Senior Portfolio Analyst - Technology Portfolio & Planning (101250)

WestJet; Calgary; On-site; CAD 85,000 - 115,000; Full time

Job summary

A leading Canadian airline in Calgary is looking for a skilled Portfolio Management professional to oversee technology initiatives and strategic planning. This role involves driving technical planning health, managing budgets, and collaborating with various business units. The ideal candidate has over six years of experience in project management and a relevant degree in engineering or business. Join us in providing innovative solutions that enhance our service quality while enjoying a competitive rewards package.

Benefits

Travel privileges

Flexible savings and benefits programs

Collaborative culture

Qualifications

• 6+ years of experience in strategic planning or technology portfolio analysis.
• Familiarity with cybersecurity and cloud technologies is an asset.
• Proven project management skills with ability to handle multiple projects.

Responsibilities

• Drive the planning health of technology portfolio layers.
• Support maintenance of dashboards and reporting on key metrics.
• Collaborate with Finance on budget tracking and forecasting.

Skills

Strategic planning

Project management

Analytical skills

Stakeholder management

Resource optimization

Agile methodologies

Budget planning

Education

Degree in software engineering or related field

Tools

Portfolio management tools

Excel

Job description

Employment Type: Full-time Regular

City: Calgary, AB (YYC)

Posting Open Date: 12/22/2025

Posting Close Date: 01/05/2026 (Please note the posting will close at 11:59pm MST)

This position requires in‑person collaboration up to 5 days per week. *Please note this arrangement is subject to change with business requirements.*

Why WestJet

Every WestJet journey has the potential to enrich lives; a career with us is no exception.

WestJet arrived on the Canadian airline scene in 1996 and changed the industry for the better. We made air travel more affordable for Canadians and now we're going global.

Join us, this is where your career story takes off.

Overview of the role

Reporting directly to the Senior Manager, Technology Portfolio & Planning this role will support Technology leadership through delivery of projects and initiatives; the implementation of a sustainable portfolio planning and delivery process; and ensuring funding invested in technology portfolio is governed, tracked and proven to deliver.

Key Deliverables include

• Drive the technical planning health of all portfolio layers, proactively identifying and resolving delivery risks and bottlenecks (architecture compliance, technical debt reduction, deployment readiness, security gates, dependency mapping, and recovery strategies).
• Advance organizational maturity in portfolio management by introducing prioritization, governance, and planning processes.
• Support the maintenance of real‑time dashboards and consolidated reporting on key portfolio metrics and performance for executive‑level insights.
• Manage the Portfolio Management tool, including setup, configuration, training, maintenance, and continuous improvement.
• Gather input from across the business on key strategic initiatives and synthesize findings into executive‑level presentations to drive prioritization and alignment.
• Engage with business units to execute multi‑year investment portfolio planning roadmaps aligned with corporate strategy and technology objectives.
• Collaborate with Finance on monthly and quarterly deliverables, ensuring accurate budget tracking and proactive forecasting for technology investments and resource allocation.
• Develop tools for planning, dependency tracking, and scenario modelling to enable informed decision‑making.
• Own project‑to‑resource reconciliation to drive workforce planning and forecast staffing requirements for future fiscal years.
• Serve as process steward for Resource Management and Portfolio Management tools; lead training, adoption, and best practices across teams.
• Build strong relationships with stakeholders and act as a strategic liaison between business objectives and technology execution, translating priorities into actionable technical plans.
• Identify and implement opportunities to enhance portfolio management through automation, advanced analytics, and emerging technologies.
• Champion data‑driven decision‑making and foster a culture of transparency, accountability, and continuous improvement in portfolio governance.

Experience and Qualifications

• Degree in software engineering, business, economics, mathematics, or a related field; MBA, PMP, MS, MA, CFA, or CPA is an asset.
• 6+ years of experience in strategic planning, consulting, technology portfolio analysis, project management, or technical delivery.
• Previous airline planning and analysis experience is an asset.
• Experience in IT project delivery and Agile environments, with understanding of enterprise architecture principles, technology roadmaps, and governance frameworks.
• Familiarity with cybersecurity, data platforms, cloud technologies, and infrastructure planning is an asset.
• Expertise in business planning, workforce planning, and resource optimization to support multi‑year investment strategies.
• Strong analytical skills with expertise in financial modeling, forecasting, resource management, and budget planning for technology investments.
• Proficiency in portfolio management tools and advanced Excel modeling.
• Proven organizational and project management skills with ability to manage multiple simultaneous projects under tight deadlines.
• Strong stakeholder management and communication skills; adept at translating business objectives into technical plans.
• Detail‑oriented, naturally curious, and committed to delivering high‑quality results.
• Ability to lead governance forums and implement standardized processes, driving compliance with architecture, security, and quality gates.
• Built and delivered executive‑level dashboards and analytics that improved decision‑making and reduced delivery bottlenecks.
• Successfully implemented and administered enterprise portfolio management tools, including configuration, training, and vendor coordination.
• Developed integrated planning frameworks aligning technology investments with business priorities, improving sequencing and resource allocation.
• Introduced automation and advanced analytics to portfolio reporting, reducing manual effort and increasing accuracy.
• Achieved measurable improvements in portfolio health by driving technical debt reduction and resolving critical dependencies.

The benefits of being a WestJet ter

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 are a fit? Apply now!

We welcome diverse skills, experiences, and backgrounds, and 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 [e-mail].

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. Following integration with Sunwing in 2025, more than 14,000 WestJetters support nearly 200 aircraft and connect guests to more than 100 destinations across North America, Central America, the Caribbean, Europe and Asia.

As a major Canadian employer that includes WestJet Airlines, Sunwing Vacations Group and WestJet Cargo, the WestJet Group is Canada’s leading low‑cost 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. As safety and security is a shared responsibility, it is expected that you will use safe work practices to ensure your 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 safety sensitive are required to pass a pre‑employment alcohol and drug test as per WestJet's alcohol and drug policy.

Our Commitment to Diversity and Inclusion

We embrace what makes us each unique, and what makes us uniquely WestJet. We welcome diverse skills, experiences, and backgrounds, and 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 [e-mail].

Additional information

For more information about everything WestJet, please visit WestJet.com.