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 and Secretary of the Board of Directors 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 and two daughters. When not at work, Jim likes to enjoy the outdoors with his family.

 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, and magna cum laude with a B.A. from the University of New Hampshire. She is licensed to practice law in Vermont and New Hampshire.

Kaitlyn strives to ensure clients are well-informed about their options for the present and their plans for the future. She works closely with clients to prepare a comprehensive estate and/or special needs plan that addresses the clients’ personal concerns and accurately reflects their wishes, while providing peace of mind about their personal future and that of their family members.

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, among other things, she supported children in need of care and supervision (CHINS) and children who were alleged delinquents. Between her undergraduate education and her attendance at Vermont Law School, Kaitlyn was a teacher in Bangkok and Hua Hin, Thailand; she worked as a Behavior Interventionist for children with behavioral and emotional disorders through Washington County Mental Health Services; and she served as an AmeriCorps volunteer through the Vermont Youth Development Corps.

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

  Nicole Brownstein, Paralegal

Nicole joined Caffry Law, PLLC in December of 2019. Originally from Newton, Massachusetts, she received her Masters in Mediation and Applied Conflict Studies from Champlain College in 2017, and her B.A. in Psychology from the University of Vermont in 2015.

Prior to working at Caffry Law, Nicole was the Administrative Assistant at Stowe Middle School, where she worked closely with Stowe Middle School’s faculty and staff, and supported students and their families on a daily basis. Nicole has always sought out ways to pursue her passion for enhancing interpersonal relationships and encouraging healthy family dynamics.

When she’s not in the office, Nicole enjoys exploring the outdoors with her partner and their Alaskan Malamute, Webber.


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