Project Manager, Enterprise Operations

CharterUP is transforming the group transportation and mobility market through an AI-native platform for charter, shuttle, and transit operations. The Project Manager, Enterprise Operations will lead complex cross-functional client launches, technology initiatives, operational changes, regulatory rollouts, and time-critical mobilizations while helping establish the Enterprise Operations PMO. The role will also develop project governance, manage risks and budgets, drive change adoption, and build scalable processes and documentation.

Responsibilities:

• Own end-to-end delivery of CharterUP’s largest and most complex cross-functional projects, spanning large-scale client-facing launches, systems and technology initiatives, internal process changes, regulatory rollouts, and other high-priority operational initiatives, from business case through close-out and retrospective
• Lead project management for large-scale, time-critical mobilizations driven by urgent client or market disruptions, coordinating workstreams across the organization and driving execution from initial planning through deployment and closeout. Maintain and continuously improve a standing mobilization playbook that can scale to future projects
• Lead the stand-up and launch of complex client-facing projects and events, then transition ongoing, business-as-usual execution to the assigned account manager once the program is running smoothly
• Help build and refine the foundational PMO standards: project charter templates, status reporting formats, risk and issue logs, governance cadences, and project intake processes
• Develop business cases and project charters that clearly define scope, success metrics, resourcing, and timeline for new initiatives
• Hold cross-functional partners accountable to deliverables and deadlines without having formal authority over them
• Lead change management for the initiatives you run, driving adoption and managing resistance through the transition, not just tracking the project plan
• Plan and manage project schedules, dependencies, critical paths, and resourcing conflicts across multiple concurrent projects
• Identify risks early and build mitigation plans before they become issues
• Run and lead project meetings, including kickoffs, working sessions, executive steering committees, and cross-functional workstreams, driving clear decisions, owners and action items rather than status recitals
• Maintain project ledgers, trackers, RAID logs, RACI charts, and brief leadership clearly and concisely as needed
• Track project budgets against plan and flag variances early
• Apply Lean Six Sigma and Agile principles to cut waste and manual effort out of how projects get delivered
• Create SOPs, guides, and training materials tied to the projects you run, so the process outlives the project
• Partner with the Director to help shape the long-term PMO roadmap and operating model, thinking ahead of the current project list

Requirements:

• 5+ years of project or program management experience, including standing up new programs, processes, or systems in ambiguous or undefined environments required; not just executing an existing playbook
• Demonstrated experience managing cross-functional projects spanning technology/systems implementations, client-facing initiatives, and internal process or operational change
• Experience leading or playing a key role in large-scale, client-facing program launches or time-critical, high-stakes mobilizations under pressure
• Experience leading change management for process or system transitions, including driving adoption and managing resistance, not just tracking a project plan
• Experience writing business cases and project charters that have been funded and delivered
• A track record of holding stakeholders accountable and driving outcomes without formal authority over the people involved
• Strong meeting facilitation and executive communication skills, with the confidence to drive accountability and decisions across stakeholders at all levels of the organization
• Working knowledge of risk identification and mitigation planning
• Experience managing or tracking project budgets and reporting variances
• Excellent written and verbal communication skills, with the ability to brief senior leadership clearly and concisely
• Experience building SOPs, process documentation, or training materials
• PMP, CAPM, or an equivalent project management certification preferred
• Lean Six Sigma and/or Agile/Scrum certification preferred
• Experience in a high-growth technology, marketplace, logistics, or transportation environment is a plus