Town Administrator

The Town of Oakland seeks a capable, collaborative, and professional Town Administrator to oversee the daily administration of municipal government. Reporting to the Mayor and serving at the pleasure of the Mayor and Town Council, the Administrator serves as the Town’s chief administrator and clerk and directly supervises office staff and department supervisors. 

This is a complex, hands-on leadership position with responsibilities spanning municipal operations, financial management, human resources, grants, procurement, public meetings, records, elections, and regulatory compliance. Success requires strong organizational skills, sound judgment, and the ability to move between long-term projects and urgent operational needs while maintaining accuracy, professionalism, and follow-through. 

Key Responsibilities 

• Coordinate Town operations and work with the Mayor, Council, and department supervisors to establish priorities, address challenges, and monitor progress. 

• Supervise and support staff, encourage cooperation across departments, and communicate clear expectations. 

• Coordinate with the Director of Finance on financial oversight, budget monitoring, account reconciliations, and financial reporting. 

• Manage grant applications, reimbursements, reporting, and compliance, along with procurement and bidding processes. 

• Administer personnel policies, employee benefits, recruitment, performance evaluations, and personnel matters in coordination with the Mayor. 

• Prepare meeting agendas and minutes, maintain official records, and coordinate public hearings, notices, and information requests. 

• Draft policies, ordinances, resolutions, and professional correspondence in coordination with elected officials and legal counsel. 

• Oversee organizational insurance, safety and risk management, election administration, and applicable compliance requirements. 
• Respond to public concerns and coordinate timely, practical solutions with the appropriate departments.