Take Your Career to New Heights with Flair Airlines
We’re here to make air travel affordable for everyone, and we’re looking for talented individuals who want to help us continue changing the industry for the better. As Canada’s most reliable airline, we're all about offering real value. As we continue to expand our network, increase flight frequencies, and introduce more services, we’re looking for passionate team members to help us in our mission to make air travel accessible for everyone. We know who we are, and we’re confident in our approach—but we don’t take ourselves too seriously.
Your Team:
Join Flair’s Digital Operations team, where technology, security, and innovation enable the systems that power our airline. Reporting to the Director, Digital Operations, the Project Manager, Digital Operations, is responsible for leading the planning, coordination, and delivery of technology and cybersecurity initiatives across Flair’s Digital Operations portfolio. This role oversees complex, cross-functional projects that enhance operational efficiency, strengthen cybersecurity posture, and modernize IT systems across the organization. The ideal candidate is a collaborative and organized project leader with strong communication skills and a solid understanding of IT and cybersecurity environments.
This position is based on-site at our offices in Toronto (YYZ), Edmonton (YEG), Calgary (YYC), or Vancouver (YVR).
A Day in the Life:
The duties of the Project Manager include:
- Plan, execute, and deliver IT and cybersecurity projects according to scope, timeline, and budget.
- Define project scope, objectives, deliverables, and success metrics in alignment with business goals.
- Develop and maintain project documentation, including charters, schedules, budgets, RAID logs, and status reports.
- Coordinate cross-functional project teams, including IT operations, cybersecurity, application development, and business stakeholders.
- Facilitate project meetings, track action items, and ensure accountability for deliverables.
- Identify, assess, and mitigate project risks, dependencies, and issues.
- Manage vendor relationships and ensure deliverables meet Flair’s technical and security standards.
- Collaborate with the procurement team on contract activities for IT and cybersecurity initiatives.
- Support change management and communication efforts to ensure smooth adoption of new technologies or processes.
- Collaborate with cybersecurity to ensure projects comply with internal security policies and regulatory frameworks (e.g., PCI DSS, ISO 27001).
- Contribute to the continuous improvement of project management methodologies and tools within the Digital Operations function.
- Prepare executive-level reporting on project progress, risks, and outcomes.
- Perform other duties and responsibilities as assigned.
What You Bring to the Role:
The preferred candidate should exemplify Flair's core values: honesty, efficiency, accountability, and respect, while demonstrating success in previous roles. Additionally, we are seeking individuals who possess:
- Education:
- Post-secondary education in Computer Science, Information Technology, Cybersecurity, or a related field is preferred.
- Relevant certifications (e.g., CompTIA Security+, CySA+, Microsoft SC-200, or similar) are an asset.
- Experience:
- Minimum of 2–5 years of experience in cybersecurity, systems administration, or IT security operations.
- Hands-on experience across multiple cybersecurity domains and tools, including:
- Network Security (Firewalls, IDS/IPS, Segmentation, VPN, NAC)
- Vulnerability and Patch Management
- Identity and Access Management (IAM)
- Endpoint Security and Hardening
- Cloud Security (Microsoft 365 / Azure / AWS)
- Email and Phishing Defense
- Practical experience with a range of cybersecurity tools and technologies, including:
- Network Security: Fortinet (FortiGate, FortiAnalyzer), Cisco Firepower, pfSense.
- Endpoint Security: Microsoft Defender for Endpoint, Palo Alto Cortex.
- SIEM / Log Management: Microsoft Sentinel, IBM QRadar/QRoC.
- Vulnerability Management: Tenable, Qualys, or Rapid7.
- Identity & Access Management: Azure AD, Entra ID.
- Cloud Security: Microsoft 365 Security Center, Defender for Cloud, AWS Security Hub.
- Email Security: Mimecast, Microsoft Defender for Office 365.
- Awareness & Phishing Simulation: Mimecast, KnowBe4.
- Prior experience in aviation, transportation, or other regulated industries is considered an asset.
- Skills and Abilities:
- Strong analytical, troubleshooting, and problem-solving capabilities.
- Excellent written and verbal communication skills with the ability to document technical information clearly.
- Ability to manage multiple priorities in a fast-paced, dynamic environment.
- Solid understanding of modern threat vectors, the MITRE ATT&CK framework, and defence-in-depth strategies.
- Familiarity with scripting or automation tools (e.g., PowerShell, Python) is an asset.
- Demonstrated curiosity, ownership, and commitment to continuous learning.
- Requirements:
- Clear Canadian Criminal Record Check (CCRC) and satisfactory employment references.
- Must be legally eligible to work in Canada without restriction.
Why You’ll Love Working Here:
At Flair, we prioritize our teams by cultivating a supportive, collaborative work environment filled with opportunities for growth. Investing in our people is at the heart of what we do because your success fuels our collective achievements. We are dedicated to fostering a workplace where leaders thrive, innovation flourishes, and every team member feels valued and empowered.
From the moment you join us, you’ll have access to a comprehensive benefits package designed to support your well-being—because when you’re at your best, so are we. This benefits package includes:
- Comprehensive Salary– A salary that reflects your experience and contributions.
- Comprehensive Benefits – Competitive medical and dental coverage, disability insurance, life insurance, and an employee & family assistance program.
- Retirement Savings – A pension plan with employer-matched contributions.
- Unlimited Travel Perks – Enjoy free and discounted flights for you and your travel companions.
If you’re ready to join a team that’s bold, innovative, and fun, we want to hear from you!
Your Career, Your Journey—Join Flair!
If you’re ready to embark on this exciting journey with Flair Airlines, please submit your resume through the job posting and answer a few questions about your experience and suitability for the role. We look forward to reviewing your application.
Apply by: November 20, 2025
At Flair, we’re committed to building an inclusive, equal, and accessible workplace that welcomes diverse talent. We encourage candidates from all backgrounds to apply. If you need accommodation during the selection process, just let us know.
We thank all applicants for their interest in Flair; however, only those selected to continue in the process will be contacted.
Website: flyflair.com [https://flyflair.com/]
