Woodbridge is a 20-square-mile town of just over 9,000 residents in New Haven County, Connecticut, known for outstanding schools, protected open space, active trail networks, and a civically engaged population. The Board of Selectmen is hiring an Administrative Officer to serve as the town's Chief Operating Officer, working shoulder-to-shoulder with the First Selectman to modernize operations, deliver major capital projects, and raise the bar on municipal service delivery.

This is a visible, high-impact role in a community where your work is noticed, valued, and genuinely appreciated.

Why this role stands out

• Big projects, real legacy: Help deliver high visibility initiatives including new school construction, police department renovations, a community center, and long range infrastructure planning.
• Operational leadership: Coordinate every municipal department to deliver efficient, accountable, customer focused service.
• HR and labor relations: Lead recruitment, policy, union negotiations, classification and compensation, training, and workforce planning.
• Risk and compliance: Oversee safety programs, workers compensation, liability claims, and employment and labor compliance.
• Technology and cybersecurity: Guide IT vendors, systems, governance, and long term modernization strategy.
• Community partnership: Work inside an informed, engaged town that takes real pride in Woodbridge and expects excellence from its government.

Form of government

Woodbridge operates under a Board of Selectmen and Town Meeting form of government. Five Selectmen are elected at large to two year terms and serve as the legislative branch, setting policy, approving ordinances, and reviewing administrative functions. The First Selectman is elected every two years and serves as Chief Administrative and Chief Elected Officer with full voting rights on the Board. The Board of Selectmen appoints the Administrative Officer, making this the top operational leadership position in town hall.

What we are looking for

Required

• Bachelor's degree in public administration, financial management, human resources, management, or a related field
• Five to ten years of relevant municipal or government experience
• At least three years in a supervisory role
• Strong command of municipal management fundamentals including HR, labor relations, budgeting, risk management, grants, purchasing, project management, and policy development

Preferred

• Master of Public Administration (MPA)
• More than ten years of progressive municipal leadership experience
• Experience managing complex capital projects in a small or medium sized municipality

Please mention you found this employment opportunity on the CareersInGovernment.com job board.

Compensation and benefits

Competitive salary commensurate with experience. Specific salary range available upon request from Randi Frank.

• Retirement: Connecticut Municipal Employees Retirement System (CMERS). Employee contribution 5.25%, town contribution 16.71% of wages.
• Medical: Anthem high deductible health plan. Single deductible $2,000, family deductible $4,000. Town covers 50% of the deductible. Employee premium share is 17%.
• Dental: Delta Dental basic and preventive care.
• Time off: 2 weeks vacation, 12 sick days, 3 personal days, and 12 paid holidays plus a floater.
• Growth: Professional development funding and paid professional memberships.

How to apply

Submit your cover letter and resume to Randi Frank at randi@randifrank.com. The position remains open until filled. First screening is May 13, 2026. Top candidates will be invited to complete a brief questionnaire, so early applications are reviewed first.

Questions? Contact Randi Frank directly at randi@randifrank.com or 203.213.3722. A full position profile is available at www.randifrank.com.

Learn more about Woodbridge at woodbridgect.org.

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• Randi Frank Consulting, LLC

• 203-213-3722