Job Description

Job Title: Head of Enterprise Change Management
Reports To: Chief Executive Officer (CEO)
Department: Enterprise Transformation

Location: Boston MA (Hybrid)

Overview

We are seeking a strategic and dynamic Head of Enterprise Change Management to drive adoption and engagement for large-scale, cross-functional initiatives that span our entire organization. This role will be instrumental in ensuring that transformational efforts—such as the adoption of AI, rollout of new customer-facing technologies, internal process and cultural changes, and implementation of agile methodologies—are embraced, understood, and sustained across all levels of the company.

Key Responsibilities

• Strategic Change Leadership
  • Lead change management efforts for enterprise-wide initiatives, ensuring alignment with business goals and employee needs.
  • Partner with the Executive Operating Group and senior business leaders to define change strategies and success metrics.
  • Assess the organization’s change management needs and build a team that will support your change management strategy across the business.
• Communication & Engagement
  • Develop and execute communication plans that clearly articulate the value and impact of changes.
  • Create excitement and momentum around new initiatives through storytelling, campaigns, and internal branding.
• Training & Enablement
  • Design and deliver customized training programs to support adoption and capability building.
  • Collaborate with People & Culture to integrate change-related training into existing frameworks.
• Measurement & Feedback
  • Establish KPIs and feedback loops to monitor adoption, identify resistance, and adjust strategies accordingly.
  • Provide regular reporting to executive stakeholders on progress, risks, and opportunities.
• Cross-Functional Collaboration
  • Serve as a liaison between executive sponsors and business units to ensure seamless execution and employee readiness.
  • Facilitate workshops, listening sessions, and stakeholder interviews to surface insights and inform planning.

Qualifications

• At least five years of proven experience leading change management for complex, enterprise-wide initiatives and at least ten years of business leadership experience.
• Bachelor’s degree in Organizational Development, Communications, Business, or related field; Master’s preferred.
• Strong understanding of organizational behavior, communication strategy, and adult learning principles.
• Exceptional written and verbal communication skills.
• Ability to influence and build relationships across all levels of the organization.
• Experience with tools like Prosci ADKAR, Kotter’s 8-Step Process, or similar frameworks; Change Management Certification through Prosci, Kotter or the like preferred.

Benefits

• 50% Discount on GCC trips
• Robust healthcare benefits, including medical, dental, vision, and flex spending accounts
• 401k Retirement Savings account, with company match
• Generous Paid time off (PTO)
• Paid holidays throughout the year
• Early release summer Fridays
• Company-paid life insurance
• Paid short- and long-term disability insurance
• Discounted auto and renters’ insurance
• Volunteer and philanthropy opportunities to give back in Boston and where we travel
• Casual dress code every day

About Us

Grand Circle Corporation is the leader in international travel, adventure and discovery for Americans aged 50+. Headquartered in Boston MA, and with more than 45 offices globally, more than two million Americans have traveled with our award-winning travel brands: Grand Circle Cruise Line, Overseas Adventure Travel and Grand Circle Travel.

To learn more, please visit our websites at www.gct.com, www.oattravel.com and www.grandcirclefoundation.com.

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