General Manager

General Manager Opportunity

In-Person/On-Site

Portland, ME

Lead the Future of Ferry Service!

ProSearch is proud to partner with Casco Bay Island Transit District (Casco Bay Lines) in the search for an exceptional General Manager to serve as the organization’s Chief Executive Officer. This is a rare and meaningful opportunity to lead one of Maine’s most iconic and essential transportation systems, ensuring island communities remain connected, supported, and served with integrity and excellence.

As General Manager, you’ll oversee all aspects of Casco Bay Lines’ operations, staff, finances, and strategic initiatives. Reporting to the Board of Directors, you’ll guide a dedicated team—approximately 45 year-round and 90 seasonal employees—while shaping the future of ferry service across a complex and vital network. From overseeing capital improvement projects to maintaining day-to-day operational excellence, this role calls for a leader who can balance vision, operational savvy, and a strong sense of public stewardship.

Why This General Manager Role Matters

CBL is more than a ferry system. It’s a lifeline for the year-round and seasonal residents of six unbridged islands in Casco Bay. As a quasi-municipal transit district based in Portland, Maine, CBL is entrusted with delivering safe, affordable, and reliable service 365 days a year. The General Manager plays a critical role in preserving and enhancing this mission through sound leadership, strategic planning, and effective stakeholder engagement.

What You’ll Do

• Collaborate with the Board to shape CBL’s long-term vision and business strategy
• Lead a committed workforce through change, growth, and modernization in order to ensure the District continues to provide safe, reliable, quality service
• Cultivate relationships with island communities, local and state leaders, employees, and partners
• Represent CBL in regional transportation and infrastructure planning efforts

What We’re Looking For

• Experience in financial leadership, long-range planning, and implementation of capital improvements
• Proven experience leading successful change management initiatives and developing high performing teams
• Knowledge of capital project planning, grant funding, and public sector procurement, highly desirable
• Proven leadership experience in executive management, finance, and strategic operations
• Exceptional communication and relationship-building skills
• Background in public transportation, public administration, or regulated service delivery preferred
• Bachelor's degree required; advanced degree in business, public administration, or a related field is a plus

Why Apply Through ProSearch?

At ProSearch, we connect talented leaders with opportunities where they can make a real impact. As a Maine-based staffing and recruiting partner, we’re committed to helping you navigate this opportunity with insight, support, and professionalism. We’re honored to support Casco Bay Lines in this important search, and we’re excited to connect with candidates who are ready to lead with purpose.

Take the Helm

If you’re ready to bring your leadership experience to a role that combines public service, strategic oversight, and community impact, we encourage you to apply. This is more than a job. It’s a chance to make a lasting difference in one of Maine’s most treasured regions.

Apply today through ProSearch to learn more and take the first step.

ProSearch is proud to be an affirmative action / equal opportunity employer. All qualified applicants will receive consideration without regard to race, creed, gender, sex, marital status, sexual orientation, citizenship status, color, religion, national origin, age, disability, veteran status, or any other protected status under local, state, or federal law.