Lead the architecture, development, and delivery of enterprise insurance solutions while providing technical leadership to teams working within the Guidewire ecosystem. This role combines people leadership, hands‑on engineering, Agile delivery oversight, and strategic roadmap planning to drive scalable, secure, and high‑quality technology outcomes.

Client Details A company in the insurance industry located in Markham.

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 modern 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.

Profile

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 contemporary 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 contemporary 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

Job 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

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

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📌 Guidewire Development Manager (Winnipeg)
🏢 Michael Page
📍 Winnipeg