Technical Program Management, Guidewire Security

Accountabilities

• • Lead complex, cloud-scale technical security programs, ensuring execution remains aligned with strategic and business objectives.
  • Define and drive roadmaps for critical security functions and programs, coordinating priorities and dependencies across multiple teams.
  • Evaluate security programs, tooling, workflows, and operating models through an AI and automation lens, identifying opportunities to reduce manual effort and improve measurable outcomes.
  • Champion responsible AI adoption within the security organization, incorporating AI-assisted program management, reporting, analysis, and decision support into day-to-day work.
  • Build strong partnerships and effective feedback loops with technical and business leaders, engineering teams, consultants, vendors, and other stakeholders.
  • Establish and promote metrics-driven decision-making, using data to track progress, identify risks, measure outcomes, and maintain stakeholder accountability.
  • Act as a strategic thought partner and change leader, helping advance security maturity and understand how emerging AI capabilities are reshaping the security landscape.
  • Communicate complex security and program information clearly through written and verbal communications tailored to executives, technical teams, and external partners.
  • Promote proactive security practices and support secure, responsible adoption of AI across the organization.
  • Work with subject-matter experts to scope difficult problems, develop prototypes, test solutions, and iterate toward practical outcomes.
  • Continuously identify opportunities to improve processes, increase operational efficiency, and scale security programs through automation and technology.

  Requirements

  • Bachelor’s degree in Computer Science, Engineering, or another relevant technical discipline, or equivalent practical experience.
  • 5+ years of experience documenting processes and security requirements and managing complex, cloud-scale technical security programs within an enterprise environment.
  • 3+ years of experience managing programs involving Identity Governance and Administration (IGA), privileged access/privilege assessment management, Zero Trust, and single sign-on solutions.
  • Demonstrated experience delivering security programs within a cloud-based technology environment and translating security strategy into practical execution.
  • Strong understanding of established and emerging security technologies, including AI-enabled security solutions and their application across cloud products and enterprise environments.
  • Familiarity with SOC 1, SOC 2, ISO 27001, PCI, or comparable security and compliance frameworks is preferred.
  • Knowledge of applying the NIST Cybersecurity Framework to security program maturity is preferred.
  • Experience evaluating and governing enterprise AI adoption, including AI usage policies, AI tool assessments, and model and data risk considerations, is an asset.
  • Genuine curiosity about AI, with demonstrated use of AI tools in daily work and the ability to distinguish meaningful business value from hype.
  • Strong understanding of responsible AI adoption and the ability to educate, influence, and engage stakeholders around secure AI practices.
  • Ability to operate effectively in ambiguous environments, tackle complex problems without predetermined answers, and collaborate with SMEs to develop and demonstrate solutions.
  • Strong analytical and data-driven mindset, with the ability to translate information into actionable recommendations and measurable results.
  • Excellent organizational, problem-solving, negotiation, communication, and stakeholder-management skills.
  • Demonstrated end-to-end ownership across multiple teams, with the ability to influence security strategy, program direction, and execution without relying solely on formal authority.
  • Strong business acumen and a pragmatic approach to balancing security, technology, operational efficiency, and business priorities.

  Benefits

  • Base salary: CAD $120,000–$150,000 annually, depending on experience, skills, education, training, location, and other relevant factors.
  • Health coverage: Comprehensive health, dental, and vision insurance for eligible employees.
  • Paid time off: Paid time off designed to support sustainable work-life balance.
  • Retirement: Company-sponsored retirement plan.
  • Performance incentives: Some positions may qualify for an annual company bonus, commissions, and/or long-term incentive awards, subject to applicable eligibility and performance factors.
  • Remote flexibility: Remote work arrangement within Canada, including opportunities to work from Toronto or remotely.
  • Inclusive environment: A collaborative workplace that values integrity, rationality, collegiality, and diverse perspectives.
  • Career development: An environment focused on innovation, cloud technology, continuous learning, and opportunities to work on emerging AI and security challenges.