Senior Project Manager, Finance

Massachusetts, US – 347 Congress St, Boston, MA 02210, USA

Location: Boston, MA (Hybrid, 3x/wk in office)

Salary: $120k-$150k

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

We are seeking an exceptionally talented and motivated Senior Project Manager to join our Technology team. This role is a critical driver of complex, cross-functional initiatives across the organization, including the enterprise upgrade of Lawson (ERP system) and other high-impact business, technology, and operational programs.

As a Senior Project Manager, you will own projects end-to-end—from initiation through post-launch stabilization—partnering closely with Finance, IT, Engineering, Analytics, Data, and external vendors. You are a confident, hands-on leader who can translate business needs into executable technical plans, proactively manage risk, and keep diverse stakeholders aligned around clear goals and timelines.

This is an ideal role for a well-rounded project leader who thrives in dynamic environments, brings structure to ambiguity, and delivers measurable business value.

• Lead complex, cross-functional projects spanning enterprise systems, process improvement, and organizational initiatives.
• Serve as Project Manager for the Lawson (Infor) upgrade, overseeing planning, execution, testing, cutover, and post–go-live stabilization.
• Define project objectives, scope, milestones, success metrics, and delivery approach tailored to each initiative.
• Develop and maintain integrated project plans, timelines, budgets, resource plans, and risk registers.
• Apply appropriate delivery methodologies (waterfall, agile, or hybrid) based on project needs.

• Partner with business leaders, functional teams, IT, and external vendors to ensure alignment on priorities and outcomes.
• Facilitate executive updates, steering committees, and cross-functional working sessions.
• Translate business needs into structured plans, clear deliverables, and actionable timelines.
• Anticipate and manage change impacts, supporting adoption through effective communication and coordination with training and change teams.

• Lead requirements definition, solution design coordination, and dependency management across teams.
• Oversee testing strategies, readiness assessments, and go-live planning for system and non-system initiatives.
• Manage vendors and external partners, ensuring accountability to scope, schedule, budget, and quality.
• Track progress against milestones, proactively manage risks and issues, and drive timely resolution.

• Establish and maintain project governance standards, reporting cadence, and escalation processes.
• Ensure projects comply with internal controls, audit requirements, and organizational policies.
• Capture lessons learned and contribute to continuous improvement of project management practices.
• Mentor project team members and promote consistent use of project management disciplines across teams.

• Bachelor’s degree in Finance, Information Systems, or a related field.
• 5+ years of experience managing complex, cross-functional technology projects.
• Proven experience leading gap analysis sessions and defining future-state process improvements.
• Experience managing the vendor selection lifecycle, including RFP development and evaluation.
• Strong stakeholder management and communication skills, with the ability to work effectively across Finance, IT, and external partners.
• Demonstrated expertise in developing project plans, managing resources, budgets, and mitigating risk.
• Proficiency in project management tools such as Jira, Asana, MS Project, or Smartsheet.
• PMP or similar project management certification.
• Familiarity with Agile or hybrid project delivery methodologies.

• 5+ years of experience managing financial systems…