Senior Software Engineer; Ontario Remote

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.

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.

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.

You’ll help build Cim Commerce 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.

• 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

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

• 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

• Experience with AWS and managed cloud services
• Experience with Java and Spring Boot
• Experience with Mongo
  
  DB or other No
  
  SQL data stores
• Familiarity with event-driven architectures and asynchronous processing
• Experience operating high-traffic, business-critical systems

• 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…