Greater Portland Landmarks is hiring two seasonal, part-time site managers to oversee operations at the Portland Observatory during the 2026 season (May - October) who will report directly to the Educational Programs Manager. Find more details here.

Work Schedule: Part-time, seasonal, 18-28 hours per week (3-4 days a week, including one weekend day and some evenings). Mid-May to mid-October. Pre-season training and orientation in May.

Compensation: This is a part-time, seasonal position, offering an hourly rate of $18 an hour

Application Process: Please email resume and cover letter to Aimee Keithan at akeithan@portlandlandmarks.org.

Applications will be reviewed and interviews held on a rolling basis until all positions have been filled.

We hope to have new managers take part in yearly training that begins on May 11.

About Greater Portland Landmarks and the Portland Observatory:
Greater Portland Landmarks is a historic preservation advocacy organization with a 60-year legacy dedicated to preserving and promoting the historic and architectural heritage of Portland. Through advocacy, education, and community engagement, we work to protect significant places and ensure their stories continue to inspire future generations. We are stewards of the Portland Observatory, built in 1807. It is the nation’s last remaining maritime signal tower, and we operate it from May through mid-October as a historic site, offering tours and occasional special events.

Position Description:
Portland Observatory site managers oversee the daily operations of the historic site during the open season. Site Managers work a flexible schedule in coordination with other site managers, typically working in pairs, greeting visitors and coordinating tour groups, operating the gift shop, and supervising and supporting volunteer docents. Site managers help Greater Portland Landmarks connect people with the unique history and architecture of the Observatory and Portland’s maritime history. The position requires a team player who can multi-task while enjoying working with staff, volunteers, and members of the public, and is enthusiastic about Portland’s history.

Primary Responsibilities:
• Open and close the Observatory during scheduled hours of operation.
• Greet visitors.
• Sell tour tickets and retail merchandise.
• Assist Educational Programs Manager in coordinating docent schedule in SignUp Genius, including scheduling replacement docents.
• Supervise and support volunteer docents.
• Present public and private tours if no docent is available.
• Create a positive and professional atmosphere for both docents and visitors.
• Be aware of and responsible for visitor safety.
• Put out and take in 3 flags daily.

Additional responsibilities include, but are not limited to:
• Keep gift shop shelves stocked, conduct inventory, and notify Observatory manager when stock and supplies are low.
• Attend monthly staff meetings (virtual option available).
• Clean floors and sanitize handrails weekly (shared between site managers).
• Provide assistance on Flag Day and other scheduled special events.
• Occasionally open, close, supervise docents, and/or provide tours to private groups outside regular open hours.

Position Requirements:
• Enthusiasm for sharing knowledge about unique historic places, and working with public visitors of all ages.
• A background in history is preferred but not required; we will provide training.
• Excellent verbal communication, customer service, and human relations skills, including a strong ability to communicate effectively and respectfully with diverse groups of individuals.
• Proven and consistent professional conduct while managing and organizing activities and people.
• Team player with a positive attitude, friendly communication style, excellent problem-solving skills, and the ability to juggle multiple tasks at once
• Ability to walk up and down 100 stairs several times a day.
• Ability to lift above your head, for example to raise flags and windows. • Basic computer skills.
• Ability to learn our point of sale (Square) and register system.

Compensation
• This is a part-time, seasonal position, offering an hourly rate of $18 an hour

Benefits
• Retirement savings plan

Equal Opportunity Employer Greater Portland Landmarks is a committed Equal Opportunity Employer and recognizes that it is both unlawful and ethically wrong to discriminate in employment, or to harass an employee, because of race, color, religion, sexual orientation, sex, age, national origin, or physical or mental disability.