Career Opportunities: Development Manager, Guidewire (8500)
Requisition ID 8500 -Posted 08/14/2026 - CAA Ins & Ori App Supp & Development - IT - MARKHAM2 - Information Technology - CAA Club Group - Mid-Career - 0 - 10% - Full Time - Job Location (country) (1) - Job Location (region) (1)

At CAA Club Group, we are passionate about keeping our Memberssafe - whether they are on the road, at home, or travelling abroad.As atrusted 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
Are you ready to join an award-winning, purpose-driven culture? Welcome to the CAA Club Group of Companies (CCG), where purpose leads to passion!

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.

Join our growing team where everyone belongs!

Please note, salary range is not inclusive of total compensation. The expected salary range for this position will be impacted by factors such as the successful candidate’s skills, experience and working location, as well as the specific position’s business line, scope and level. Candidates with salary expectations outside of the range are encouraged to apply.

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 cooperative 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)

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

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 environmentsAbility 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

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.

Please note that we may use AI tools to help us through the recruitment process.

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📌 Manager Development (Ontario)
🏢 CAA Club Group
📍 Ontario