Senior Database Migration Engineer

Guidewire Software; Toronto; On-site; CAD 120,000 - 180,000; Full time

Benefits offered by this job

Hybrid work model

Health benefits

Paid time off

Career growth

Market pay

Job summary

Guidewire Software in Toronto is seeking a Senior Database Migration Engineer to lead complex migrations from legacy Guidewire systems to Guidewire Cloud Platform, ensuring performance and data integrity.

You will design automation, tune PostgreSQL, and coordinate with PDO, Professional Services and cloud operations to minimize downtime and deliver measurable value for insurers upgrading to Guidewire Cloud.

Qualifications

• Bachelor's degree in Computer Science or related STEM field or equivalent practical experience.
• 8+ years of experience in database engineering, including at least 2 years in production data migrations.
• Experience migrating Oracle/SQL Server to PostgreSQL and resolving related issues.
• Strong PostgreSQL expertise, including performance tuning and operational best practices in cloud/hybrid environments.
• Proficiency with UNIX/Linux scripting (bash, Python) to automate migrations, monitoring, and validation tasks.
• Experience with cloud platforms (AWS/Azure) and networking basics in cloud/hybrid setups.
• Clear, concise English communication and cross-functional collaboration.
• Willingness to work 30-50% of weekends with advance notice.

Responsibilities

• Design and execute end-to-end database migrations from Oracle/SQL Server to PostgreSQL for Guidewire Cloud.
• Optimize data transfer and runtime performance to meet demanding SLAs.
• Develop, maintain, and improve migration tooling and automation using bash and Python.
• Configure and use data replication tools (AWS DMS, Oracle GoldenGate, SQL Server replication) for low-downtime migrations.
• Troubleshoot migration, performance, and connectivity issues across DB, app, and network layers with cross-team collaboration.
• Apply AI-assisted coding to accelerate root-cause analysis, script development, and validation workflows.
• Rigorously validate data before/after migrations via checks, controls, and reconciliation processes.
• Support a culture of curiosity and responsible use of AI to enhance productivity.

Skills

AI in migrations

English communication

Cloud platforms (AWS/Azure)

Unix/Linux scripting (bash, Python)

Database migration experience

Oracle

SQL Server

PostgreSQL

Education

Bachelor’s degree in Computer Science or related field

Tools

AWS DMS

Oracle GoldenGate

SQL Server replication

PostgreSQL tooling

Terraform

GitHub Actions

Job description

Summary

Guidewire’s Product Development & Operations (PDO) builds and runs the cloud platform and products that power how P&C insurers operate worldwide. We focus on secure, reliable, and efficient SaaS delivery, with a culture grounded in collaboration and continuous improvement. You’ll work closely with engineers across operations and applications to deliver safe, high‑quality outcomes for our customers.

Job Description

As a Senior Database Migration Engineer, you will lead complex customer database migrations from legacy Guidewire systems into Guidewire Cloud Platform, ensuring performance, data integrity, and minimal downtime. You’ll combine deep database expertise with a practical, customer‑focused mindset to design, automate, and execute repeatable migration patterns. This role is critical to how PDO delivers cloud‑platform adoption at scale, helping insurers modernize and realize measurable value from Guidewire’s solutions.

What you’ll do

• Design and execute end‑to‑end database migration strategies from Oracle and/or SQL Server to PostgreSQL for Guidewire Cloud, including planning, dry runs, cutover, and post‑go‑live stabilization.


• Optimize data transfer and runtime database performance using techniques such as query plan tuning, indexing strategies, partitioning, batching, and connection/throughput optimization to meet demanding SLAs.


• Develop, maintain, and improve migration tooling and automation (e.g., scripts, utilities, pipelines) using bash, Python, workflow and related technologies to make migrations faster, safer, and more repeatable across customers.


• Configure and use data replication tools (such as AWS DMS, SQL Server transactional replication, or Oracle GoldenGate) to support low‑downtime, phased, and high‑volume database migrations.


• Troubleshoot complex migration, performance, and connectivity issues across database, application, and network layers in collaboration with PDO, Professional Services, and cloud operations teams, including planned weekend cutovers aligned to customer needs.


• Apply AI‑assisted coding and analysis tools (such as Claude Code) to accelerate root‑cause analysis, script/tool development, performance investigations, and validation workflows, and share best practices that raise the bar for the team.


