[Hiring] Senior Software Engineer - APIs, Integrations, and External Developer Tooling @Smile.io

Role Description

At Smile.io, we help brands build loyalty programs that turn customers into lifelong fans. Behind that mission is a growing ecosystem of developers, agencies, and partners building on top of Smile — and the Solutions Squad exists to make that experience exceptional.

We’re looking for a fully remote Senior Software Engineer to join our small, highly autonomous team and help us build a world-class platform for developers integrating with Smile. This is a full-time remote role working Monday - Friday with a need for your schedule to overlap significantly with existing team hours (9 AM - 3 PM PT). At this time, only applicants based in Canada will be considered.

What You’ll Work On

• 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

Our Stack (High Level)

• Ruby on Rails
• JSON APIs
• JWTs & OAuth
• Modern frontend frameworks like React, TanStack, and Ember.js
• Data stored in PostgreSQL
• Using Kafka for system events and messaging

Our system processes massive amounts of transactions every second, and everything we do is high-volume + built for scale. Since we work in e-commerce, reliability and security are both critical components of everything we ship.

Qualifications

• 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

Requirements

• 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

Benefits

• Base Salary: $155,000 CAD - 165,000 CAD
• Flexible vacation
• Remote work allowance
• Monthly credit to use at any of the 100,000+ stores that use our software

Our Commitment to Candidates

At Smile, we understand that finding a new role is challenging and that self-doubt or imposter syndrome can prevent you from applying to a role, don’t let it! You have a ton to offer and we want you to feel encouraged to apply, even if you don’t check all of the boxes. If you are passionate about eCommerce and helping merchants grow through loyalty and reward, connect with us.

At Smile, we rely on a range of backgrounds, experiences, and ideas. We value diversity, and we’re proud to be an inclusive, equal opportunity workplace. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. Smile welcomes and encourages applications from people with disabilities. Accommodations are available on request for candidates taking part in all aspects of the selection process.

AI Disclaimer

At Smile, we’re strong advocates for using AI to help speed up iteration, increase productivity, and save our human brainpower for the really challenging problems. While we’re happy for AI to help you generate or tailor your resume, we’d ask that you please refrain from using AI to answer any of the questions on this application form, or to answer questions during the interview process itself.

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.