About Chebeague Island Inn
Nestled on 2.5 acres of breathtaking oceanfront property, Chebeague Island Inn, part of the Prentice Hospitality Group portfolio, offers panoramic views of Casco Bay with golden sunrises and spectacular sunsets. Just 20 minutes north of Portland, our 21-room boutique hotel provides an intimate, tranquil escape — where serene rooms, free of TVs and phones, invite guests to slow down and savor coastal living. From weddings to weekend getaways, the Inn is a cherished retreat, blending classic New England charm with warm, personalized service.
Position Summary
Chebeague Island Inn, a 21-room oceanfront boutique hotel and part of Prentice Hospitality Group, is seeking a seasonal Assistant General Manager to help lead daily operations. This role functions primarily as the General Manager of our restaurant, event, and food & beverage program, while also providing supplemental leadership across Inn operations.
The ideal candidate is a hands-on hospitality leader who thrives in fast-paced environments, develops strong teams, delivers exceptional guest experiences, and drives financial performance.
Key Responsibilities:
Lead all restaurant and food & beverage operations as the acting GM of the restaurant.
Manage daily Inn operations alongside the General Manager.
Recruit, train, coach, and develop team members.
Drive guest satisfaction and uphold service standards.
Manage labor, costs, inventory, and profitability.
Ensure operational excellence, cleanliness, safety, and compliance.
Foster a positive, accountable, hospitality-driven culture.
Qualifications:
2+ years of management experience in restaurants, hotels, or hospitality.
Strong leadership and team development skills.
Experience managing labor, budgets, and P&L performance.
Excellent communication, organization, and guest service skills.
Comfortable working in a hands-on leadership role.
What We Offer
Competitive salary
Seasonal leadership opportunity in a unique island setting
Growth opportunities within Prentice Hospitality Group
Collaborative, hospitality-focused culture
Commuting Assistance (parking, ferry tickets, etc.)
Why Join Us
At PHG, our work is guided by three core pillars: A Culinary Lens, Modern Service with Classic Values, and A Sense of Place. Food is our anchor — rooted in the terroir of Maine and executed with intention, discipline, and respect for craft. We deliver hospitality that is best in class, relationship-driven, and grounded in professionalism and care.
Our values — Expert, Nimble, Ambitious, Inclusive, and Timeless — shape how we operate every day. We bring deep expertise to our craft, move with agility, strive for excellence, foster welcoming environments for all, and build concepts designed to endure. Each of our restaurants is connected to its neighborhood and community, contributing meaningfully to Maine’s evolving hospitality landscape while creating lasting value for our guests and our teams.
We’re excited to meet passionate, dedicated individuals who want to grow with us. Apply today and become part of our amazing team!
