Senior Software Engineer

Posted 7 Days Ago
Be an Early Applicant
Toronto, ON, CAN
In-Office
135K-169K Annually
Senior level
Cloud • Information Technology • Insurance • Software • Analytics
Guidewire is the platform P&C insurers trust to engage, innovate, and grow efficiently.
The Role
Build and maintain scalable Python back-end microservices and data pipelines supporting document ingestion, RAG/IR systems, vector indexing, and LLM-powered knowledge services. Optimize performance, observability, APIs, and cloud deployments for production SaaS environments.
Summary Generated by Built In

Summary

Our Product Strategy organization is shaping the next generation of Guidewire’s cloud, data, and AI-powered platform for P&C insurers worldwide. We partner closely with Product Development & Operations to deliver secure, scalable solutions that improve reliability, performance, and customer value. You’ll join a collaborative, inclusive team that experiments, learns by doing, and works across Python, TypeScript/React, and modern AWS-native services.
In this Senior Software Engineer role, you’ll be the engineering front line for complex customer scenarios—triaging production issues, engineering hotfixes, and building the tools that keep our platform reliable at scale. You’ll apply deep SaaS backend expertise across Python, LLM and AI exposure to improve observability, streamline customer implementations, and unlock the full value of our AI‑infused product strategy. This is an opportunity to contribute directly to Guidewire’s mission to transform how the world’s P&C insurers do business through cloud, analytics, and AI, while shaping how our platform runs in real customer environments every day

Job Description

What You’ll Do
  • Document Ingestion & Pipelines: Design and maintain scalable data processing pipelines for ingesting, parsing, cleaning, and indexing multi-format unstructured and semi-structured documents from varied knowledge sources.

  • Knowledge & Retrieval Systems: Architect and optimize Retrieval-Augmented Generation (RAG) pipelines, semantic and hybrid search workflows, and context-assembly engines to deliver accurate, high-relevance information to downstream application models.

  • Metadata & Knowledge Organization: Implement robust schemas for document versioning, chunking strategies, metadata enrichment, taxonomy management, and granular permission-aware context filtering.

  • Back-End API & Service Development: Build reliable, high-throughput RESTful and streaming APIs in Python to expose context and knowledge services seamlessly to internal and external applications.

  • Performance & System Efficiency: Optimize background processing, memory overhead, database indexing, caching strategies, and queue-based batch operations to minimize latency and manage operational compute costs.

  • Evaluation & System Observability: Implement monitoring, logging, and continuous evaluation frameworks to track context retrieval precision, indexing health, API performance, and data drift in production.

  • Clean Architecture & Scalable Design: Maintain clean abstraction layers across data stores, embedding services, and language models to keep core domain logic modular, decoupled, and vendor-agnostic.

What You Bring
  • 6+ years of experience designing, building, and maintaining production back-end microservices and data pipelines using Python.

  • Knowledge Architecture & Processing Experience: Hands-on experience with document parsing, text chunking, metadata enrichment, and building scalable pipelines for unstructured knowledge processing.

  • Information Retrieval Expertise: Solid understanding of modern retrieval paradigms, including semantic search, vector indexing, lexical/keyword search, hybrid search, and RAG architectures.

  • Modern Python Ecosystem: Deep familiarity with modern Python back-end practices, asynchronous programming (async/await), relational/non-relational database design, and background job processing systems.

  • System Design & API Architecture: Proven experience building clean RESTful/streaming APIs, applying object-oriented/functional design patterns, and maintaining vendor-neutral software abstractions.

  • Cloud & Infrastructure Familiarity: Experience with cloud environments, containerized deployments (e.g., Docker, Kubernetes), message queues, caching layers, and CI/CD pipelines.

  • Engineering Quality & Technical Communication: Strong commitment to testing, technical documentation, code reviews, and clear cross-functional collaboration with product, data, and front-end engineering teams.

The Canadian CAD base salary range for this full-time position is 135,000.00 - 169,000.00. Your base pay will depend on your experience, skills, education, training, and location among other factors. All full-time positions or part-time roles working 30 hours or more a week at Guidewire are eligible for benefits that support their health and well-being including health, dental, and vision insurance, paid time off, and a company sponsored retirement plan. In addition, some roles may be eligible for the annual company bonus plan, commissions, and/or long term incentive awards which are contingent on a variety of factors including, but not limited to, company and employee performance.

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.

Skills Required

  • 6+ years designing, building, and maintaining production back-end microservices and data pipelines using Python.
  • Hands-on experience with document parsing, text chunking, metadata enrichment, and scalable unstructured knowledge processing pipelines.
  • Expertise in information retrieval: semantic search, vector indexing, lexical/hybrid search, and RAG architectures.
  • Deep familiarity with modern Python backend practices including async/await, relational and non-relational database design, and background job processing systems.
  • Proven experience building clean RESTful and streaming APIs, applying object-oriented/functional design patterns, and vendor-neutral abstractions.
  • Experience with cloud environments, containerized deployments (Docker, Kubernetes), message queues, caching layers, and CI/CD pipelines.
  • Exposure to LLMs and AI-infused product architectures and evaluation frameworks.
  • Strong commitment to testing, technical documentation, code reviews, and cross-functional collaboration.

Guidewire Software Compensation & Benefits Highlights

The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Guidewire Software and has not been reviewed or approved by Guidewire Software.

  • Flexible Benefits Flexible work options and distinctive global mobility programs enable remote/hybrid arrangements and short-term or longer-term cross-border work opportunities. Feedback suggests these options are a meaningful differentiator for those valuing location flexibility.
  • Leave & Time Off Breadth Unlimited PTO in the U.S., dedicated volunteer time, and a personal 'My Day' accompany generous parental leave. These elements indicate a broad time-off offering that supports rest, community engagement, and family needs.
  • Equity Value & Accessibility Equity grants (RSUs) and an employee stock purchase plan are positioned as significant parts of total compensation. Stock-based components can enhance overall pay, with value influenced by market conditions.

Guidewire Software Insights

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The Company
HQ: San Mateo, CA
3,400 Employees
Year Founded: 2001

What We Do

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, 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 1,000+ 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.

Why Work With Us

We're focused on each and every employees' personal and professional development, and offer internal career mobility programs and growth opportunities that make Guidewire unique. Other perks like generous PTO, flexible working, our Guidewire Gives Back charitabeland our "Work From Almost Anywhere" program support our employees' work-life balance

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