Senior Operations Manager (transportation) Boston MA

Senior Operations Manager

Hallcon is a leading provider of transportation and infrastructure services, supporting clients across industries including technology, manufacturing, rail, universities, hospitals, airports, corporate business parks, and public transit systems. Our services span multi-modal operations, fleet management, command center operations, electric vehicle (EV) infrastructure, technology integration, analytics, and customer experience performance.

We are seeking a seasoned leader with strong regional expertise in the Boston, MA market to help us deliver safe, reliable, and innovative transportation solutions.

The Role

As a Senior Operations Manager, you will oversee large-scale commuter and shuttle operations across the Boston metropolitan area. You will lead a multi-level team of drivers, supervisors, dispatchers, and safety professionals to ensure service excellence, operational efficiency, and client satisfaction.

This role requires a strategic, hands-on leader with at least six (6) years of progressive transportation management experience, a proven track record of managing complex operations, and deep knowledge of the Boston region's transportation landscape.

Key Responsibilities

• Provide strategic and day-to-day leadership for multi-route operations (20+ routes), ensuring reliability, safety, and on-time performance.
• Build and maintain strong relationships with clients in the Boston market; prepare and deliver operational performance reviews and presentations.
• Develop, coach, and mentor supervisors, dispatchers, and frontline staff to build a high-performing operations team.
• Oversee safety compliance across all operations, conducting and supporting accident/incident investigations as needed.
• Manage operating budgets, control direct costs, and identify opportunities for efficiency improvements.
• Lead workforce planning, recruiting, and retention initiatives to ensure adequate staffing levels.
• Collaborate with internal stakeholders on technology integration, EV infrastructure readiness, and fleet management strategies.
• Troubleshoot operational challenges in real time, implementing solutions that uphold client expectations and service standards.
• Ensure compliance with FMCSA, DOT, and other relevant federal, state, and local transportation regulations.

Qualifications

• Minimum of 6+ years of progressive operations management experience in the transportation industry (commuter, shuttle, or public transit preferred).
• Demonstrated success overseeing 10–20+ routes and large multi-level teams.
• Strong knowledge of the Boston, MA transportation market, including regional commuter patterns, regulatory environment, and client landscape.
• Proven experience building client relationships and presenting operational performance metrics to stakeholders.
• Strong leadership, employee relations, and talent development skills.
• Experience with budget management, cost control, and operational efficiency initiatives.
• Excellent communication and problem-solving skills with the ability to manage high-pressure situations.
• Proficiency in Microsoft Office Suite and transportation management systems.
• In-depth knowledge of FMCSA regulations and DOT compliance standards.

Why Join Us

• Play a key leadership role in a growing transportation services company.
• Lead critical operations in a major metropolitan region with high visibility.
• Opportunity to drive innovation, including integration of EV and advanced fleet technologies.
• Competitive compensation, benefits, and opportunities for advancement.

Location: Boston, MA Schedule: Full-time, flexibility required Note: This position is contingent upon Hallcon's award of the proposed business contract.

Hallcon is an Equal Employment Opportunity (EEO) employer and welcomes all qualified applicants. Applicants will receive fair and impartial consideration without regard to race, sex, color, national origin, age, disability, veteran status, genetic data, gender identity, sexual orientation, religion or other legally protected status, or any other classification protected by federal, state, or local law.