Associate Project Manager Jobs in Toronto, ON (NOW HIRING)

Project Manager

Location: Toronto, Canada

Reporting to : Chief Delivery Officer

About RedCompass Labs

At RedCompass Labs, we believe there are only two types of payments: good and bad. We enable the good payments and help stop the bad ones.

We are global experts in payments modernization, using the latest applied AI, and deep payments expertise to deliver end-to-end payment transformation projects. Our solutions help clients accelerate their payments modernization programs while reducing costs and regulatory risk.

The RedFlag Accelerator sets the industry standard for detecting human trafficking related crime, assisting both financial institutions and law enforcement. Using a persona-oriented approach, it identifies the actors behind transactions, including victims, money-laundering professionals, perpetrators, and others. By combining AI, the latest red flags, crime models, and OSINT data, our system helps detects crimes across labour, sex trafficking and child sexual exploitation.

With offices in London, Warsaw, Brussels, Miami, Toronto, and Pune, we support clients worldwide. To learn more about RedCompass Labs and our services, visit www.redcompasslabs.com.

About the Role

The Project manager role at RedCompass requires a strong focus on quality delivery, predictable outcomes, and meeting deadlines. This role is suited to someone who plans thoroughly, anticipates risks early, and actively tracks progress against scope, time, and budget. Project managers are expected to identify issues before they escalate and take ownership of resolving them.

Successful candidates are adaptable and able to work effectively within different client cultures. They can multitask across initiatives, collaborate closely with cross-functional teams, communicate clearly and proactively, and keep stakeholders informed at all times. They are comfortable operating “in the weeds” , building plans, managing dependencies, tracking risks, and maintaining delivery momentum , while also stepping back to guide teams toward the broader objective.

A critical capability for this role is the ability to level communication appropriately for different audiences. Project managers can confidently run weekly delivery meetings with client teams, translating complex detail into clear, actionable updates. They are equally capable of raising their communication style for senior stakeholders, presenting at Steering Committees in a succinct, articulate, and well-positioned manner. They know how to frame progress, risks, decisions, and recommendations so executives can quickly understand what matters and act with confidence

RedCompass is seeking both emerging and experienced Project managerers. While they possess the core technical capabilities of a traditional project manager, their value lies in execution and problem-solving. Project managers at RedCompass get things done. They foresee challenges, make informed decisions under uncertainty, and lead teams and clients through complexity and change.

Project managers are resilient and outcome-focused. They take ownership for delivering change on time, within scope, and within budget. They act as project managers, trusted advisors, team leaders, and problem solvers - often simultaneously. They know when to dive deep to fully understand an issue and when to make timely decisions with imperfect information.

Above all, Project managers at RedCompass are strong communicators, forward-thinking planners, and committed delivery leaders. They lead with empathy and clarity, maintain accountability, and remain relentlessly focused on achieving results.

Role description

• You will be accountable for the successful initiation, planning, design, execution, monitoring, control, budgeting and closure of a project
• Ensuring that the project goals and deliverables are clearly defined and communicated accordingly to responsible parties
• Building, maintaining and tracking against a Mid-Level project Plan as a quality gate for both reporting to RedCompass Labs Management and how client delivery is to be measured
• Facilitating client workshops to present, validate and achieve consensus on business approaches, requirements, plans and timelines
• Asking penetrating questions, detect unstated assumptions and resolve conflicts
• Assessing and developing any contingency or recovery plans.
• Recognizing the importance of bridging the project and the business/ Operations/ technical teams without bias
• Ensuring issues and risks are identified, tracked, actioned and mitigated in a timely manner to minimize uncertainty and impact to delivery schedule
• Supporting the program manager in delivering the project as part of a wider portfolio
• Demonstrating leadership qualities with a resilient approach to getting the job done
• Managing stakeholders with regards to target deliverables against project schedule and any impacts go-live date
• Creation of internal and external status reports for management partners
• You will own and be accountable for on point, effective, balanced project reporting at all levels, both to the client and internally at Redcompass labs

What you bring

• Global Team leadership experience, organizing and steering teams
• Strong planning, reporting and some budget management skills
• A problem solver and able to think through challenges and provide options for consideration with limited supervision
• Hands-on and analytical in understanding issues impacting progress
• Confident/experiences with senior stakeholders’ communications
• Experience with vendors and Technical/Development teams.
• Able to understand client landscape and build appropriate relationships
• Effective time management, able to re-prioritize tasks/mange demands in order to keep a project on schedule
• Clear coherent communication, authoritative
• Direct and pragmatic in decision-making process
• Able to have intelligent and informed conversations with clients, team, stakeholders, and suppliers. Document outcomes and plan accordingly

Nice to have

• Experience with real-time and high-value payment systems in North America
• Exposure to global payment initiatives and cross-border payments
• PRINCE2 or equivalent Project Management certification.
• Project Management Professional (PMP)
• Equivalent training and experience from a tier 1 consulting firm (Accenture, Deloitte, PWC, Bain, etc.) also acceptable

Why Join RedCompass Labs?

Work with Real Impact: What we build truly matters. Our payment infrastructure and AI solutions help financial institutions detect and prevent financial crime - including human trafficking and child sexual exploitation. Your work helps protect real people, not just systems.

Ownership & Influence: You’ll play a key role in shaping how our North American clients evolve their payments capabilities. This role offers genuine autonomy, visible impact, and trust from leadership.

A Team That Thinks Differently: We hire people who challenge assumptions, care deeply about outcomes, and use AI as a natural part of their daily work - not just a buzzword.

Grow with the Business

• Continuous learning budget and certification support
• Exposure to AI-driven delivery and emerging technologies
• Ongoing career development and regular performance conversations

Competitive Package

• Competitive base salary and a performance bonus (up to 10% of annual salary)
• Medical insurance for you and your family
• 22 days of annual leave + public & bank holidays

Please Note

Before applying, please review the requirements carefully:

• We can only consider candidates based in Toronto, Canada - applications from outside this region will not be considered.
• This role requires a hybrid presence in our Toronto Office, 1 University Ave. Candidates must be able to attend regularly on an agreed basis (60% time .

RedCompass Labs is committed to building a diverse and inclusive workplace, ensuring fair and equitable opportunities for all. This commitment drives innovation and enables us to deliver better outcomes for our clients.