Principal Engineer

Overview:

Guidepoint’s Engineering team thrives on problem-solving and creating happier users. As Guidepoint works to achieve its mission of making individuals, businesses, and the world smarter through personalized knowledge-sharing solutions, the engineering team is taking on challenges to improve our internal application architecture and create new products to optimize the seamless delivery of our services.

This position is hybrid in Toronto.

What You’ll Do:

• Service Decomposition — Breaking apart a monolithic enterprise application into well-bounded, independently deployable services. You'll define service boundaries, design APIs and contracts between them, and plan a phased migration strategy that keeps the business running while the architecture evolves.
• Data Migration — Leading the migration from a large, centralized multi-tenant database to smaller, domain-specific databases. This includes designing the target schemas, building migration tooling, handling data integrity and validation, and coordinating cutover with minimal downtime.
• Developer Experience & Standards — Establishing patterns, shared libraries, and CI/CD practices that make it easy for the rest of the engineering team to build on the new architecture with confidence.

What You Have

• 8+ years of experience in backend or full-stack engineering, with a demonstrated history of owning and delivering complex technical initiatives in enterprise environments.
• Architect Mindset with IC Ownership — You operate independently, make sound technical decisions, and drive projects from design through delivery without needing to be managed.
• Modernization Expertise — You have a track record of migrating or re-architecting legacy codebases into modern, maintainable systems without disrupting business continuity.
• Builder of New Services — You can design, build, and ship greenfield services end-to-end with production-grade quality.
• Fast-Paced Execution — You thrive in environments that value speed and iteration. You unblock yourself and move quickly without sacrificing quality.
• AI-Augmented Engineering — You actively leverage AI-assisted development tools (Cursor, etc.) to accelerate your workflow, and you know how to validate and monitor AI-generated output to ensure correctness and reliability.
• Backend & APIs — Strong Python proficiency with hands-on FastAPI experience.
• Ability to design and build performance, well-structured REST and GraphQL APIs.
• Databases — Deep experience with relational databases — PostgreSQL and/or SQL Server. Proficient in schema design, query optimization, and migrations.
• Messaging & Events — Working knowledge of asynchronous messaging patterns using RabbitMQ, Azure Service Bus, and/or Azure Event Hub.
• Infrastructure & CI/CD — Experience with containerized deployments on Kubernetes (K8s) and building/maintaining CI/CD pipelines (Azure DevOps, or similar).
• Frontend — Comfortable contributing to frontend codebases in React and TypeScript. You don't need to be a frontend specialist, but you can ship UI changes when needed.
• Observability — Hands-on experience with Datadog or equivalent platforms for monitoring, logging, distributed tracing, and alerting in production systems.

You will also be eligible for the following benefits:

• Paid Time Off
• Comprehensive benefits plan
• Company RRSP Match
• Development opportunities through the LinkedIn Learning platform

About Guidepoint: 

Guidepoint is a leading research enablement platform designed to advance understanding and empower our clients’ decision-making process. Powered by innovative technology, real-time data, and hard-to-source expertise, we help our clients to turn answers into action.

Backed by a network of nearly 1.75 million experts and Guidepoint’s 1,600 employees worldwide, we inform leading organizations’ research by delivering on-demand intelligence and research on request. With Guidepoint, companies and investors can better navigate the abundance of information available today, making it both more useful and more powerful.

At Guidepoint, our success relies on the diversity of our employees, advisors, and client base, which allows us to create connections that offer a wealth of perspectives. We are committed to upholding policies that contribute to an equitable and welcoming environment for our community, regardless of background, identity, or experience.

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