Cheshire Election 2025: Jeff Falk Running For Town Council

CHESHIRE, CT — The 2025 municipal election is heating up in Cheshire with plenty of races on the ballot.

Voters will cast their ballots in the Nov. 4 election for seats on the Town Council, Board of Education, Planning and Zoning Commission and more.

Cheshire Patch asked candidates to answer questions about their campaigns and will be publishing candidate profiles as election day draws near.

Jeff Falk is running for election to the Cheshire Town Council as a Republican.

Occupation:
Police Officer (retired) 20 years/Security Supv. Bozzutos 2 1/2 years

Family:
daughter Hayley Falk 22yo CHS 2021 currently in college, son Jack 20yo CHS 2023 currently in college and HVAC school, girlfriend Lisa Esposito Domestic Violence Advocate for Safe Haven of Greater Waterbury

Does anyone in your family work in politics or government?
no

Previous public office, appointive or elective:
yes 2017-2019 Town Council

Why are you seeking this office?
When this year’s town budget revealed a $15 million deficit, it really caught my attention and reminded me how important it is for residents to stay engaged in the process. After following the discussions and decisions that followed, I grew increasingly concerned about how these choices could shape Cheshire’s future. That’s what motivated me to step up, get involved again, and help ensure our town’s finances and priorities reflect the best interests of our community and taxpayers.

The single most pressing issue facing my constituents is ____, and this is what I intend to do about it:
The single most pressing issue facing my constituents is restoring trust and stability in how our town manages its finances. When residents see a $15 million deficit, it raises real concerns about priorities, planning, and the future of Cheshire. I want to lead by example—listening to residents, asking tough questions, and making responsible, forward-thinking decisions. My goal is to ensure we protect the services that matter most, support our families and seniors, and keep Cheshire strong for generations to come.

What are the major differences between you and the other candidates seeking this post?
What sets me apart from the other candidates is my hands-on experience serving this community—as a veteran, a retired police officer, a small business owner, and someone who has previously served on the Town Council. I’ve spent my life solving problems, not talking around them. I believe leadership means listening, being transparent, and focusing on the citizens and doing what’s right for Cheshire. My approach isn’t about party politics—it’s about people, accountability, and making decisions that keep our town strong for generations to come.

What other issues do you intend to address during your campaign?
Beyond fiscal responsibility, I intend to focus on keeping Cheshire a safe, family-friendly, and community-driven town. That means supporting our schools, protecting our seniors, improving infrastructure, and making sure growth is managed responsibly—not at the expense of the character that makes Cheshire special. I also want to strengthen communication and transparency between residents and local government so people feel informed and heard before decisions are made. At the end of the day, my goal is to ensure Cheshire remains a place where families want to live, work, and stay for generations.

What accomplishments in your past would you cite as evidence you can handle this job?
I’m a U.S. Navy Submarine Service veteran and have proudly served our community in multiple capacities, including as Chairman of the Cheshire Housing Authority and a retired Cheshire police officer. I also own and operated a small business and previously served on the Town Council. Each of these roles required leadership, accountability, and collaboration to solve real-world problems. In addition, through my nonprofit work as President of Because of the Brave and as Commander of the Cheshire VFW Post 10052, Board of Directors for the Cheshire YMCA, I’ve worked to support veterans, families, and youth in our community. These experiences have prepared me to make thoughtful, responsible decisions that put Cheshire first.

What is the best advice anyone ever gave you?
Cheshire native and Medal of Honor recipient Col. Harvey “Barney” Barnum Jr. once told me, “You have to do more and be more.” Those words have stayed with me ever since. They remind me that service isn’t about titles or recognition — it’s about stepping up, leading by example, and giving back to your community in every way you can.

Is there anything else you would like voters to know about yourself and your positions?
I want voters to know that my commitment to Cheshire comes from a lifetime of service — in the Navy, in law enforcement, and in our community. I’m not running to make politics my career; I’m running because I care deeply about this town and its future. I believe good leadership starts with listening. Residents deserve representatives who are accessible, transparent, and willing to have real conversations year-round, not just during election season. My focus will always be on the citizens and doing what’s right for Cheshire — protecting what makes our town special while keeping communication open and planning responsibly for generations to come.