Lead enterprise Guidewire transformation and shape technical strategy
Drive AI adoption, manage teams, and influence business outcomes
About Our Client A company in the insurance industry located in Markham.
Job Description Establish governance and standards for application architecture, development and set reporting frequency to keep leadership updated
Provide technical leadership, remove delivery obstacles, foster a collaborative and innovative culture
Lead development team of employees and contractors delivering insurance solutions
Apply Guidewire best practices and secure development standards across the SDLC
Oversee solution design and code quality including architecture reviews and structured peer code reviews
Remain hands‑on when needed with coding, design discussions and troubleshooting
Guide initiatives from concept to release ensuring alignment with business and technical objectives
Support AI adoption within SDLC to enhance productivity and automation
Collaborate with PMs, BAs, and Business stakeholders to ensure clear requirements and predictable delivery
Ensure Agile commitments are met for scope, timelines and quality
Proactively manage risks, issues and communicate impacts to stakeholders
Monitor KPIs and delivery metrics and recommend improvements
Define and evolve technical direction for application platforms and roadmaps
Evaluate vendor and partner solutions for scalability and integration with Guidewire and enterprise systems
Drive adoption of contemporary tools and automation to improve efficiency and quality
Ensure software quality, reliability and scalability across all deliverables
Support operational readiness including monitoring,



performance validation and production alignment
Champion operational excellence through continuous improvement in quality, productivity, and processes
Partner with systems integrators, vendors, and internal stakeholders
Develop and manage Statements of Work (SOWs)
MPI does not discriminate on the basis of race, religion, sex, sexual orientation, gender identity or expression, age, disability, marital status, or based on an individual's status in any group or class otherwise protected under applicable human rights legislation. MPI encourages applications from minorities, women, the disabled and all other qualified applicants.MPI does not discriminate on the basis of race, religion, sex, sexual orientation, gender identity or expression, age, disability, marital status, or based on an individual's status in any group or class otherwise protected under applicable human rights legislation. MPI encourages applications from minorities, women, the disabled and all other qualified applicants
The Successful Applicant Bachelor's degree in Computer Science or a relevant discipline
4+ years of leadership experience with prior roles as manager or team leader
8+ years of professional application development experience across enterprise systems
Strong understanding of SDLC, development best practices, peer review processes and modern Agile methodologies




Hands‑on background in software development and testing with the ability to guide technical team
Experience with Guidewire Insurance Suite and related development tools, frameworks and integrations
Solid knowledge of P&C; insurance domain, products, processes and system integrations
Proficiency in Java, GOSU, and JavaScript/TypeScript for enterprise application development
Experience evaluating system and application architectures and making design recommendations
Proven ability to hire, mentor and develop talent while building engaged and high‑performing team
Strong adaptability and flexibility in managing shifting priorities and complex delivery environments
Ability to manage conflict and build consensus using logical and data‑driven communication
Experience with cloud‑hosted enterprise applications, SaaS platforms and modern DevOps tools (source control, issue tracking, build/release)
Experience using AI coding assistants (e.g., GitHub Copilot, OpenAI Codex, Claude) to enhance development productivity and code quality
Guidewire ACE Certified
Experience with digital modernization initiatives
Experience with Guidewire Cloud Platform or Guidewire upgrade initiatives
Hands‑on experience with cloud deployments on AWS or Azure
Familiarity with microservices architecture, cloud‑native development patterns and modern software development practices
What's on Offer Competitive salary ranging from $140000 to $160000 CAD.
Performance-based bonus opportunities.
Professional growth and development in the insurance industry.
Flexible In Office Requirements

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📌 Guidewire Development Manager (Ontario)
🏢 Michael Page International (Canada)
📍 Ontario