Senior Project Manager, Technology Portfolio

Posted 2 Days Ago
Be an Early Applicant
Calgary, AB, CAN
In-Office
Senior level
Transportation • Travel • Hospitality
The Role
Leads end-to-end delivery of medium to large technology, enterprise, and cross-functional projects. Manages scope, schedules, budgets, resources, governance, risks, dependencies, stakeholder alignment, executive reporting, change management, and operational readiness. Facilitates steering committees and stage-gate reviews while coordinating business sponsors, technology teams, vendors, and operational groups. Also contributes to project delivery methodology and continuous improvement.
Summary Generated by Built In
This position requires in-person collaboration up to five days a week. This arrangement is subject to change based on business requirements.
 
Why WestJet:
Since our story took off in 1996, WestJet has strived to enrich the lives of everyone in our world; a career with us is no exception. We’re proud to be one of Canada’s most admired and respected corporate cultures and continuously aim for the highest standards of service and success.
 
Join us, this is where your career story takes off.

As a Senior Project Manager, Technology Portfolio, you will lead some of WestJet's most important initiatives across technology, enterprise, and business functions. You will work at the intersection of strategy, and technology, delivering projects that create measurable value for our guests, our people, and the business.

Overview of the Role

Reporting to the Senior Manager, Technology Portfolio & Planning, the Senior Project Manager leads the planning, coordination, and delivery of medium to large, cross-functional projects, including technology implementations, enterprise initiatives, and business-led change. You will take work from approved intake through delivery and handover, applying WestJet's project delivery framework and governance gates, while keeping scope, schedule, budget, and resources aligned to the approved business case.

Success in this role requires strong delivery discipline, clear communication with executives, and the ability to bring people together around a common objective in ambiguous, fast-moving environments.

Key Responsibilities

  • Lead end-to-end delivery of technology, enterprise, and cross-functional projects through the project lifecycle and governance gates
  • Develop and manage integrated project plans, schedules, milestones, dependencies, and critical paths
  • Own project scope, budget, and resource plans; manage change control and forecast accurately with Finance
  • Partner with business sponsors, technology teams, architects, vendors, and operational groups to align priorities and drive execution
  • Facilitate steering committees, stage-gate reviews, and decision forums with clear recommendations
  • Identify, escalate, and manage risks, issues, assumptions, and dependencies across multiple workstreams
  • Monitor project health and benefits realization; report status, variances, and outcomes to the portfolio and senior leadership
  • Support change management and operational readiness to ensure successful adoption and handover
  • Provide leadership and direction to cross-functional project teams and contributors
  • Contribute to continuous improvement of WestJet's delivery methodology, templates, and tools

Experience & Qualifications

Required Qualifications

  • 8+ years of progressive experience leading large-scale projects or programs, including technology delivery
  • Proven experience managing complex, cross-functional projects with multiple stakeholder groups
  • Strong command of project management practices: scope, schedule, budget, resource, governance, and risk management
  • Proficiency with project and portfolio tools (e.g., MS Project, Planner, Jira, or similar)
  • Exceptional communication, facilitation, and stakeholder management skills
  • Experience working with and influencing executive leadership
  • Ability to manage multiple priorities in a fast-paced environment
  • Bachelor's degree in business, Technology, or a related field
  • PMP, Agile, Scrum, Lean, or related certification

Preferred Qualifications

  • Experience delivering technology-enabled business transformation, including systems implementation and digital platforms
  • Experience delivering both Waterfall and Agile/hybrid projects
  • Airline, travel, hospitality, retail, or other service-industry experience
  • Experience within a PMO or portfolio governance environment, including stage gates and funding approvals
  • Experience in large, complex organizations undergoing enterprise change

Who You Are

You are a strategic thinker who can connect big-picture objectives with practical execution plans. You enjoy solving complex problems, building alignment across diverse stakeholders, and delivering meaningful outcomes. You are equally comfortable discussing technology architecture, operational realities, and business impact, and you bridge gaps between teams to get the work done.

