Development Manager, Guidewire

CAA Club Group; Vaughan; On-site; CAD 120,000 - 160,000; Full time

Job summary

CAA Club Group is seeking a seasoned engineering leader to drive architecture and delivery of enterprise insurance solutions. You will oversee a development team, apply Guidewire best practices, and ensure high-quality design across the SDLC.

Ideal candidates bring 8+ years in enterprise software, experience with Guidewire Insurance Suite, P&C domain knowledge, and strong leadership in Agile environments. The role emphasizes collaboration, modernization, and cloud-enabled SaaS deployments.

Qualifications

• Bachelor’s degree in Computer Science or related discipline.
• 4+ years of leadership experience with prior roles as manager or team leader.
• 8+ years of professional application development 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 ability to guide technical team.
• Experience with Guidewire Insurance Suite and related development tools.
• Solid knowledge of P&C insurance domain, products, processes and system integrations.
• Proficiency in Java, GOSU, and JavaScript/TypeScript for enterprise development.
• Experience evaluating system architectures and making design recommendations.
• Proven ability to hire, mentor and develop talent while building high-performing teams.
• Experience with cloud-hosted enterprise apps, SaaS platforms and modern DevOps tools.
• Experience using AI coding assistants to enhance productivity and code quality.
• Guidewire ACE Certified.
• Experience with digital modernization initiatives.

Responsibilities

• Establish governance and standards for application architecture and development; set reporting cadence.
• Provide technical leadership, remove delivery obstacles and foster collaboration.
• 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 peer reviews.

Skills

Leadership experience

Guidewire Insurance Suite

Java

GOSU

JavaScript/TypeScript

Cloud platforms

DevOps tools

AI coding assistants

ACE Certified

Education

Bachelor’s degree in Computer Science

Tools

Guidewire Cloud Platform

AWS

Azure

Git

Job description

About Us

At CAA Club Group, we are passionate about keeping our Memberssafe - whether they are on the road, at home, or travelling abroad. As a trusted Member-based organization, we provide products and services that are essential to Members’ safety and peace of mind. With over 2.6 million Members across Ontario and Manitoba, we advocate on issues such road safety and infrastructure, the environment, seniors’ mobility, and consumer protection. Associates share in each other’s successes, drive change and support each other while cultivating a great working environment to deliver on what is best for our Members. CAA SCO Systems & Services Inc. is a member of the CAA Club Group of Companies.

Who We Are

• At CCG, we are committed to delivering an exceptional Associate experience. We offer:
• Work-life harmony with access to an award-winning holistic wellness program,
• Continuous learning through our robust corporate curriculum and education reimbursement program,
• Incredible rewards, travel incentives, and product and service discounts,
• Pay-for-performance and best-in-class recognition programs, and
• Competitive benefits that include a defined contribution plan, personal spending account, and so much more.

Position Details

What You Will Do

• 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

  Who You Are

  • 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

  Preferred Skills

  • 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

  Our Commitment

  We are an equal opportunity employer and are committed to providing employment accommodation in accordance with all applicable Provincial Human Rights and Accessibility Legislation. CCG will provide accommodations to job applicants with disabilities throughout the recruitment process. If you require an accommodation, please notify us and we will work with you to meet your needs.