• Rigorously validate and reconcile data before and after migrations by defining and executing checks, controls, and reconciliation processes that give customers and internal stakeholders confidence in data completeness, accuracy, and consistency.


• At Guidewire, we foster a culture of curiosity, innovation, and responsible use of AI—empowering our teams to continuously leverage emerging technologies and data‑driven insights to enhance productivity and outcomes.

What you’ll bring

Required

• Demonstrated ability to embrace AI and apply it to your current role as well as data‑driven insights to drive innovation, productivity, and continuous improvement.


• Bachelor’s degree in Computer Science, a related STEM field, or equivalent practical experience.


• 8+ years of experience in database engineering, including at least 2 years focused on data/database migration in production environments.


• Deep, hands‑on experience with Oracle and/or Microsoft SQL Server, including schema design, indexing, performance tuning, and day‑to‑day operations.


• Proven experience migrating databases from Oracle and/or SQL Server to PostgreSQL, including resolving compatibility, performance, and operational issues.


• Strong PostgreSQL expertise, including query plan analysis, performance optimization, and operational best practices in a cloud or hybrid environment.


• Proficiency with UNIX/Linux administration and scripting (bash, Python) to automate migration, monitoring, and validation tasks.


• Experience with at least one major cloud platform (such as AWS or Azure), plus solid understanding of networking fundamentals, connectivity, and troubleshooting in cloud and hybrid environments.


• Familiarity with data replication technologies (for example AWS DMS, SQL Server transactional replication, or Oracle GoldenGate) and their use in migration or cutover scenarios.


• Clear, concise communication in English (written and spoken), with the ability to collaborate across distributed, cross‑functional teams.


• Available to work 30-50% of weekends with advance notice and flexible compensation time off.


• Strong work ethic, proactive ownership mindset, and commitment to follow‑through for customers and colleagues, with the humility and curiosity to learn from others.

Preferred

• Experience with infrastructure‑as‑code or environment automation tools such as Terraform.


• Programming skills in one or more languages such as Java, Kotlin, C, or Go.


• Experience with Workflow tools such as GitHub Actions, Argo Workflows, KubeVela Workflows, or Temporal.


• Experience using work management tools such as Jira and source control systems such as Git.


• Background working in SaaS, mission‑critical, or high‑availability environments, ideally within financial services or insurance technology.


• Exposure to large‑scale, multi‑tenant cloud platforms and data‑intensive workloads.

Your Impact

We believe in clarity and setting you up for success. In your first six months, you will lead several customer migration projects end‑to‑end: assessing legacy databases, shaping migration and cutover plans, optimizing PostgreSQL performance, and driving rigorous data validation so customers can confidently run their business on Guidewire Cloud. You’ll measure success through smooth data migrations, reduced downtime, improved performance, and reusable automation that accelerates future migrations. Over time, your data migration optimization and tooling will enable Guidewire to scale and efficiently serve more customers, contributing to our broader mission of transforming how P&C insurers do business.

What’s in it for you

The people we employ give their all, and in return, we offer flexibility wherever we can, such as:

• Flexible work environment and hybrid working model.


• Health and wellness benefits.


• Paid time off programs, including volunteer time off.


• Market‑competitive pay and incentive programs.


• Continual development and internal career growth opportunities, including access to cutting‑edge AI, cloud, and data projects aligned to our “Your Career. Your Adventure.” philosophy.

About Guidewire

Guidewire is the platform P&C insurers trust to engage, innovate, and grow efficiently. We combine digital, core, analytics, and AI to deliver our platform as a cloud service. More than 540+ insurers in 40 countries, from new ventures to the largest and most complex in the world, run on Guidewire.

As a partner to our customers, we continually evolve to enable their success. We are proud of our unparalleled implementation track record with 1600+ successful projects, supported by the largest R&D team and partner ecosystem in the industry. Our Marketplace provides hundreds of applications that accelerate integration, localization, and innovation.

For more information, please visit www.guidewire.com and follow us on Twitter: @Guidewire_PandC.

Guidewire Software, Inc. is proud to be an equal opportunity and affirmative action employer. We are committed to an inclusive workplace, and believe that a diversity of perspectives, abilities, and cultures is a key to our success. Qualified applicants will receive consideration without regard to race, color, ancestry, religion, sex, national origin, citizenship, marital status, age, sexual orientation, gender identity, gender expression, veteran status, or disability. All offers are contingent upon passing a criminal history and other background checks where it's applicable to the position.