IT Project Manager

About the role

World Travel Holdings is seeking an experienced, remote Project Manager to deliver innovative solutions that make leisure travel more accessible and fun. The role leads and delivers projects using a hybrid approach that blends Waterfall and Agile methodologies, managing the full project lifecycle and ensuring alignment with business objectives, stakeholder needs, and organizational standards. The Project Manager works closely with cross‑functional teams, including Scrum Masters, Product Owners, and business stakeholders, to drive successful outcomes across multiple workstreams.

About World Travel Holdings

World Travel Holdings is the nation’s largest cruise agency and award‑winning leisure travel company with a portfolio of nearly 40 diverse brands. It distributes cruises, villas, resort vacations, car rentals, resort day passes and luxury travel services, and maintains private‑label partnerships with top leisure travel providers, including almost every U.S. airline, leading hotel brands and prominent corporations. The company operates a top‑rated travel agency franchise, is recognized for employee engagement and work‑at‑home employment, and has a global presence with offices in Wakefield, MA; Ft. Lauderdale, FL; and Chorley, England. For more information, visit WorldTravelHoldings.com.

Responsibilities

• Project Planning & Execution: Develop and manage detailed project plans, milestones, scope, deliverables, success criteria and budgets in a Waterfall environment; partner closely with the Scrum Master to track progress; manage projects through initiating, planning, executing, monitoring & controlling, and closing; oversee resource planning and allocation in a matrixed environment; provide clear program status, risks, and priorities to leadership; proactively escalate issues and recommend solutions.
• Leadership: Foster a culture of ownership, accountability and collaboration; evangelize Agile and Waterfall methodologies across the organization; participate in retrospectives and lessons‑learned sessions; stay current with industry best practices and contribute to process enhancements.
• Process & Standards: Build, communicate, and implement a consistent hybrid delivery methodology; maintain and improve governance practices and tools (project intake, prioritization, status reporting, retrospectives, planning); ensure effective configuration, administration, and utilization of project‑management platforms such as Jira, Smartsheets and SharePoint; ensure consistent documentation (RAID tracking, status reports, change logs); continuously review and update standards; develop and maintain high‑level understanding of delivered work to challenge plans, validate assumptions, and identify gaps, risks, and dependencies.
• Stakeholder Engagement: Ensure stakeholder alignment on program goals, success metrics, and dependencies; build strong, trust‑based relationships with Product, Engineering, and business leaders; represent the delivery team in leadership forums; translate business objectives into actionable delivery plans; provide executive‑level reporting that translates Agile progress into milestone‑based tracking.
• Risk & Issue Management: Build structures to capture and validate assumptions for all program/project plans; identify, track, and resolve risks and issues at both project and program levels; ensure delivery teams have the support, decisions, and clarity needed to succeed; anticipate bottlenecks and act early to remove blockers.

Qualifications

• Bachelor’s degree in Information Technology, Business, or a related field (required).
• 5+ years of relevant project leadership experience in a hybrid Waterfall/Agile environment.
• 3+ years of experience as a Scrum Master.
• PMP and Certified Scrum Master certification or equivalent (preferred but not required).

Skills

• Working knowledge of Agile methodologies such as Scrum or Kanban.
• Expertise with project management tools including Jira, Smartsheets, SharePoint, etc.
• Experience managing vendors.
• Excellent communication and interpersonal skills.
• Strong analytical and problem‑solving abilities.