EXECUTIVE BOARD
Delivering Results for Our Community
Jon D. Lallo, Chairman
Jon D. Lallo is a lifelong resident of the Town of Westerly. He has been a member of the Westerly Democratic Town Committee since high school, attending meetings with his father, Louis E. Lallo. Jon has served as Vice Chair of the Committee for a number of years, working with the Committee on fundraising or looking for qualified candidates to run for office.
Jon attended Westerly High School, followed by Bryant University, Thomas M. Cooley Law School and Villanova University earning his Masters in Tax Law. He is currently a partner at Orsinger Nardone & Lallo located in Westerly. Jon's areas of practice include Estate Planning, Tax Planning, Elder Law, Medicaid Planning, and Real Estate Matters.
Jon is a Solicitor for the Westerly School Committee and has served in that position a number of years since 2000. John was recently selected as a trustee for the Horace A. Kimball and S. Ella Kimball Foundation.
Leslie Dunn, First Vice Chair
Leslie Dunn moved to Westerly at the age of 6 years old. She attended Westerly Public Schools and is a 2010 WHS graduate. From a young age Leslie has been active in the community, volunteering at events, participating in clubs/orgs, interning and working with local businesses and always returning to support local initiatives.
It is essential to do more than just talk about the issues affecting our communities; in the past few years it has become very important for Leslie to align herself with action-based initiatives and stay involved in discussions that will affect underrepresented communities and individuals. As a founding member of Westerly Anti-Racism Leslie continues to advocate for advancing the conversation around embracing diversity throughout the community.
A large part of why she does the work she does is her desire to see more diversity in the community and representation in schools, town offices, government positions and business ownership. Leslie is motivated by the hope that if the small community of Westerly can make changes there's so much more that can be done on a larger scale to effect change.
Leslie was elected to the Westerly School Committee in 2022. She is committed to seeing the district build and maintain a welcoming, supportive environment that upholds the mission to help every student reach their level of success.
Alex Healy, Second Vice Chair
Alexandra Healy is serving her first term on the Westerly Town Council, where she is known for thoughtful decision-making, constituent advocacy, and transparent government. A Bradford resident since 2016, she lives with her husband and two sons and is committed to preserving Westerly as a special place to live, work, and raise a family. As Deputy Accounting Clerk for the Town of Hopkinton, with prior municipal planning experience, Alex brings practical knowledge of local financial, operational, and planning challenges to the Council.
Since taking office in December 2024, she has focused on responsible growth, community character, and responsive government. She chairs the Council’s Appointments Subcommittee and serves as liaison to the Westerly Housing Authority, Ocean Community Chamber of Commerce, Recreation Board, and Housing Committee. Alex led the bipartisan effort to create the Housing Committee, earning unanimous Council approval, and continues to pursue solutions for senior, workforce, affordable, low- and moderate-income, and accessible housing. She has supported responsible investments in schools, recreation, arts and culture, housing studies, planning, and community services, while advocating for greater school funding and stronger municipal planning capacity.
A longtime Bradford advocate, Alex helped plan an ADA-accessible multigenerational recreation complex at the former Bradford Elementary School and led efforts to preserve the Bowling Lane basketball court for public use. She has also pursued traffic and safety improvements, monitored environmental remediation at the former Bradford Dyeing Association property, and worked to keep Bradford’s voice strong in local government.
Alex champions public shoreline access, transparency, official training, and easier public access to municipal information. Her current priorities include responsible growth, housing, environmental stewardship, recreation, neighborhood character, short-term rental policy, and data center development. Beyond the Council, she serves as Second Vice Chair of the Westerly Democratic Town Committee, organizing events, fundraisers, and volunteer initiatives, including a food drive that collected more than 1,785 pounds for local families. Alex remains committed to expanding opportunity and accessibility so every Westerly neighborhood shares in the community’s success.
Michael Ober, Secretary
Michael Ober lives on Sherwood Drive in Westerly with his wife, Tammy, and his two sons, Zachary and Nathaniel. Michael has worked for the State of Connecticut Department of Social Services for the last 30 years. He currently serves as a representative to the Department of Social Services Statewide Reopening Workgroup.
Michael earned a Master’s Degree in Public Administration in 2012. He was a member of the Westerly School Committee from 1998-2004 and served as Chairman of the Capital Overview Committee from 1999-2004. During Michael’s tenure on the School Committee a new Superintendent was hired, the position of Technology Director was created to improve technological platforms and applications and academic performance improved across the board. Westerly High School was renovated to a campus setting with expansion to Babcock Hall, and the Westerly Middle School was constructed.
As Chair of the Capital Overview Committee, Michael worked diligently to focus on infrastructure maintenance. Michael was a volunteer for Westerly Youth Soccer. He has served as a member of the Westerly Public Schools Policy Subcommittee and as Vice Chair of The Town of Westerly’s Board of Finance.
Michael is currently Vice Chair of the Westerly Municipal Land Trust and is experienced in natural resource management. He has a comprehensive understanding of Westerly Public Schools and budgeting processes. Michael’s recent experience in creating reopening policy documents for public organizations will also prove a valuable resource for the Westerly School Committee.
Diane Chiaradio Bowdy, Treasurer
Diane Chiaradio Bowdy is a lifelong resident of Westerly and holds a master’s degree in management from Rensselaer Polytechnic Institute.
Diane has two adult children, Randal and Jenna, who both graduated from Westerly High School, and two grandchildren who will soon attend Westerly Public Schools.
For over 25 years Diane was highly active in serving our community's youth athletic programs. She was a leading member of the team that brought the Augeri Field upgrade to fruition; we now have a beautiful complex that Westerly, and especially our kids, can be proud of.
Diane has been employed at Electric Boat in Groton for over 25 years, currently as a Principal Program Representative. Prior to EB she spent 14 years in various positions at the former Analysis & Technology, Inc. in North Stonington, CT.
Diane was elected to the Westerly School Committee in 2012, 2016 and 2020 and served as its Chairwoman for 5-1/2 years. She currently serves as a member of the Multicultural Committee, which is a Subcommittee of the Westerly Town Council. Diane is also an active member of the Dante Society. Her education and career experience are valuable tools used in her role as an Executive Board member of the Westerly Democratic Town Committee, and Diane’s dedication to serving the Town of Westerly is stronger than ever.
