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Senior Director, Travel Services

Remote / Online - Candidates ideally in
Worcester, Worcester County, Massachusetts, 01601, USA
Listing for: Road Scholar
Remote/Work from Home position
Listed on 2026-10-20
Job specializations:
  • Management
    Operations Management, Project & Program Management, General Management, Change Management
Salary/Wage Range or Industry Benchmark: 119500 - 144500 USD Yearly USD 119500.00 144500.00 YEAR
Job Description & How to Apply Below

When it comes to creating educational travel adventures that enrich the lives and fulfill the dreams of more than 100,000 people every year, there's no organization better than Road Scholar. What's our secret? Dedicated and talented staff who believe in our mission.

At Road Scholar, we are committed to fostering a culture of inclusivity and belonging. We believe that by valuing a wide range of perspectives and experiences, we create a stronger, more innovative organization that reflects the communities we serve.

In addition, we are dedicated to being an environmentally sustainable organization. From the way we design our programs to how we operate as a team, we are striving to reduce our environmental impact and create a positive legacy for future generations.

About

The Role

Senior Director, Travel Services sets the strategic direction and provides overall leadership for Travel Services, strengthening the function’s capabilities and its ability to deliver a high-quality, consistent participant experience. Leading through a team of senior leaders, this role ensures the operation is effectively led and executed while remaining focused on long‑term strategy, innovation, and continuous improvement. The Senior Director designs and leads a function that enables the team to navigate the complexity of the airline landscape, manage high operational demands, and deliver on Road Scholar’s mission and business goals.

Road Scholar offers a remote work environment. The compensation range for this exempt level salaried position is $119,500 - $144,500 based on experience.

Strategy & Functional Direction
  • Define and drive the vision and long‑term direction for Travel Services, ensuring alignment with organizational priorities
  • Establish and communicate a clear service and operating model across inbound, outbound, and support teams
  • Ensure the function evolves to meet changing participant and organizational needs
Continuous Improvement & Change Leadership
  • Lead strategic and systemic improvement efforts across the function Champion changes that enhance service quality, efficiency, in both the employee and participant experience
  • Translate insight into action by delivering measurable operation and experience improvements
Cross-Functional Leadership & Alignment
  • Serve as the primary cross-department leader for Travel Services, partnering across teams to influence outcomes and drive alignment
  • Ensure clarity in roles, responsibilities, and handoffs across functions (e.g., Air Operations, Program teams, PX, PS)
  • Connect the work of Travel Services to broader organizational goals and initiatives
Performance Framework & Operational Excellence
  • Oversee the establishment of operational goals, KPIs, and best practices that reflect the true goals of the function
  • Define performance standards across service, quality, and efficiency, ensuring they are meaningful and actionable
  • Ensure a performance management framework is in place, enabling leaders to monitor results and adjust operations in real time to achieve targets
Organizational Leadership & Structure
  • Lead and develop a team of senior leaders, including the Senior Operations Manager, Senior Training Manager, and the Director, Travel Services
    • Senior Operations Manager
    • Senior Training Manager
    • Director, Travel Services
  • Design an organizational structure that supports clarity, scalability, and effective spans of control Coach leaders to operate at the appropriate level, balancing strategic thinking with execution
Capability Building:
Training, Communications & Operations
  • Set direction for the Training function, led by a Senior Manager, to ensure programs effectively build capability and reinforce service, quality, and efficiency standards
  • Set direction for the Operations function, led by an…
Position Requirements
10+ Years work experience
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