Senior Project Manager (remote)

Masabi; Toronto; Remote; CAD 125,000 - 150,000; Full time

Job summary

A technology company specializing in fare payment solutions is looking for a Senior Project Manager. In this leadership role, you will oversee complex transit projects using a cloud-based payment platform. The ideal candidate has significant experience in B2B SaaS, strong stakeholder management skills, and expertise in Agile delivery. This remote position is open to candidates located in Eastern Canada only.

Benefits

20 days of vacation plus holidays

Private Healthcare and Life Insurance

Work-from-home budget

Enhanced family leave

Qualifications

• Significant experience delivering B2B SaaS solutions in complex environments.
• Track record of leading multi-vendor projects.
• Skilled in Agile delivery; experience with SAFe is a strong advantage.

Responsibilities

• Lead end-to-end delivery of strategic programs.
• Manage project planning, execution, and delivery to scope.
• Serve as the primary contact for transit agencies and internal teams.

Skills

Leadership

Stakeholder management

Agile delivery

Communication

API integrations

Job description

Overview

Introducing Masabi

At Masabi, we’re driving the fare payment revolution, powering the journeys of millions all over the world. We build 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 even by tapping their bank card to travel.

Our Justride platform is used in over 250 locations globally, including some of the largest cities in the world. With our industry-first mobile ticketing SDK, we’ve partnered with large players in the transport space, including Uber, Moovit and Transit.

Your own journey is important to us too. Choosing a role here means joining a network of innovators from all walks of life; a group of passionate individuals who consistently deliver. Here, you’ll find the tools you need to build the career you want. Whether you’re taking the direct route or trying a new path, we’ll support you no matter what.

The Role

/ / We’re looking for an exceptional client-facing Senior Project Manager to join our Strategic Programs team and lead the delivery of high-impact transit and fare payment projects across the globe.

You’ll be at the helm of complex, multi-vendor programs, managing cross-functional teams, external partners, and key stakeholders to successfully implement Masabi’s cloud-based, SaaS fare payment platform at major public transit agencies.

This is a leadership role that blends strategic insight, delivery excellence, and relationship management. If you have a strong background in transit or payments, thrive in fast-paced environments, this is a rare opportunity to make a meaningful impact on public transport innovation at scale.

Location

/ / This is a remote role available to candidates based in Eastern Canada only.

Key Responsibilities

• Lead end-to-end delivery of strategic programs involving fare payment, ABT (Account-Based Ticketing), and open payments in a SaaS environment
• Manage project planning, execution, and delivery to scope, schedule, and budget across multiple workstreams
• Serve as the primary contact for transit agencies, system integrators, and internal teams
• Navigate complex stakeholder landscapes, aligning business, technical, and operational priorities
• Provide expert guidance on delivery governance, best practices, and solution trade-offs
• Support Agile delivery in collaboration with Scrum Masters, including PI planning, sprint execution, and retrospectives
• Identify and mitigate risks, interdependencies, and blockers across programs
• Report project status, milestones, and KPIs to Program leadership and external partners
• Communicate progress clearly, reporting milestones, KPIs, and risks to leadership and partners
• Support contract execution, vendor coordination, and financial governance
• Oversee delivery performance against budget and margin targets, ensuring accuracy in scope, change control, and invoicing
• Contribute to bids and proposals, working with Business Development and Account Managers to assess feasibility and scope new opportunities

About You

• Significant experience delivering B2B SaaS solutions in complex, multi-stakeholder environments, including API integrations - ideally in transit, payments, the public sector or enterprise environment
• Track record of leading multi-vendor projects and collaborating with system integrators
• Skilled in Agile delivery; experience with SAFe is a strong advantage (Agile or SAFe certifications are a plus)
• Excellent leadership, communication, and stakeholder management skills
• Adept at building strong stakeholder relationships and navigating ambiguity
• Confident communicator with strong leadership and organisational skills
• Experience in transformation and change management, ideally within the public sector

Some of our 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. On top of this, our office is shut every year between Christmas and New Year, totalling a whopping 28+ days of vacation
• Private Healthcare and Life Insurance via Trinet
• Menopause support
• Choice of a workstation
• CAD$325 per year to spend on your home office
• Ability to work for up to 3 months per year from any country in the world
• Enhanced family leave
• Fun and collaborative environment with a focus on making a difference in the world

Careers at Masabi are for people going places - driven by a mission to make transit fair and accessible for all.

We are a network of innovators from all walks of life, passionate about making a difference. At Masabi, we operate with openness and trust, creating an environment where everyone feels empowered to bring their whole, authentic selves to work.

Whoever you are, just be yourself.

We welcome applications from underrepresented backgrounds and encourage you to share your pronouns at any stage. Together, we simplify journeys, remove barriers, and improve daily life for millions.

Why Join Masabi?

• Driven by Purpose – We believe in journeys made simple. The work isn’t always easy, but the best things never are.
• Encouraged to Accelerate – Masabi is going places and our people are in the driving seat. Whether you’re taking the direct route or exploring new paths, we support your journey.
• Advancing with Empathy – We put people first and foster a culture of learning, not blame. No matter your cargo, we share the load.