Senior Software Engineer - Ontario Canada Remote (CA)

About Cimpress Technology

Cimpress Technology builds the software platforms that power Cimpress’ mass-customization businesses around the world. Our teams develop highly scalable, cloud-native systems that enable millions of customers to design, purchase, and receive personalized products. We focus on long-term platform thinking, engineering excellence, and building systems that operate reliably at global scale.

About the Role

We are hiring a Senior Software Engineer to join our Order Processing subdomain, working on a next-generation Commerce Platform.

This role is ideal for a senior engineer who enjoys owning backend systems end-to-end, working on complex business workflows, and building reliable, scalable services that operate at high transaction volumes. You will play a key role in designing and evolving a standardized commerce platform that enables Cimpress businesses to transact at massive scale while reducing reliance on third-party SaaS solutions.

This is a remote-first role based in Ontario, Canada, with a collaborative, distributed team.

What You’ll Work On

You’ll help build CimCommerce v2, a unified, internally owned commerce platform designed to:

• Support billions of dollars in annual transactions

• Standardize commerce capabilities such as carts, orders, payments, and fulfillment

• Enable consistent, high-quality data across commerce systems

• Improve reliability, extensibility, and long-term platform leverage

• Serve as a foundation for future personalization, optimization, and AI-driven capabilities

Customer-facing experiences are owned by Cimpress businesses; your focus will be on core backend commerce services and platform capabilities.

What You Will Do

• Design, develop, and maintain backend services and APIs for cart and order lifecycle management

• Build cloud-native, distributed systems with a focus on scalability, reliability, and data integrity

• Collaborate with product managers, engineers, and partner teams to translate business needs into well-designed technical solutions

• Take ownership of features from design through production, including operational readiness

• Participate in code reviews, architecture discussions, and technical decision-making

• Troubleshoot production issues and continuously improve system resilience and performance

• Contribute to automated testing and CI/CD practices

• Participate in Agile ceremonies such as backlog refinement, sprint planning, and retrospectives

• Take part in a light on-call rotation to support the availability of business-critical services

What We’re Looking For

We value experience, curiosity, and strong engineering fundamentals over rigid checklists. You don’t need to meet every qualification to apply.

Required / Core Experience

• Proven experience as a Senior Software Engineer working on backend or platform systems

• Strong software engineering fundamentals: system design, data modeling, APIs, and distributed systems

• Experience building and operating production services in a cloud environment

• Fluency in at least one mainstream backend language (Java preferred, but not required)

• Ability to reason about complex business workflows and translate them into maintainable systems

• Strong collaboration and communication skills in a remote-first environment

Preferred / Valued Experience

• Experience with AWS and managed cloud services

• Experience with Java and Spring Boot

• Experience with MongoDB or other NoSQL data stores

• Familiarity with event-driven architectures and asynchronous processing

• Experience operating high-traffic, business-critical systems

How We Work

• Remote-first: We value autonomy, trust, and flexibility while maintaining strong collaboration

• Ownership mindset: You build it, you run it

• Pragmatic engineering: We value simplicity, reliability, and long-term maintainability

• Continuous learning: We support growth through real ownership, feedback, and exposure to complex systems

Commitment to Diversity, Equity & Inclusion

Cimpress Technology is committed to building a diverse, inclusive, and welcoming workplace. We believe that diverse perspectives make our products and teams stronger. We encourage candidates from all backgrounds to apply.

Equal Opportunity Employer

Cimpress Technology is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, sex, national or ethnic origin, nationality, age, religion, disability, sexual orientation, gender identity or expression, or any other status protected by applicable law.

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Compensation: