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Matthew Michael O'Leary

Estate planning Attorney at Atascadero, CA

4.6   9 reviews
  • Licensed for 12 years
    State CA
    Acquired 2010
    Active No misconduct found

We have not found any instances of professional misconduct for this lawyer.

About Matthew

Learn Matthew’s areas of practice.

Matthew O'Leary is a founding partner of O’Leary Wallace LLP. He practices trusts, estates, and elder law, with a special emphasis on special needs planning, conservatorships, and probate and trust litigation.

In 2010, Matthew moved to the central coast to join the boutique elder law and estate planning law firm of Stephen K. Hall & Associates. Before coming to San Luis Obispo, he worked for a boutique civil litigation law office in San Jose, California, served as a law clerk at the Santa Clara County and Santa Cruz County District Attorney’s Offices, and held a judicial clerkship in the Family and Probate division of the Sacramento Superior Court.

Matthew is a northern California product (Woodland, Calif.) who first came to the central coast to pursue college athletics in the early 2000s, which made his move back to San Luis Obispo from the Silicon Valley particularly rewarding.

Matthew lives in San Luis with his wife, Stacey, their three young children, and their two fluffy dogs. If he’s not at work, Matthew is probably with his family at Avila Beach, playing bocce ball at Baileyana Winery, at Active Church in SLO, or on a basketball court or golf course.

Contact Matthew

Similar lawyers nearby

OLeary Wallace
5865 Traffic Way
Atascadero, CA, 93422
O'Leary Wallace LLP
3196 S. Higuera Street
San Luis Obispo, CA, 93401
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4.6 / 5.0
  9 customer reviews
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Posted by Jason | September 2, 2017
This review is from a person who hired this attorney.
| Hired Attorney
Trusted Advisor/Legal Counsel
I have worked with Matthew for many years in the professional arena on mutual clients and hold his expertise, professionalism, and handling of client matters in the highest regard. I need to be able to rely on an attorney treating a referral, client or otherwise, to a high level of service and have their issues addressed promptly and proficiently. In my experience with Matthew, he has always provided exceptional service and I will continue to rely on him and his firm as a source of premier legal advice in estate planning and litigation on the Central Coast.
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Posted by Justin | September 1, 2017
This review is from a person who hired this attorney.
| Hired Attorney
Knowledgeable, great legal partner
I've worked with Matthew for a few years now. We started working together as a referral I received and he was able to provide guidance on a real estate transaction I was working on. Matthew did a great job, was very responsive, knowledgeable, and did a great job. Now I contact him regularly with questions and/or additional help or legal advice. I would highly recommend he and his staff.
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Posted by Terry | August 30, 2017
This review is from a person who hired this attorney.
| Hired Attorney
Business/Corporation advice
We recently incorporated our business and were not very knowledgeable in regards to all it entailed. We consulted Matthew and I couldn't be more pleased. His warm and understanding demeanor made it easy for him to explain all of the legal terms and conditions in easy to understand language for us. The paperwork was done quickly and was done correctly the first time. I was impressed at all of the detail that he put into it. I left having a very confident position in what we had done and knew we had made the correct decision to incorporate and in picking the right attorney. Matthew is currently working on my estate paperwork and I am again impressed with his keeping me in the loop and always calling me right back.
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Posted by Michael | August 30, 2017
This review is from a person who hired this attorney.
| Hired Attorney
Excellent Service!
I am not a fan of dealing with lawyers, but Mr. O'Leary was a pleasure to work with. He provided services in a timely manner, followed up regularly, and put my needs first. Excellent service and well worth the money.
Posted by Catherine | August 27, 2017
This review is from a potential client who consulted with this attorney.
| Consulted Attorney
I consulted with Mr. O'Leary many times during a very difficult and sad guardianship case which involved parties I love on both sides. Mr. O'Leary was very understanding and caring and helped me through this process in a very professional manner. He was always available to us any hour of the day or day of the week to answer questions or give advice. Thanks to Mr. O'leary our case was successful with the best outcome for all parties involved, especially for the minor child! I would and do recommend Mr. O'Leary to everyone!
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Posted by Catherine | August 24, 2017
This review is from a person who hired this attorney.
| Hired Attorney
Guardianship Hearing
It was a difficult and sad guardianship hearing and why everyone was telling us our case would not be won, even at times when our attorney advised us to prepare for the worst, he came through and our case was won! While never giving us false hope Mr. O'Leary gave us honesty in a kind and compassionate way while explaining all the legalities and possibilities we were confronted with. We weren't just clients or a case that needed to be heard we were his mission for success and for what was right! No matter what time of day or day of the week, Mr. O'Leary was there for us. Mr. O'Leary was an answer to prayers in more ways than one, and we are truly thankful clients!
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Posted by Tracy | August 22, 2017
This review is from a person who hired this attorney.
| Hired Attorney
I hired Matthew O'Leary who took on my on my difficult case with confidence. His professionalism and knowledge of the law and the court system was outstanding. He guided me every step of the way and put my family and I first. I had confidence that he would do everything in his power to win our case. And he did! I recommend Mathew O'Leary to all.
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Posted by Brent | August 12, 2017
This review is from a potential client who consulted with this attorney.
| Consulted Attorney
Great Attorney
I received great legal assistance from Matthew O'Leary. He was always professional, and assisted me in difficult issues regarding estate planning at various levels.
Posted by Carl | August 2, 2017
This review is from a person who hired this attorney.
| Hired Attorney
A complete waste of time and money!
I cannot state strongly enough what a complete and utter disappointment Matthew O’Leary has been as an attorney.  He wasted 16 months during which he did nothing, strung me along making promises, possibly causing irreparable harm and as yet undetermined damages to me.  He did not perform on a single promise.  He did not follow through on a single issue or matter he agreed to pursue.  Matthew O’Leary’s complete lack of professionalism, and disrespect shown to me as his client is greater than anything I’ve ever experienced from anyone, even from opposing counsel in highly contentious matters.  His negligence and complete disregard for his legal and ethical obligations are truly astonishing. I got absolutely $0 value for the money I paid him. I may as well have held $5,000 over a toilet and flushed it.
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Response from Matthew O'Leary August 3, 2017
Dear sir, This matter was a difficult one where I represented your brother in Court. I discussed various options for you but we did not petition in Court, mostly due to the set-backs you had suffered in the matter from failures to appear and respond prior to my involvement. Upon starting a new firm, I could not represent you any longer due to a "firm wide" conflict. I wish you all the very best, however. Sincerely, Matthew
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  • Free Consultation 30 minutes
Payment methods
Cash, Check, Credit Card


