About Rentsync:
Rentsync is an award-winning, high-growth organization that provides
high quality websites, marketing services, and software solutions
to the
rental and property management industry
throughout Canada and the United States.
About the Role:
We're building the AI products that will define the next decade of rental housing technology. We're looking for a senior engineer who doesn't just use AI tools, but ships production systems on top of them.
What you'll build:
Software features and products in the rental housing / proptech landscape
Production LLM-powered features and agents
Eval harnesses, prompt versioning, and observability
Integrations via MCP and APIs
Stack you may work with:
TypeScript / Node · React / VueJS / Vite / Tailwind · PostgreSQL / MySQL / MsSQL · Python · CloudFlare · AWS · Azure · MCP · and more
This is a hybrid/remote position, all qualified candidates are encouraged to apply, however preferential consideration may be given to individuals who can report to one of Rentsync’s regional offices (located in Toronto, St. Catharines and Montreal) 2 days per week on average.
Duties & Responsibilities:
Design, develop, test, and maintain scalable web applications across the full stack
Write clean, maintainable, well-tested, and well-documented code following established best practices
Participate in architectural discussions and contribute to technical design decisions
Design, maintain, and optimize database schemas and queries
Develop and maintain background processing and job queues
Integrate and maintain third-party APIs and external service integrations
Implement caching strategies and performance improvements
Monitor, troubleshoot, and resolve production issues in a timely manner
Participate in code reviews to ensure code quality, security, and adherence to standards
Collaborate with product managers, designers, and stakeholders to translate business requirements into technical solutions
Contribute to sprint planning, estimation, and Agile ceremonies using Jira
Maintain application security best practices, including proper authentication, authorization, and data protection
Assist in deployment and environment configuration across cloud infrastructure, with applications containerized using Docker
Continuously evaluate and recommend improvements to systems, tooling, and development processes
Design and ship AI products
Collaboratively establish patterns others adopt; reference implementations, scaffolding, standards
Partner with product and operations
Required Knowledge, Skills & Abilities:
Strong backend development skills and comfort across modern frontend frameworks
Sound judgment on reliability, cost, latency, and security trade-offs in AI systems
You build
with
AI daily
Senior-level communication: you can explain a trade-off to an engineer and a stakeholder in the same meeting
Experience designing and consuming RESTful APIs (GraphQL a plus)
Strong analytical, debugging, and problem-solving skills
Effective communicator, able to collaborate across engineering, product, and design
Proficiency with Git and collaborative workflows using GitHub
Essential Qualifications:
6+ years building and shipping production software, with a track record of owning systems end to end
Hands-on experience putting LLMs into production; RAG, agents, tool use, structured outputs, evals
Additional Preferred Qualifications
Workplace experience Python for ML / data work
Workplace experience with autonomous or multi-step agents in production
Background in proptech, marketplaces, or high-volume consumer platforms
Familiarity with Cloudflare's platform (Workers, Zero Trust)
Experience standing up AI observability and eval tooling
Rentsync is an equal opportunity employer. If you are selected to participate in the interview process and require unique accommodations, please don’t hesitate to let us know.
Successful candidates may be required to complete a criminal background check in the final phase of the interview process.