Overview
Project Manager Jobs in Markham, Ontario, Canada at Clearoute
Title: Project Manager
Company: Clearoute
Location: Markham, Ontario, Canada
About Clearoute
Clearoute is a technology-driven organization focused on delivering innovative solutions that create meaningful impact for our clients and stakeholders. Our PMO serves as a strategic partner to the business, driving alignment, execution excellence, accountability, and measurable outcomes across a diverse portfolio of initiatives.
We are looking for a Project Manager who thrives in fast-paced environments, embraces ambiguity, and can confidently lead projects from concept through execution while maintaining a people-first approach.
Position Summary
The Project Manager is responsible for planning, managing, and delivering cross-functional projects that support Clearoute's strategic objectives. This role requires a strategic and creative thinker who can balance structure with flexibility, build strong relationships, solve complex challenges, and drive results without direct authority.
The ideal candidate is a self-starter who takes ownership, is fearless in addressing obstacles and difficult conversations, leads with empathy, and consistently seeks practical solutions that move teams forward. This individual will work closely with leadership, technology, marketing, finance, operations, product, and business stakeholders to ensure successful project delivery while fostering collaboration, transparency, and accountability.
This is a one year contract.
Key Responsibilities
Project Leadership & Delivery
- Lead end-to-end project delivery across multiple concurrent initiatives.
- Define project scope, objectives, timelines, risks, dependencies, and success criteria.
- Develop and maintain project plans, schedules, status reports, and governance artifacts.
- Facilitate project meetings, workshops, planning sessions, and stakeholder reviews
- Monitor project progress and proactively address risks, issues, and blockers
- Drive projects to completion while balancing competing priorities and changing business needs.
Stakeholder Management
- Build trusted relationships with stakeholders at all levels of the organization.
- Act as the primary point of contact for project communication and escalation.
- Align teams around shared objectives and facilitate productive decision-making.
- Manage expectations through clear, transparent, and timely communication.
Strategic Thinking & Problem Solving
- Connect project outcomes to broader organizational goals and priorities.
- Identify opportunities to improve processes, delivery methods, and team effectiveness.
- Apply creative thinking to solve complex business and operational challenges.
- Anticipate risks and develop practical mitigation strategies before issues arise.
PMO Excellence
- Support PMO standards, methodologies, governance processes, and reporting practices.
- Contribute to continuous improvement initiatives across the PMO.
- Promote best practices in project management, collaboration, and accountability.
- Help establish a culture of execution, ownership, and measurable outcomes.
Team & Culture
- Lead with empathy, professionalism, and emotional intelligence.
- Foster collaboration and psychological safety among cross-functional teams.
- Navigate conflict constructively and facilitate positive resolutions.
- Champion Clearoute's people-first culture while maintaining a strong focus on delivery.
Qualifications
Required
- 3–5 years of Project Management experience leading cross-functional projects.
- Proven ability to manage multiple projects simultaneously in a dynamic environment.
- Experience working with technology, digital, operational, or business transformation initiatives.
- Strong facilitation, communication, and stakeholder management skills.
- Demonstrated ability to influence without direct authority.
- Experience with project management tools such as Asana, Jira, Monday.com, Smartsheet, or similar platforms.
- Strong organizational and time management skills.
- Exceptional problem-solving and critical-thinking abilities.
Nice to Have's
- PMP, CAPM, Agile, Scrum, or related certification.
- Experience working within a PMO environment.
- Experience supporting technology and business teams simultaneously.
- Familiarity with project governance, portfolio reporting, and executive communications.
What Makes Someone Successful in This Role
The successful candidate will be:
- Strategic: Able to see beyond individual projects and understand how work contributes to broader organizational goals.
- Creative: Comfortable challenging conventional thinking and finding innovative approaches to complex problems.
- Fearless: Willing to have difficult conversations, escalate issues when necessary, and tackle challenges head-on.
- Empathetic: Able to understand different perspectives, build trust quickly, and create strong working relationships.
- Solution-Oriented: Focused on finding practical paths forward rather than dwelling on obstacles.
- Self-Directed: Takes initiative, identifies opportunities, and drives progress with minimal supervision.
- People-First: Believes that successful project outcomes are achieved through strong relationships, collaboration, and respect for the people doing the work.
Core Competencies
- Strategic Thinking
- Project Planning & Execution
- Stakeholder Management
- Communication & Facilitation
- Risk & Issue Management
- Change Management
- Conflict Resolution
- Business Acumen
- Continuous Improvement
- Emotional Intelligence
- Accountability & Ownership
- Collaboration & Team Leadership
Why Join Clearoute?
At Clearoute, you'll have the opportunity to work on meaningful initiatives that drive real impact. You'll be part of a collaborative PMO that values innovation, accountability, continuous improvement, and most importantly, people. We believe exceptional results come from empowered teams, strong relationships, and a shared commitment to solving meaningful challenges together.