AVVO RATING 9.4 (Superb)

Work Experience

  • Partner
  • O'Leary Wallace LLP
  • 2017 - Present
  • Legal Intern
  • Santa Cruz County District Attorney's Office
  • 2010 - 2010
  • Attorney
  • Stephen K. Hall & Associates
  • 2010 - 2017
  • Law Clerk & Research Assistant
  • Law Office of John S. Perkins
  • 2009 - 2010
  • Judicial Clerk
  • Sacramento County Superior Court. Probate Division
  • 2008 - 2008
View all work experience


  • Santa Clara University School of Law
  • JD - Juris Doctor
  • 2010
  • California State University, Sacramento
  • BS - Bachelor of Science
  • 2007


  • San Luis Obispo County Young Lawyers Section
  • President
  • 2013 - Present
  • San Luis Obispo County Bar Association
  • Member
  • 2011 - Present
  • Young Professionals Networking Group
  • Member
  • 2011 - Present

Languages Spoken

  • English

Speaking Engagements

Attorney endorsements

Received (6)
Given (14)
Endorse Matthew
Probate Attorney | Apr 25
Relationship: Opposing Counsel on matter
"Matthew O'Leary is a fastidious, earnest attorney. I highly recommend him."
Trusts Attorney | Apr 24
Relationship: Co-worker
"Mr. O'Leary is intelligent, prepared, ethical, effective—everything you should expect from a first-rate attorney. The fact is, he is even more intelligent and more hard-working than this brief review can convey. What truly distinguishes Mr. O’Leary, however, are his remarkably caring approach, his genuine kindness in client interactions, and his steadfast advocacy. Mr. O’Leary is wholly relatable and explains legal concepts with utmost patience. He has my fullest and most complete endorsement."
Estate planning Attorney | Aug 25
Relationship: Worked together on matter
"Mr. O'Leary gets results both in court and at the estate planning table. He combines encyclopedic knowledge of estate law, a unique understanding of client goals and adds a soupçon of courtroom charisma. One might even call him an 'old soul'. I would not hesitate to hire Mr. O'Leary for any probate or estate-related matter."
Estate planning Attorney | Apr 30
Relationship: Worked together on matter
"I endorse Matt wholeheartedly."
Probate Attorney | Apr 02
Relationship: Worked together on matter
"Matthew is an excellent, ethical and efficient probate attorney. I would recommend him without hesitation."
Estate planning Attorney | Jun 04
Relationship: Fellow lawyer in community
"I endorse this lawyer. I have known Matthew for many years, going back to when we shared a number of classes together at Santa Clara Law. It's been great to see how his career has grown over the years. I have always known him to be a prepared, dedicated, intelligent, and compassionate lawyer. He has a diverse body of experience and education to draw from, and a passion for the ethical practice of the law. I feel confident entrusting Matthew with your matter."
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