Senior Software Engineer - APIs, Integrations, and External Developer Tooling

We're a fully remote team of two, both based in Vancouver, BC, working with a high degree of ownership and trust. We value autonomy, pragmatic decision-making, and moving fast without cutting corners that matter. We use modern AI tools to improve developer productivity, code quality, and product outcomes, and are passionate about intentionally experimenting with how AI can reshape the future of software development.

What You'll Work On

This role is hands-on and impact-driven. Depending on your interests and strengths, you'll spend time on things like:

• —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

As someone more senior, you'll also play a meaningful role in:

• —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

What We're Looking For

• —Experience with Ruby on Rails in a professional setting 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, CLIs)
• —Experience interfacing with external developers or partners