Senior Technical Program Manager

ShyftLabs • Toronto, ON

10d • CA$120,000 - CA$140,000 • Hybrid

About The Position

ShyftLabs is seeking an experienced Senior Technical Program Manager – Cybersecurity to support one of our leading enterprise clients. In this role, you will lead the delivery of large-scale cybersecurity programs that strengthen enterprise security capabilities while partnering with cross-functional engineering, security, and business teams. This is an opportunity to work on high-impact initiatives within a complex enterprise environment, helping drive strategic security programs from planning through execution. The ideal candidate is a strong technical program leader who thrives in fast-paced environments, excels at managing multiple stakeholders, and is comfortable balancing Agile and traditional project delivery methodologies.

Requirements

• 5+ years of experience managing large-scale technical programs or projects within enterprise environments.
• Proven experience leading cross-functional engineering or technology initiatives.
• Strong knowledge of Agile methodologies, including experience serving as a Scrum Master or Agile Delivery Lead.
• Experience delivering projects using Agile, Waterfall, and hybrid methodologies.
• Demonstrated success managing complex dependencies across multiple teams and stakeholders.
• Experience with project management and collaboration tools such as Jira and Confluence.
• Excellent communication, stakeholder management, and executive presentation skills.
• Strong organizational, planning, and problem-solving abilities.
• PMP, Certified ScrumMaster (CSM), or an equivalent project management certification.

Nice To Haves

• Experience delivering enterprise cybersecurity or information security programs.
• Familiarity with Application Security, Security Operations, Identity & Access Management (IAM), Governance, Risk & Compliance (GRC), and Privacy.
• Understanding of modern security practices, including Secure SDLC, vulnerability management, threat modeling, Zero Trust, and regulatory compliance frameworks.
• Experience integrating security tooling and automated testing into CI/CD pipelines.
• Experience working within enterprise PMOs or large-scale program governance environments.
• Bachelor's degree in Computer Science, Information Technology, Engineering, Business, or a related field (or equivalent practical experience).

Responsibilities

• Lead the end-to-end delivery of complex cybersecurity and technology programs, ensuring initiatives are completed on time, within scope, and aligned with business objectives.
• Manage project plans, timelines, dependencies, risks, resource allocation, and stakeholder communications across multiple concurrent initiatives.
• Drive Agile delivery by serving as a Scrum Master or Agile lead, facilitating ceremonies, managing backlogs, and coaching teams on Agile best practices.
• Partner with engineering, cybersecurity, infrastructure, compliance, and business stakeholders to translate technical requirements into actionable delivery plans.
• Monitor program health through delivery metrics, risk management, milestone tracking, and executive reporting, providing leadership with clear visibility into progress and key decisions.
• Identify and resolve cross-functional dependencies, risks, and roadblocks while fostering collaboration across technical and business teams.
• Apply Agile, Waterfall, or hybrid delivery methodologies based on program requirements and organizational needs.

Benefits

• Hybrid Flexibility: Enjoy a hybrid model with three days per week in our Toronto office.
• Downtown Toronto Office: Work in the heart of the city.
• Comprehensive Benefits: We cover 100% of health, dental, and vision insurance premiums for you and your dependents which means no out-of-pocket costs. Eligibility starts from day one itself.
• Growth & Learning: Access extensive learning and development resources to keep leveling up your skills.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: Associate degree