Senior Director, Cybersecurity

University Pension PlanToronto, ON
Hybrid

About The Position

UPP is seeking an experienced and pragmatic cybersecurity leader to own and lead UPP’s end-to-end cybersecurity capability. This role is accountable for protecting the organization’s information and technology assets through effective strategy, governance, risk management, and security operations. Operating in a lean team environment, the Senior Director combines executive leadership with hands-on accountability for outcomes. The role requires a leader who can translate strategy into execution, ensuring that controls are not only well-designed but effectively implemented and operated. Reporting to the Managing Director, Data & Technology, this role acts as the first-line owner of cyber risk and a key partner to Enterprise Risk, Technology, and business leaders. This role is based in downtown Toronto in a hybrid work environment, allowing employees the flexibility to work remotely and in-office (minimum two days per week in-office). This posting is for an existing vacancy.

Requirements

  • Minimum 10–12 years of progressive cybersecurity experience, including leadership of enterprise cybersecurity programs.
  • Prior experience operating as a senior cybersecurity leader (e.g., Head of Cybersecurity or equivalent) with end-to-end accountability.
  • Strong knowledge of cybersecurity frameworks (e.g., NIST CSF) and Canadian regulatory expectations.
  • Demonstrated experience integrating cybersecurity into enterprise risk management and executive governance.
  • Experience managing and optimizing vendor-delivered cybersecurity services (e.g., MSSP, MSP).
  • Strong understanding of modern technology environments, including cloud (Azure, GCP), identity, and endpoint security.
  • Executive-level communicator with the ability to translate cyber risk into business impact and board-level discussions.
  • Strong leadership presence with the ability to operate as a peer to senior executives and influence enterprise decision-making.
  • Strategic thinker with a bias toward execution and measurable outcomes.
  • Comfortable operating as the senior cybersecurity leader in a lean organization, balancing breadth of accountability with depth of involvement.
  • Ability to move fluidly between strategy, governance, and operational execution.
  • Sound judgment and decision-making in high-pressure situations.
  • Strong leadership presence with the ability to influence across technical and non-technical stakeholders.

Nice To Haves

  • Experience in financial services, asset management, pension plans, or similarly regulated environments is strongly preferred.
  • Relevant certifications (e.g., CISSP, CISM, CISA) are considered an asset.

Responsibilities

  • Define and evolve UPP’s cybersecurity strategy and roadmap aligned to business priorities and risk appetite.
  • Translate strategy into clear priorities, funded initiatives, and measurable outcomes.
  • Ensure consistent execution and delivery of cybersecurity initiatives across internal teams and partners.
  • Act as the first-line owner of cybersecurity risk, including identification, assessment, and treatment.
  • Ensure controls are not only defined but implemented, operating effectively, and continuously improved.
  • Provide clear, decision-oriented reporting on risk posture, trade-offs, and emerging threats.
  • Develop and deliver high-quality cybersecurity reporting and presentations for executive leadership and the Board, translating technical risk into business impact, options, and decisions.
  • Be accountable for the effectiveness of security operations, including vendor-delivered SOC capabilities.
  • Ensure readiness to detect, respond to, and recover from cybersecurity incidents.
  • Lead or directly support response during significant incidents and drive improvements through post-incident reviews.
  • Maintain a pragmatic set of policies, standards, and control expectations aligned to UPP’s risk profile.
  • Ensure governance processes enable timely and informed decision-making.
  • Oversee assurance activities to validate control effectiveness and address gaps.
  • Embed security into architecture, cloud adoption, and change delivery processes.
  • Partner with Technology and business leaders to enable secure, risk-informed decision-making.
  • Balance security, speed, and cost in support of business outcomes.
  • Lead and develop a small internal team and a network of external partners.
  • Operate as a player-coach, stepping in as needed to ensure outcomes are achieved.
  • Ensure clarity of accountability across governance, risk, cyber training, security operations, engineering, and incident response.
  • Promote a strong, practical security culture across UPP.
  • Enable leaders to understand and act on cyber risk in business terms.
  • Build trusted relationships across Technology, Risk, and business stakeholders.

Benefits

  • Defined benefit pension plan
  • Flexible hybrid work model
  • Paid time off – vacations, personal days and wellness days
  • Work remotely up to eight weeks/year
  • Comprehensive group benefits including medical, dental, vision, etc.
  • Extended paramedical and mental health service coverage
  • Health care and lifestyle spending accounts
  • Fertility treatments, paid parental leave, and gender affirmation coverage
  • Education Assistance program
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