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About me

Ryan O'Leary was raised in Andover, Massachusetts. He received his B.A. with a double major in Economics and Political Science from Syracuse University in 2008. He received his J.D. from New England Law in 2012 and was admitted to the Massachusetts Bar in November of 2012.  

While in law school Attorney O'Leary spent a year as a student practitioner with both the Middlesex and Worcester County District Attorney's Offices.  Attorney O'Leary has practical prosecution trial experience and brings that knowledge to his clients.

Attorney O'Leary is currently a member of the Boston Bar Association and the Massachusetts Bar Association.  


Photos and videos

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Practice areas


  1. Criminal Defense: 40%
  2. General Practice: 30%
  3. Landlord & Tenant: 20%
  4. Immigration: 10%



Fixed (sometimes), Free consultation (60 minutes)

Payment types:

Cash, Check, Credit card

Attorney endorsements

3 total 

Are you an attorney? Endorse this lawyer

  • M. Todd Miller

    I endorse this lawyer.


    M. Miller Tax Attorney
    Relationship: Fellow lawyer in community

  • Ilir Kavaja

    Ryan and I worked together in the District Attorney's office a while back. Ryan has great knowledgeable of technical details of criminal law and is not afraid to stand his ground during arguments. He is a valuable asset to this online community and a great attorney for anyone in need of representation. I wholeheartedly endorse Ryan!


    Ilir Kavaja DUI and DWI Attorney
    Relationship: Co-worker

Contact info

O'Leary Law Offices

485 Massachusetts Ave
Suite 300
Cambridge, MA, 02139


We have not found any instances of professional misconduct for this lawyer.
Avvo contributions
Legal answers
Work experience
TitleCompany nameDuration
AttorneyO'Leary Law Offices2013 - Present
Student PractitionerWorcester District Attorney's Office2012 - 2012
Post Closing SpecialistSalem Five Mortgage Company2012 - 2013
Student PractitionerMiddlesex District Attorney Office, Mass.2011 - 2011
Legal InternHarrington Law Offices2011 - 2011
Association namePosition nameDuration
Middlesex County Bar AssociationMember2013 - Present
Massachusetts Bar AssociationMember2012 - Present
Boston Bar AssociationMember2012 - Present
Publication nameTitleDate
Blog of Attorney Ryan P. O'LearyThe NSA, Tor, the 4th amendment, and closing the door.2013
Blog of Ryan O'LearyA Brief Overview of Miranda and the 6 hour Rule2013
The Blog of Attorney Ryan P. O'LearyThe Year in Decriminalization2013
The Blog of Attorney Ryan P. O'LearyJust Say No to Field Sobriety Tests2013
School nameMajorDegreeGraduated
New England Law BostonLawJD - Juris Doctor2012
Syracuse University College of LawPolitical Science and EconomicsBA - Bachelor of Arts2008