Guidewire Development Manager

Michael Page International (Canada); Markham; On-site; CAD 140,000 - 160,000; Full time

Benefits offered by this job

Performance-based bonus

Job summary

Michael Page International (Canada) is seeking a senior leader to drive the enterprise Guidewire transformation and shape the technical strategy in Markham. You will lead AI adoption, manage teams and influence business outcomes, while ensuring governance, standards, and high-quality delivery across the SDLC.

The role requires hands-on leadership, deep Guidewire expertise, and collaboration with PMs, BAs and stakeholders to align requirements with technical objectives.

Qualifications

• 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.
• 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.
• Experience using AI coding assistants 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.

Responsibilities

• 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).

Skills

Java

GOSU

TypeScript

Guidewire

Leadership

Cloud

AWS

Azure

DevOps

AI tools

Education

Bachelor's degree in Computer Science

Tools

Git

Azure DevOps

CI/CD

Jira

Job description

• 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 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.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