ABOUT

David Rosenwaks, a dedicated public servant and an elected RTM member representing District 6, has officially announced his candidacy for First Selectman of Westport. He will be Westport’s first-ever Independent Party-endorsed candidate ensuring that his name will appear on the top of the ballot on November 4th. On the heels of his unanimous endorsement from the Independent Party, David is offering voters a new path forward - one focused on cooperation, camaraderie and common-sense problem solving.  

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Since moving to Westport with his family five years ago, David has dedicated his time outside of family life to serving the community. He has been deeply involved in the community as a parent, soccer coach, volunteer, and an elected member of the RTM, where he has served on the Education, Library, Museum & Arts, Public Protection, and IT/Communications Committees. He is also an appointed member of  the Westport Arts Advisory Committee helping preserve Westport’s legacy as an arts community. In addition, he has served on the PTA Council’s Technology Committee, helping to bridge innovation with community engagement.  David also originated the RTM Community Conversation, designed to inform, engage, and connect Westport residents with their elected officials. 

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Before turning his focus to public service, David spent over a decade in high finance and entrepreneurship. After graduating magna cum laude from Dartmouth College, David began his career on Wall Street as an investment banker at Salomon Smith Barney/Citigroup, ultimately becoming a co-founder and executive of a multi-billion dollar asset management firm, StoneCastle Partners, where he oversaw employees, sales forces of regional partners, legal teams, and managed hundreds of relationships with community banks and investors. After selling his share of the business, David pursued his passion for music, launching a successful second career as a singer-songwriter. He wrote, recorded, and performed original music with Grammy-winning musicians, an experience that reflects his creativity, discipline and commitment to authentic connection.

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As First Selectman, David plans to balance growth, development and economic opportunity, while staying true to Westport’s past and our shared goals for the future.