Assistant General Manager - Chebeague Island Inn

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 We are seeking a seasonal Assistant General Manager to oversee leadership, performance, and day-to-day operations of Chebeague Island Inn. Working closely with the General Manager and leadership, this role is ideal for an experienced hospitality professional who excels at building teams, elevating guest experiences, and driving financial results. The Assistant General Manager is accountable for operational excellence, revenue and profitability, employee engagement, and brand integrity. This role requires both strategic oversight and hands-on leadership to ensure each property consistently reflects PHG's standards, values, and vision.

Key Responsibilities:

Leadership & Team Culture Achieve business objectives aligned with budgets, strategic plans, and guest satisfaction goals. Partner with PHG leadership to uphold company standards and foster a strong, inclusive workplace culture. Train and develop high-performing teams across departments. Lead with integrity, accountability, and a hospitality-first mindset Operations & Guest Experience Oversee daily operations across the Inn. Maintain a visible, hands-on leadership presence, supporting teams as needed. Ensure property standards are upheld in cleanliness, safety, maintenance, and presentation. Create and sustain a culture of genuine hospitality and memorable guest experiences. Financial & Business Management Develop and manage annual budgets, forecasts, and regular P&L reviews. Implement strategies to optimize revenue, manage labor and operating costs, and drive profitability. Monitor financial performance and adjust operations as needed to meet goals. Quality, Compliance & Ownership Relations Ensure compliance with all local, state, and federal regulations, as well as PHG policies and procedures. Conduct regular property inspections to maintain quality and brand standards. Maintain transparent, proactive communication with ownership and PHG leadership. Identify opportunities for continuous improvement across operations and guest experience.

Qualifications:

Minimum 2 years of hospitality experience, including at least 1 years in a management or leadership role. Strong operational knowledge of hotel and/or restaurant environments. Experience with budgeting, P&L management, and financial reporting. Familiarity with POS systems, property management systems, and reporting tools. ServSafe Certification preferred or willingness to obtain. Proven ability to lead, motivate, and retain diverse teams. Excellent organizational, communication, and guest-relations skills. Professional presence consistent with hospitality leadership standards. A genuine passion for hospitality, people, and delivering exceptional experiences. What We Offer Competitive pay Seasonal employment in a beautiful island setting Opportunities for growth within Prentice Hospitality Group Supportive, team-oriented work environment 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!