Jim Caffry and The Team

Jim Caffry and The Team

     James A. Caffry, Attorney

Jim received his Law Degree from Albany Law School in 1994 (J.D. cum laude) and his Masters of Environmental Law in 1993 (M.S.E.L. magna cum laude). He received his Bachelor’s Degree from Colgate University in 1988. He has been licensed to practice law in Vermont since 1995.

Prior to opening Caffry Law in 2011, Jim practiced law at Darby Stearns Thorndike Kolter & Ware, LLP from 2000 to 2010.  Jim was also Assistant General Counsel for the American Skiing Company and a Land Use Attorney for the Vermont Agency of Natural Resources.

Jim is an active member of the Special Needs Alliance (SNA). In addition to the SNA, Jim is also a member of the Vermont Bar Association,   the American Bar Association and the National Academy of Elder Law Attorneys (NAELA). Jim is also a member of the Autism Society of America.

Closer to home, Jim has been involved with numerous groups and boards in Vermont that deal with issues that impact individuals with disabilities and their families. He was a member of the Vermont Developmental Disabilities Council from 2009 – 2014. He is a former member of the Vermont Autism Task Force (2007 – 2010). Jim is also a frequent participant at meetings of several Department of Disabilities, Aging and Independent Living (DAIL) committees, including the DAIL Advisory Board and the Developmental Disabilities Services State Program Standing Committee.  Jim is currently a member of the board of directors of Champlain Community Services and a board member of the Mad River Valley Community Fund. He is a former board member of the Mad River Valley Health Center, Inc. and Camp Dudley YMCA, Inc., and a former member of the Waitsfield Zoning Board of Adjustment.

Jim lives in Waitsfield, Vermont with his wife Amy, their son, two daughters, and a semi-retired Autism Service Dog. When not at work, Jim likes to enjoy the outdoors with his family.


klk-2016    Kaitlyn Lewis Keating, Associate Attorney 

Kaitlyn, a Waterbury native, joined Caffry Law, PLLC in July of 2016.

Kaitlyn graduated cum laude with a J.D. from Vermont Law School’s inaugural Accelerated J.D. program in 2015 and magna cum laude with a B.A. from the University of New Hampshire in 2008. She is licensed to practice law in Vermont and New Hampshire.

Since her return to Central Vermont, Kaitlyn has clerked for two general practice firms in Montpelier as well as the Appellate and Juvenile Divisions of the Office of the Defender General, where she wrote an appellate brief to the Vermont Supreme Court and supported children in need of care and supervision (CHINS) and children who were alleged delinquents in juvenile proceedings and administrative hearings.

Between undergrad and her attendance at law school, Kaitlyn taught elementary school English and various university courses in Bangkok and Hua Hin, Thailand; worked as a Behavior Interventionist for children with behavioral and emotional disorders through Washington County Mental Health Services; and served as an AmeriCorps volunteer through the Vermont Youth Development Corps.

Kaitlyn lives in Northfield with her husband and their lab, Archer. When she’s not in the office, Kaitlyn enjoys traveling and exploring the outdoors with her family and friends.


 Laura Caffry     Laura A. Caffry, Paralegal

Laura,  Jim’s sister, joined the firm in 2011 as a paralegal and office manager. As a frequent caregiver to Jim and Amy’s son, Laura has real life understanding of the trials and tribulations that families of individuals with special needs face. As a parent of students with moderate learning disabilities, Laura also has personal experience navigating the education system for children with learning disabilities.

Laura received her Bachelor’s Degree in Government from Skidmore College (cum laude) and then worked for 20 years in the administrative end of the ski industry, including seven years as the Purchasing Manager for Stowe Mountain Resort. She also worked for several years as the Business Manager of the Mad River Garden Center in Waitsfield and as the recording secretary for the Town of Waitsfield. Laura finds that her varied administrative skills have translated well to all that is needed in a small office.

Laura serves as a volunteer Guardian ad Litem for the Probate Court of Washington County and enjoys working on the behalf of people who are under guardianship or for whom guardianship is being considered. Laura is also on the Board of Directors of the Harwood Union High School and the Stewardship Committee of the Waitsfield United Church of Christ, Village Meeting House.

Laura lives in Waitsfield with her partner Steve, their two children and numerous pets.

Amy Caffry    Amy M. Caffry, Client Services  

Amy, Jim’s wife, has been working with him since 2008 in creating a vision and development strategy for his special needs planning law practice.  Amy spends her time on advocacy issues and  client services. As a parent of a child with developmental disabilities, Amy has an understanding of the day to day roadblocks and detours many families must regularly endure (without access to a map or GPS).

Amy is a member of the Board of Directors at Washington County Mental Health Services, Inc. (WCMHS). WCMHS  is a comprehensive community mental health center that provides services for adults with mental illnesses, children and adolescents with serious emotional disturbances, and people with developmental disabilities. She is also a member of the Vermont  Autism Plan Advisory Committee that was created to advise both AHS and the Department of Education about developing a plan for coordinated life-long services to meet the needs of Vermonters with Autism and their families. Like Jim, Amy is a frequent attendee and disability advocate at the DAIL Advisory Board and the Developmental Disabilities Standing Committee meetings and has started attending some meetings through the Department of Education.

Amy received her Master’s and Bachelor’s Degrees in Education from the University of Vermont. She was an elementary school teacher in Warren, Vermont for 17 years.