About Us:
At OBASA & MyKey, we love to delight our customers. OBASA Suites provides beautifully furnished suites for professionals and families, in some of the most desirable buildings in Canada while MyKey helps insurance displaced families in the US & Canada find comfort after tragedy hits through fires, floods and natural disasters.
Our CEO is dedicated to onboarding only the most qualified and experienced professionals to join our corporate family, as we believe our team deserves exceptional leadership and support. If you are passionate about making a meaningful impact and possess the expertise we seek, we look forward to connecting with you.
Career Description:
We are seeking an experienced Lead Software Engineer to lead the development, architecture, and operational excellence of our accommodation management platform. This is a hands-on leadership role for someone who can balance engineering execution, architecture ownership, infrastructure reliability, and mentorship.
The ideal candidate has strong backend expertise, modern frontend experience, and practical cloud infrastructure knowledge, with the ability to scale systems in a fast-moving business environment.
Lead Software Engineer / Technical Lead
Tech Stack: Ruby on Rails, Next.js, React, TypeScript, AWS ECS
About the Role
We are seeking an experienced Lead Software Engineer to lead the development, architecture, and operational excellence of our accommodation management platform. This is a hands-on leadership role for someone who can balance engineering execution, architecture ownership, infrastructure reliability, and mentorship.
The ideal candidate has strong backend expertise, modern frontend experience, and practical cloud infrastructure knowledge, with the ability to scale systems in a fast-moving business environment.
Key Responsibilities
Software Engineering & Architecture
- Lead the architecture, design, and implementation of core platform systems and customer-facing applications.
- Build and maintain scalable backend services using Ruby on Rails.
- Drive development initiatives using Next.js, React, and TypeScript.
- Design clean, maintainable APIs and integration layers for internal and external systems.
- Lead modernization efforts, system refactoring, and technical debt reduction initiatives.
- Establish engineering best practices, coding standards, and architectural guidelines.
Cloud Infrastructure & DevOps
- Own application infrastructure deployed on AWS ECS.
- Manage and improve CI/CD pipelines for reliable, automated deployments.
- Support containerized workloads and deployment strategies across environments.
- Improve system observability, logging, monitoring, and incident response processes.
- Optimize cloud infrastructure for performance, reliability, and cost efficiency.
- Collaborate on infrastructure automation and deployment tooling improvements.
Scalability, Performance & Reliability
- Diagnose and resolve production performance bottlenecks and system issues.
- Improve backend application performance, database efficiency, and service reliability.
- Design systems capable of supporting business growth and increasing operational demand.
- Lead incident investigations, root cause analysis, and preventative improvements.
Team Leadership & Collaboration
- Mentor engineers through architecture guidance, code reviews, and technical coaching.
- Partner with product, operations, support, and leadership teams to deliver business-critical features.
- Break down technical initiatives into executable workstreams.
- Balance short-term delivery needs with long-term platform sustainability.
Platform Integrations
- Build and maintain integrations with third-party vendors, partner platforms, and business systems.
- Support API integrations related to bookings, accommodations, payments, partner workflows, and operational systems.
Operational Ownership
- Participate in production support and critical issue resolution.
- Improve release management, deployment processes, and engineering operational maturity.
- Maintain documentation, technical runbooks, and architectural knowledge sharing.
Required Qualifications
- 8+ years of professional software engineering experience.
- Strong production experience with Ruby on Rails.
- Strong frontend experience with React, Next.js, and TypeScript.
- Proven experience deploying and operating applications on AWS ECS.
- Strong CI/CD experience (GitLab CI, or similar).
- Solid experience with containerization and Docker workflows.
- Strong database experience (PostgreSQL/MySQL).
- Experience troubleshooting production systems and performance issues.
- Experience leading technical projects and mentoring engineers.
- Strong communication and cross-functional collaboration skills.
Nice to Have
- Experience in hospitality, accommodation, insurance housing, or booking platforms.
- Experience integrating third-party APIs and partner systems.
- Experience improving observability and operational tooling.
- Exposure to infrastructure as code ( Pulumi )
Success Metrics
- Improved platform stability and uptime.
- Faster, safer deployment cycles.
- Reduced production incidents and faster issue resolution.
- Improved engineering velocity and code quality.
- Successful delivery of key platform initiatives.
- Better system scalability and operational readiness.
Work Location: In person
