Senior Project Manager, Finance

Grand Circle • Boston, MA

5d • $120,000 - $150,000 • Hybrid

About The Position

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. 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.

Requirements

• 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.

Nice To Haves

• 5+ years of experience managing financial systems implementations or upgrades.
• Strong understanding of financial processes including General Ledger, Contracting, and Expense Reporting.
• Experience with Lawson, Infor FSM, or similar ERP platforms.
• Background leading projects within Finance, Supply Chain, HR, or shared services environments.
• Experience working with system integrators, consultants, and third-party vendors.
• Exposure to ERP platforms such as SAP, Oracle, or Workday.
• Knowledge of financial compliance standards and internal controls.

Responsibilities

• 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.

Benefits

• Health & wellness: Comprehensive and heavily subsidized medical, dental, and vision plans, plus on-site gym access, holistic wellness sessions, and group fitness classes
• Time for you: Substantial Paid Time Off (PTO), and 11 paid holidays- including Juneteenth, Memorial Day, and Labor Day – and Summer Fridays. Plus- extensive parental leave, with up to 12-16 weeks paid leave at 100% base salary.
• Travel more, spend less: 50% off our trips for you and a companion, 25% for additional immediate family members, and exclusive quarterly associate travel deals
• Your future, secured: 401(k) with company match, life insurance, and disability coverage
• Continuous growth: Tuition assistance for both professional and personal development, opportunities for professional development through oversees travel, and direct access to Pinnacle Leadership & Team Development.
• Extra perks: Commuter benefits, FSA options, pet insurance, home & auto discounts, and paid volunteer time off to give back to the community

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level