• Designing, building, and evolving public APIs used by external developers and partners

• Improving the security, consistency, and usability of Smile’s API surface

• Building and maintaining Ruby on Rails services that power integrations and developer tooling

• Developing and evolving Smile’s JavaScript SDKs and frontend libraries

• Crafting thoughtful developer experiences — from API ergonomics to documentation

• Iterating on existing and building new in-house integrations

• Partnering with internal teams to help solve for novel merchant use cases

• Championing technical discussions, decisions, and trade-offs

• Identifying opportunities to raise the bar in areas like architecture, performance, and security

• Sharing context, feedback, and knowledge within and across teams

\uD83D\uDC4B What We’re Looking For

• Experience with Ruby on Rails in a professional settings for at least 5 years
• Experience designing, consuming, or evolving APIs
• Be comfortable working across the stack, with experience in React and TypeScript
• Experience using AI tools to solve real-world engineering problems
• Be based in Canada and able to work hours that significantly overlap with 9 AM - 3 PM PT

✅ You'll Be Successful In This Role If You

• Care deeply about writing maintainable code and building well-architected systems
• Communicate clearly and thoughtfully in writing
• Enjoy thinking in systems and understanding how individual decisions affect the bigger picture
• Have good product instincts and can balance quality, scope, and speed
• Prefer pragmatic, iterative decision-making over perfectionism
• Are comfortable learning through research and hands-on problem solving
• Know when to ask for help and when to push forward independently
• Care about crafting delightful user and developer experiences
• Are excited about how AI is reshaping software development and the potential it unlocks
• Nice to Have (But Not Required)

• Knowledge of API design and API security best practices
• Experience building or using developer tooling (APIs, SDKs, SDKs, CLIs)
• Experience interfacing with external developers or partners

\uD83E\uDD1D You'll Enjoy Working With Us If You

• Are open to trying new things, being wrong, and learning from mistakes
• Prefer collaboration and shared success over individual heroics
• Want to move fast, deliver real value, and own the progress of your work
• Look for opportunities to improve how work gets done — for yourself and others

\uD83D\uDCB0 Compensation & Benefits

• Base Salary: $155,000 CAD - 165,000 CAD
• In addition, our generous total rewards package includes things like flexible vacation, a remote work allowance, and a monthly credit to use at any of the store 100,000+ stores that uses our software.
• Check out our careers page to learn more.

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.