Guidewire

Guidewire

Technical Program Manager- Implementation Lead

Canada - Toronto, Remote · Part-time

Sponsorship not specified$98k-$123kDetected 2 days ago
Cloud PlatformsPlatform EngineeringMachine LearningAgentic AICybersecurityProduct StrategyAgileJiraConfluenceStakeholder ManagementVendor ManagementLeadershipCommunicationUnderwritingProperty & Casualty

About the role

  • We work in a global, hybrid environment, combining deep insurance and cloud expertise with a culture of curiosity, inclusion, and continuous improvement.
  • This role is ideal for someone who thrives in distributed, high‑velocity environments, is comfortable in technical detail, and is energized by driving measurable outcomes across AI, cloud, and data‑driven programs.
  • The Canadian CAD base salary range for this full-time position is $98,000 - $123,000.

Responsibilities

  • Lead client facing, end‑to‑end planning and execution of complex, multi‑team technical programs across platform, cloud operations, product engineering, data, and security to support PDO's goals in reliability, security, and gross margin improvement.
  • Partner with engineering, product management, design, QA, business stakeholders, and infrastructure teams to define scope, problem statements, success metrics, and delivery milestones for initiatives such as GenAI "lifts," cloud reliability improvements, and new platform capabilities.
  • Develop, maintain, and continuously refine integrated program plans-including timelines, dependency maps, risk registers, and release plans-to ensure programs land on time, within scope, and with clearly defined business outcomes.
  • Manage cross‑functional dependencies, proactively identify and remove blockers, and escalate risks with data‑driven options so teams can move quickly while maintaining quality, compliance, and customer trust.
  • Facilitate agile ceremonies, technical deep dives, architecture and design discussions, and regular program syncs that align teams around priorities, trade‑offs, and delivery commitments across loosely coupled domains.
  • Implement and evolve program governance, reporting cadences, and operational best practices that improve transparency, decision‑making, and execution efficiency across PDO and partner organizations.
  • Define and own program‑level KPIs (e.g., reliability, incident metrics, development velocity, technical debt reduction, cloud and data platform adoption, infrastructure stability), track variances, and drive course‑corrections based on data and continuous feedback.
  • Influence platform and tooling direction by identifying opportunities to streamline developer workflows, improve operational efficiency, and better support AI, cloud, and data platform adoption across PDO and other teams.
  • Manage relationships with clients, including contract and SLA considerations, to ensure external dependencies support program outcomes and service reliability.
  • Proven track record of designing and running metrics‑driven programs: defining KPIs, building dashboards or reporting mechanisms, and using data to guide decisions, communicate impact, and improve program performance.

Requirements

  • Required Skills & Experience
  • Hands‑on experience with engineering planning and tracking tools (e.g., JIRA, Aha!, Confluence, Google Sheets) to manage backlogs, dependencies, and status reporting at scale.
  • Proficiency with change management principles and techniques-able to guide teams through new processes, tools, and ways of working while minimizing disruption and resistance.
  • Experience with vendor management, including understanding of SLAs, contract implications, and how external partners fit into critical program paths.
  • Prior experience in organizations undergoing significant cloud, AI, or data platform transformation, especially where operational excellence and innovation must be balanced.

Nice to have

  • Preferred Skills & Experience

Compensation

  • The Canadian CAD base salary range for this full-time position is $98,000 - $123,000.

Benefits

  • Ensure technical readiness for production releases-including security posture, scalability, performance, disaster recovery dependencies, and operational health-aligned with Guidewire's security and compliance standards.
  • Your base pay will depend on your experience, skills, education, training, and location among other factors.

Company info

  • @Guidewire_PandC.
  • Guidewire Software, Inc. is proud to be an equal opportunity and affirmative action employer.
  • We are committed to an inclusive workplace, and believe that a diversity of perspectives, abilities, and cultures is a key to our success.
  • Qualified applicants will receive consideration without regard to race, color, ancestry, religion, sex, national origin, citizenship, marital status, age, sexual orientation, gender identity, gender expression, veteran status, or disability.
  • All offers are contingent upon passing a criminal history and other background checks where it's applicable to the position.
  • At Guidewire, we foster a culture of curiosity, innovation, and responsible use of AI-empowering our teams to continuously leverage emerging technologies and data-driven insights to enhance productivity and outcomes.

Visa & Work Authorization

  • ualified applicants will receive consideration without regard to race, color, ancestry, religion, sex, national origin, citizenship, marital status, age, sexual orientation, gender identity, gender expression, veteran st
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This listing is sourced directly from Guidewire's careers page and normalized into a canonical job model.