Demo

General Manager

Diamond Cove Homeowners Association
Portland, ME Full Time
POSTED ON 3/2/2026
AVAILABLE BEFORE 4/26/2026

Summary:

Diamond Cove is a unique private community situated on a 174 acre island in Casco Bay, Maine. All systems, including wastewater treatment and disposal system, water supply system, several miles of paved and gravel roads and waterfront areas are owned and maintained by the Diamond Cove Homeowners Association. The association has an annual operating budget of $1.75M.

The General Manager role is responsible for the whole of the Diamond Cove community. This role is closer to small-municipality management than standard HOA work. We’re looking for a candidate with a strong operational mindset. Success for this role is less about solving one specific resident’s issue but more importantly figuring out how to handle all the types of inbound requests. We’re looking for someone who can design efficient workflows while at the same time has the patience to see them successfully implemented.

You will manage a small staff, adhere to an annual budget set by the board, build and maintain vendor relationships, work with our property management company on community communications, take direction from the community board, and handle any escalations.

Success Metrics:

  • Deliver projects on time and on budget
  • Measure and maintain high resident satisfaction scores
  • Measure and maintain high staff satisfaction scores
  • Reduce reactive escalations over time

Job Duties/Responsibilities include but are not limited to:

  • Accountable for the operations and aesthetic standard of the whole community
  • Responsible and accountable for all strategic projects within the community
  • Decision making authority for all vendor contracts within the board approved budget
  • Identify opportunities for process and facilities improvements, communicate these and spearhead their approved implementation
  • Manage and support existing staff
  • Take direction from the community board
  • Handle any community issues and escalations, involving the board as needed
  • Maintain & update operations manual, vendor contacts and community contacts
  • On-site coverage for existing staff as needed

Knowledge and Skills:

  • 3 or more years experience required in a related field
  • Strong project management skills
  • Well developed time management and prioritization skills
  • Problem solver with good listening skills and empathy
  • Proficiency with common software programs
  • Mechanical aptitude would be helpful

Schedule:

  • 40 hours per week
  • 4 days per week onsite - 1 day off-island for administration focus day
  • Off-hours emergency escalation calls (if needed)
  • On-Island coverage for staff role sick leave or vacation time (if needed)

Benefits and Compensation:

  • Salary range: $85,000 - $100,000
  • Health, Dental and Vision
  • Three Weeks Paid Vacation
  • Optional Life Insurance
  • Portland Parking
  • IRA
  • Casco Bay Ferry Transportation

Job Type: Full-time

Pay: $85,000.00 - $100,000.00 per year

Benefits:

  • 401(k)
  • Dental insurance
  • Flexible schedule
  • Health insurance
  • Paid time off
  • Vision insurance

Application Question(s):

  • You have a resident in your office very upset that a raccoon got into their trash. You have an internal staff meeting in 3 minutes and this person is very worked up. What do you do?

Work Location: In person

Salary : $85,000 - $100,000

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