Project General Manager, Strategic Shuttle Programs

CharterUP is seeking a Project General Manager to lead complex, large-scale shuttle programs, such as workforce transportation for data centers and major construction projects. As the primary operational lead onsite, you'll own the program end to end—from launch and daily execution to client relationships, transportation partner performance, reporting, and continuous improvement. Working across clients, transportation partners, and internal teams, you'll ensure safe, reliable service and deliver on program commitments. Success requires strong operational leadership, the ability to manage across organizational boundaries, and a hands-on approach to resolving issues and driving results.

Responsibilities

Own daily shuttle program execution, including route readiness, vehicle coverage, staging, passenger loading, and coordination across operating shifts; Validate transportation partners' staffing, fleet readiness, dispatch coverage, and contingency plans; Lead service recovery during delays, missed trips, vehicle breakdowns, staffing shortages, and unexpected demand; Develop and maintain operating procedures, escalation protocols, site instructions, and business continuity plans; Lead assigned CharterUP site personnel and establish clear responsibilities and shift handoffs; Validate daily and upcoming transportation schedules with operating partners; Establish and maintain a structured daily operating cadence; Oversee implementation and maintenance of CharterUP branding requirements across assigned vehicles; Serve as CharterUP's primary on-site operational contact and build relationships with client site leadership, facilities, and security; Proactively communicate service conditions, resolve concerns, and follow issues through to closure; Lead regular operational meetings, presenting performance, corrective actions, and improvement recommendations; Share client insights and growth opportunities with the Market General Manager and commercial team; Maintain a centralized action-item tracker for client requests and operational commitments; Develop collaborative relationships with transportation partner leadership while maintaining accountability for contracted service levels; Monitor actual service delivery through field observations, platform data, trip records, and client feedback; Conduct daily operational check-ins with transportation partners and drive documented corrective actions; Escalate persistent deficiencies and capacity needs; Track service hours, vehicle utilization, and trip completion against contractual commitments; Validate delivered service and flag discrepancies across operational records, partner invoices, and client billing; Route out-of-scope client requests for pricing and approval; Partner with Legal, Safety, and Compliance teams to verify partner adherence to federal, state, and local regulations; Monitor partner adherence to DOT, FMCSA, and state transportation safety requirements; Lead onsite coordination of operational and safety incidents, including escalation and notifications; Deliver daily program reports and escalate issues promptly to CharterUP leadership and the client; Maintain accurate operational records, service reports, and a centralized program performance dashboard; Use GPS, ridership, trip-completion, and passenger feedback data to improve routes, capacity, reliability, and rider experience; Establish standardized daily ridership collection and reconciliation processes; Coordinate collection and tracking of labor compliance documentation, including certified payroll records and union-related requirements; Establish recurring compliance verification procedures with transportation partners

Requirements

Three or more years of operations experience, including on-site leadership of a shuttle, transit, airport, campus, workforce transportation, or comparable field program; Passenger transportation experience strongly preferred; experience in trucking, construction logistics, or other large-scale field operations will be considered; Experience serving as the primary point of contact for a client on a live project and resolving service issues directly; Experience coordinating third-party transportation providers or subcontractors at a job site and enforcing service commitments; Strong working knowledge of dispatch, route planning, fleet readiness, staffing coverage, and transportation safety practices; Understanding of motorcoach and passenger carrier operations, including driver hours-of-service limits, and the confidence to push back on client requests that are not operationally sound; Ability to produce clear daily reporting and use operational data to improve service; Proficiency in Google Workspace, Microsoft Office, and/or project management tools; Highly self-directed, with demonstrated ability to independently establish operational structure, manage competing priorities, and drive accountability in a fast-paced environment; Strong communication, negotiation, and conflict-resolution skills; Ability to make sound decisions under pressure and coordinate multiple stakeholders during service disruptions; Willingness to work on-site 8-10 hours daily, with flexibility to support critical operating periods and escalations outside standard business hours; Experience implementing or managing operational technology platforms, including GPS tracking, ridership reporting, and performance dashboards; Bachelor's degree preferred; equivalent relevant experience welcomed

Nice to have

Experience supporting data center, large-scale construction, or other complex job-site environments; Commercial Driver's License (CDL) or hands-on technical knowledge of vehicles and fleet inspection; Experience launching a new transportation program or site operation

Benefits

Flexible remote-first work model with select roles requiring in-office presence; Medical, dental, and vision insurance, mental health support, virtual care, gym discounts, and family-building benefits; In the U.S., 100% of premiums covered for employees; 15 PTO days (increasing to 20 after 2 years) plus 8 paid holidays; Company-paid life, short-term, and long-term disability insurance where available; Referral bonuses; 401(k) plan; Choice of Mac or PC plus monitor, keyboard, and mouse; Performance-driven culture