Senior Technical Program Manager

About ShyftLabs ShyftLabs is a fast-growing data and technology company that partners with Fortune 500 and enterprise organizations to solve complex business challenges through cloud, AI, data engineering, and modern software solutions. We foster a collaborative, innovation-driven culture where talented professionals work on impactful initiatives that drive measurable business outcomes. The Opportunity 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. What You'll Be Doing 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. What You'll Bring 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 Have 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). Salary Range $120,000 - $140,000 (CAD) At ShyftLabs, your work matters. We’re a growing data product company making a big impact with Fortune 500 clients and as we scale, you’ll have the chance to shape solutions, influence strategy, and grow your career alongside us. Here’s what you can expect when you join our team: -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. Inclusion at ShyftLabs We’re building something big, and we want you on the journey with us. If you’re ready to use data and innovation to make an impact, apply today and let’s grow together. ShyftLabs is an equal-opportunity employer committed to creating a safe, diverse, and inclusive environment. We encourage applicants of all backgrounds including ethnicity, religion, disability status, gender identity, sexual orientation, family status, age, and nationality to apply. If you require accommodation during the interview process, let us know and we’ll be happy to support you.