Project Delivery Director - Fare Payment Modernization
Level inferred from job title
Job description
Lead Program Manager responsible for the end-to-end implementation and delivery of a major multi-year transit technology modernization program in North America, covering account-based ticketing, contactless payments and systems integration. The role is a hands-on delivery leadership position reporting to the VP Strategic Programs.
At a glance
- Employment
- Full-time · Employee (employment agreement)
- Work mode
- Remote · Canada
What you'll do
- Lead implementation from mobilization through design, integration, testing, rollout, migration and handover.
- Own the integrated master schedule across internal teams, subcontractors, the customer and third parties, keeping the critical path, priorities and interdependencies on track.
- Turn contractual milestones into clear commitments, owners and acceptance criteria.
- Spot risks early and agree recovery plans with the team when milestones are at risk.
- Coordinate software, hardware and third-party integrations, including APIs, payment services, field equipment and customer-facing platforms.
- Work closely with engineering, product, architecture, QA and implementation teams so design, integration and testing happen in the right order.
- Help clear cross-vendor dependencies and technical blockers before they slow testing down.
- Bring Masabi, subcontractors, technology and payment partners and the customer together around one delivery plan.
- Set clear ownership, commitments and escalation paths, and follow up so partners deliver what they've agreed, on time and to the right quality.
- Build strong working relationships with organizations that have different priorities and obligations.
- Oversee system and user acceptance testing, defect resolution and readiness reviews.
- Coordinate phased deployments, making sure technical, operational, customer-service and third-party teams are ready.
- Lead planning for legacy coexistence, account migration, cutover, reconciliation and stabilization.
- Base every go-live on evidence, agreed readiness criteria and contingency plans, then guide the move into hypercare and ongoing support.
- Keep scope, schedule, resources, budget, risks, issues and changes under control.
- Track subcontractor performance and support commercial commitments and change requests.
- Share accurate forecasts and clear, concise reporting that helps leaders make timely decisions.
What we're looking for
- Deep experience delivering complex technology programs, with many years in senior program or delivery leadership.
- Personal, end-to-end ownership of at least one large, multi-year systems implementation, as the accountable program lead, from mobilization through go-live and handover.
- Experience setting up a program from day one: the baseline plan, governance and partner onboarding.
- A track record of bringing vendors, integrators, suppliers and customer teams together around one shared plan, and keeping partners true to what they've agreed.
- Comfortable with complex schedules, critical paths, resource plans and recovery strategies.
- Practical understanding of software implementation, SaaS platforms, enterprise systems integration, APIs, technical testing and production deployment.
- Great commercial sense, including program budgets, contractual deliverables, supplier performance and change control.
- Credibility at executive level, building trust with senior customers and partners through clear communication and thoughtful negotiation.
- A habit of turning lessons from past programs into better ways of working for others, whether through playbooks, coaching or setting the standard for how programs are run.
- Hands-on and steady under pressure, with the quiet confidence to hold firm when it matters, and sound judgment about when to make the call and when to bring others in.
- Curious about and have experimented with AI tools.
Nice to have
- Experience in transit, fare collection or payments.
- Banking and SaaS backgrounds.
- Contactless payments, payment gateways, acquiring, certification and financial reconciliation.
- Integration of software platforms with physical devices, validators, fare gates, ticket vending machines or other field equipment.
- Large public-sector technology modernization programs.
Your team
Strategic Programs
Reporting to the VP Strategic Programs; part of the program's executive steering group.
Benefits
20 days of vacation per year (in addition to public holidays), plus the option to buy an additional 5 days of vacation each year
- Office shut every year between Christmas and New Year, totalling 28+ days of vacation
- Private Healthcare and Life Insurance via Trinet
- Monthly team bonding allowance
- Up to CAD$1300 training budget per year
- CAD$325 per year to spend on your home office
- CAD $50 per month team building
- Menopause support
- Choice of a workstation
- Ability to work for up to 3 months per year from any country in the world
- Enhanced family leave
Apply
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About Masabi
Driving the fare payment revolution
Masabi builds fare collection platforms that allow riders to seamlessly buy and present tickets for public transport either on their mobile phones, from a ticket machine, or by tapping their bank card to travel. Its Justride platform is used in over 250 locations globally.
Mission
To make transit fair and accessible for all.
Key facts
- Fare collection and mobile ticketing for public transport
- Justride platform used in over 250 locations globally
- Industry-first mobile ticketing SDK
- Partnered with large players in the transport space, including Uber, Moovit and Transit
Partners & customers
What they value
- Driven by Purpose
- Encouraged to Accelerate
- Advancing with Empathy
