Town Manager

The Town of Chestertown is currently seeking a Town Manager. Chestertown, founded in the early 1700s and still a thriving riverside college town with a large historic district, is regularly listed as one of the most charming communities in Maryland. With a population of 5,600, Chestertown is right-sized but eager for innovative growth. As the county seat of Kent County, it is an artistic, commercial and educational hub for the region. Chestertown is a really great place to live and work.

The Town Manager plays a pivotal role in the administration and management of town operations, ensuring that the community's needs are met effectively and efficiently.  This position requires a dynamic leader with a strong background in business development, strategic planning, project management and finance. The Town Manager will oversee various departments, implement policies, and work collaboratively with town officials to foster growth and improvement within the community. The town employs thirty-six full-time employees.

Responsibilities

• Lead and supervise town staff, ensuring effective performance and professional development.
• Develop and implement strategic plans to enhance town services and operations.
• Manage the town's budget ($4,500,000) and Utilities budget ($2,000,000) including profit loss analysis to ensure financial stability.
• Oversee business development initiatives to promote economic growth within the community.
• Design and facilitate process improvements to enhance operational efficiency.
• Coordinate with various departments to ensure alignment with town goals and objectives.
• Represent the town in meetings with stakeholders, residents, and external organizations.
• Plays a critical role in building trust and transparency between the town government and its residents.
• Responsible for overseeing financial management, coordinating special projects and managing municipal planning functions.
• Familiar with grant writing and overseeing grant opportunities.
• Prepare reports and presentations for the Town Council regarding operational updates and strategic initiatives.
• Responsible for maintenance of the Town's web site, social media and other communications assets in facilitating better communication with citizens.
• Consults and coordinates with the Town Attorney regarding legal matters; provides general guidance to him / her on Town policies and parameters established by the Town Council.

Qualifications

This role is essential for driving the vision of the town forward while ensuring that all operations align with community values and objectives.

Job Type : Full-time

Pay : $120,000.00 - $130,000.00 per year

Benefits :

Interested candidates should submit a cover letter, resume, salary requirements and professional references to Town of Chestertown, Attention : Human Resources, 118 N Cross Street, Chestertown, MD 21620 or Click to Apply. This position is open until filled; first review of applications will begin on Monday, December 1

st

, 2025.

For more information about the Town of Chestertown, please visit www.chestertown.gov .

The Town of Chestertown is an Equal Employment Opportunity Employer.

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