Executive Director Chimney Hill

Position: Executive Director

Organization: Chimney Hill Homeowners Association

Website:

Location: Wilmington Vermont

Job Type: Full-Time onsite

Compensation Range: $90000-$110000 (commensurate with experience)

About Chimney Hill

Chimney Hill is Southern Vermonts largest homeowners association and a premier four-season resort community. Situated on 1200 acres in the Green Mountainsjust minutes from Mount Snow and downtown WilmingtonChimney Hill offers exceptional amenities and services to a vibrant community of over 550 homeowners.

Amenities include tennis and pickleball courts an outdoor skating rink extensive trail systems a fishing pond and a fully equipped clubhouse featuring indoor/outdoor pools fitness facilities and family-friendly spaces. The Association also manages its own infrastructure including a water treatment facility and miles of private roads supported by a dedicated professional staff and a full-service rental program.

Position Overview

The Executive Director serves as the chief administrative and operational leader of the Association working closely with the Board of Directors to ensure the effective management of Chimney Hills operations staff amenities and services. This role is responsible for fostering a strong community maintaining high-quality services and ensuring the long-term sustainability of the Association.

Key Responsibilities

• Lead and manage all aspects of Association operations including staff programs facilities and owner relations.
• Hire supervise and evaluate staff; oversee employee benefits and personnel matters.
• Oversee financial management including budgeting financial reporting and long-term financial planning.
• Ensure compliance with financial policies and assist with annual audits.
• Serve as the primary spokesperson and representative of the Association to homeowners guests and the broader community.
• Collaborate closely with the Board of Directors; support leadership in policy development and implementation.
• Prepare for and participate in Board meetings including agenda development and reporting.
• Provide oversight of the rental program including operations marketing guest services and financial performance.
• Manage communications including social media strategy and homeowner engagement.
• Act as liaison to legal counsel and external partners.
• Foster a collaborative respectful culture between the Board and staff.

Qualifications & Experience

• Bachelors degree in Business Public Administration Facility/Recreation Management or a related field preferred
• 57 years of progressive management and supervisory experience
• Strong financial acumen including budgeting financial reporting and accounting systems
• Demonstrated leadership skills with the ability to think strategically and plan for the future
• Proven ability to build and maintain relationships with diverse stakeholders including boards staff and community members
• Excellent organizational communication and analytical skills
• Proficiency in Microsoft Office and experience with computerized accounting systems
• Experience with social media and content management
• Rental or property management experience preferred
• Ability to obtain a Class 3 water operators license within 24 months

Benefits

• Three weeks of paid vacation
• Employer contribution of 8% of base salary to retirement IRA
• Substantial healthcare cost contribution

Required Experience:

Director