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Town Candidates


Dana Levenberg

Ossining Town Supervisor
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Dana’s experience, tireless energy, and strong connections throughout the community and the region are the foundation for her continued success in leading Ossining through these uncertain times. Since her tenure as Supervisor began in 2016, Dana has focused on building a healthy community—economically, environmentally, physically and mentally, all with a focus on equity. She has kept taxes in check, while working to reduce our carbon footprint, preserving and improving parks and open spaces, and taking advantage of many grant opportunities to offset local tax dollars. 


Dana’s experience as Assemblywoman Sandy Galef’s Chief of Staff, as well as nine years on the Ossining School Board, gave her the skills needed for managing staff and taxpayer dollars. Her depth of knowledge has paid off in her ability to get things done for the Town of Ossining, including the replacement of a culvert at 9A and 134; new generators to back up all our pump stations; new fitness and playground equipment; fixed up pavilions; a new spray pad at Engel Park; new picnic areas; fixed up comfort stations at our parks; electric vehicle charging stations; new PILOTs to protect affordable housing at Maple House and Snowden House; food scraps recycling in partnership with Teatown; local laws permitting solar installations and battery energy storage; restoration of Dale Cemetery Superintendent's Cottage; a plan for bikeable/walkable connectivity; and a new Comprehensive Plan and Complete Streets policy now in the works, just to name a few. 


Dana brings her collaborative spirit and innovative approaches to problem-solving to bear on her leadership. Her dedication to the greater Ossining and Briarcliff community where she raised her family are exemplified by her involvement in so many local initiatives, especially during the COVID pandemic when she helped serve and protect residents as well as businesses.  Dana will continue to bring her positive, can-do attitude to building unity in our community.

Learn more about Dana

Gabrielle Hamilton

Ossining Town Council
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Gaby Hamilton is a leader in social services. She has directly supervised programs since 1998 serving Latinx clients, LGBTQ+ community, mental health clinics, reproductive health, school based, HIV services, seniors, drop-in centers, youths, and families. She is the Co-Chair of the Mental Health Committee of the Rockland Coalition to End the New Jim Crow. She is an Ossining Democratic District Leader and a member of the Ossining NAACP, on the Parent Leadership Council of Binghamton University, and two committees of the National Association of Social Workers New York State Chapter (CNLI and Delegate). Gaby is also the Chair of the Racism Committee of the Westchester Black Women’s Political Caucus.


Gaby is running for Town Council to use her experiences, listening, and advocacy skills in her community to improve the lives of her neighbors. She has been an Ossining mom for three years and lives with her fiancé on Briarcliff Drive South.


Angelo Manicchio

Ossining Town Council

Angelo is a lifelong resident of Ossining and graduate of the Ossining School District.  He graduated from Pace University with a BA in general business. He is a local business owner who also owns and operates several residential and mixed use properties in the community.  He is an active volunteer with over 20 years of involvement with various Ossining Community organizations including JCYS Baseball, Ossining's Elks Lodge and OSIA's local Columbus Lodge.  He is a 20 year member of the Ossining Volunteer Fire Department and has served as Assistant Chief and Chief Engineer for six of those years. 


His many years as a resident and active volunteer in the community have allowed him to establish many community connections and relationships, providing him with many opportunities to engage in conversations with a variety of community members, residents and stakeholders about Ossining.  His combined experiences and background give him a unique perspective and understanding on a variety of issues the Town Council will be addressing in the coming years including budgeting, housing options and affordability, and business/economic growth.


Holly Perlowitz

Ossining Town Tax Receiver

Holly Perlowitz, MBA, CPA has held the position of Tax Receiver since July of 2017.  Holly has reduced the expenses of the office by over $100,000 and has enhanced taxpayers' experience by sending rapid response home standards and clear and timely messaging regarding tax due dates.  


Holly serves as the Westchester County District Leader of the New York State Association of Tax Receivers and Collectors and has quickly become well-known as an authority on NYS Real Property Tax law and best practices of Tax Offices in Westchester County.   Holly consistently embraces technological advances to improve access to data and provide taxpayers with quick and secure payment options.  Holly is “all in” and truly does everything she can to serve taxpayers in the way that she as an Ossining resident wants to be treated when dealing with the municipality in which she lives.


Pete Connolly

Town Highway Superintendent

Pete has over 40 years in the public works field, which helped greatly when he took over the highway department after his predecessor’s retirement. He has been highway superintendent for almost two years. The department had lost over 50 years of experience with retirements over the last 5 or so years; having his experienced leadership made the transition better for the continued operation of the highway department.


Prior to assuming leadership of the highway department, Pete worked with and managed over 450 volunteers as chief of the OFD and served as cemetery superintendent for over 6 years. His goals are to continue to maintain and improve our town infrastructure, keep our roads safe, provide excellent responsive service to our residents, and to find a suitable piece of property for our overcrowded highway facility.

Learn more about Pete
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