Technical Program Manager – Implementation Lead

This is a fully remote position, open to applicants in Canada.

📋 Description

• Lead the planning and execution of complex, multi-team technical programs that involve client interactions across platform, cloud operations, product engineering, data, and security.

• Define the scope, problem statements, success metrics, and delivery milestones in collaboration with engineering, product management, design, QA, business stakeholders, and infrastructure teams.

• Develop and enhance integrated program plans, timelines, dependency maps, risk registers, and release plans.

• Oversee cross-functional dependencies, eliminate blockers, and escalate risks with data-driven solutions.

• Facilitate agile ceremonies, technical deep dives, architecture and design discussions, and program synchronization meetings.

• Implement and refine program governance, reporting cadences, and operational best practices.

• Define and manage program-level KPIs, monitor variances, and drive data-informed adjustments.

• Ensure technical preparedness for production releases, addressing aspects such as security, scalability, performance, disaster recovery, and operational health.

• Lead change management initiatives and align programs with Guidewire’s vision for AI, GenAI, cloud, and data platforms.

• Identify opportunities to enhance developer workflows and increase operational efficiency.

• Manage client relationships, including considerations for contracts and service level agreements (SLAs).

• Connect distributed teams to achieve secure, scalable, AI-enabled cloud platform outcomes.

⛳️ Requirements

• 5–7+ years of overall professional experience.

• 2+ years of experience in technical program management overseeing complex, multi-team software projects.

• Strong knowledge of the software development lifecycle and agile or hybrid delivery methodologies.

• Understanding of modern software architecture, distributed and multi-tenant SaaS cloud systems, and platform engineering principles.

• Experience in defining KPIs, creating dashboards or reporting tools, and utilizing data to inform decisions.

• Practical experience with tools such as JIRA, Aha!, Confluence, and Google Sheets.

• Outstanding stakeholder management and communication abilities.

• Proficiency in change management principles and methodologies.

• Capability to adopt and leverage AI and data-driven insights to foster innovation and continuous improvement.

• Preferred: experience with cloud operations, platform reliability, AI/ML, GenAI, or large-scale data platforms.

• Preferred: experience in P&C insurance or other heavily regulated industries.

• Preferred: familiarity with vendor management, SLAs, and contract implications.

• Preferred: experience in cloud, AI, or data platform transformations.

🏝️ Benefits

• Health insurance

• Dental insurance

• Vision insurance

• Paid time off

• Company-sponsored retirement plan

• Some roles may qualify for the annual company bonus plan

• Some roles may be eligible for commissions

• Some roles may qualify for long-term incentive awards