LawyerNew England Super Lawyers2009
AV rated Martindale-HubbellMartindale-Hubbell1990
Work experience
TitleCompany nameDuration
Founder and PrincipalKiley Law Group, LLC1987 - Present
AssociateHerlihy & O'Brien1977 - 1987
AssociateSwartz & Swartz1976 - 1977
Assistant Attorney GeneralCommonwealth of Massachusetts1975 - 1976
Association namePosition nameDuration
Massachusetts Bar Association, Young Lawyers DivisionChair1981 - 1981
Massachusetts Academy of Trial AttorneysBoard of Governors1980 - Present
American Association for JusticeMember1977 - Present
American Bar AssociationMemberN/A
Legal cases
Case nameOutcome
Locicero vs RappaportPlaintiff verdict in the amount of $10,000,000.00
John Doe vs ABC Properties$4,400,000 Settlement
See all legal cases 
Publication nameTitleDate
When a Kiss is not Enough to Make it All Better A Parents Guide to Children and InjuriesA Parents Guide to Children and Injuries2009
The Seven Biggest Mistakes That Can Wreck Your Massachusetts Accident CaseThe Massachusetts Accident Book2008
School nameMajorDegreeGraduated
Suffolk University Law SchoolLawJD - Juris Doctor1974
Salem State CollegeN/ABS - Bachelor of Science1971
Speaking engagements
Conference nameTitleDate
Numerous Continuing Education ConferencesPersonal Injury, Trial Practice, Demonstrative Evidence, Product Liability1992