The benefits of being a WestJetter:
 
WestJet provides all WestJetters with a competitive total rewards package. On top of that, we offer:
  • A fun and friendly culture with colleagues who work together to win
  • Travel privileges for you and your family, effective from your start date
  • Savings and Benefit programs that are flexible to meet your specific needs 
Think we’re a great fit? Apply now!
 
About WestJet Group of Companies 
WestJet took to the skies in 1996 with just over 200 employees and three aircraft operating service to five destinations. Since then, WestJet has pioneered low-cost travel in Canada, cutting airfares in half, and increasing the flying population in Canada by more than 50 per cent. Since the Sunwing Airlines integration in 2025, more than 15,000 WestJetters support nearly 200 aircraft and connect guests to our global network of more than 100 destinations across North America, Central America, the Caribbean, Europe and Asia. The WestJet Group is a major Canadian employer and includes WestJet Airlines, WestJet Encore and Sunwing Vacations Group. We’re Canada’s leading value airline and largest vacation provider, with a united purpose of providing affordable and accessible air and vacation travel to Canadians.
 
Our safety promise
At WestJet, the safety and security of our people and our guests is a core value and at the heart of what we do. Safety and security are shared responsibilities all team members are expected to use safe work practices to ensure their well-being and the safety of others. WestJet recognizes that the use of Alcohol and Drugs can adversely impact a safe work environment and the well-being of others including guests, suppliers and the public, as well as place WestJet's operations at risk. All roles that are identified as Safey-Sensitive are required to pass a Pre-Employment Alcohol and Drug Test as per WestJet's Alcohol and Drug Policy. 
 
Our commitment to diversity, equity and inclusion
We embrace what makes each of us unique, and what makes us uniquely WestJet. We welcome diverse skills, experiences and backgrounds so if you're passionate about this role, we encourage you to apply – even if you don't meet every qualification listed. WestJet is committed to inclusiveness, equity and accessibility throughout the selection process. If you require accommodation at any stage, please contact our Talent Acquisition team at [email protected].
 
We value the time and effort you put into your application. Our recruitment process is highly competitive and while every applicant will receive communication regarding their application status, only those selected to move forward will be contacted with next steps. If this role isn’t the right fit, we encourage you to explore future opportunities with us.
 
For more information about everything WestJet, please westjet.com/aboutus.
If you wish to withdraw your application or request that your personal information be deleted, please contact us at [email protected].

Skills Required

  • 8+ years of progressive experience leading large-scale projects or programs, including technology delivery
  • Experience managing complex, cross-functional projects with multiple stakeholder groups
  • Strong project management skills across scope, schedule, budget, resources, governance, and risk management
  • Proficiency with project and portfolio tools such as MS Project, Planner, Jira, or similar
  • Exceptional communication, facilitation, and stakeholder management skills
  • Experience working with and influencing executive leadership
  • Ability to manage multiple priorities in a fast-paced environment
  • Bachelor's degree in business, technology, or a related field
  • PMP, Agile, Scrum, Lean, or related certification
  • Experience delivering technology-enabled business transformation, systems implementation, or digital platforms
  • Experience delivering Waterfall and Agile or hybrid projects
  • Airline, travel, hospitality, retail, or other service-industry experience
  • Experience within a PMO or portfolio governance environment, including stage gates and funding approvals
  • Experience in large, complex organizations undergoing enterprise change
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The Company
HQ: Calgary
15,000 Employees
Year Founded: 1996

What We Do

WestJet is a Canadian airline and the parent company of WestJet Airlines, WestJet Encore, and Sunwing Vacations Group. It provides affordable scheduled air travel connecting Canada with destinations across North America, Central America, the Caribbean, Europe, and Asia. The WestJet Group also operates vacation and cargo businesses, serving travelers and businesses through an expanding network while emphasizing reliability, operational excellence, and value.

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