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Senior Software Engineer, AIToast • Toronto, ON, Canada
Senior Software Engineer, AI

Senior Software Engineer, AI

Toast • Toronto, ON, Canada
30+ days ago
Salary
CA$145,000.00 yearly
Job type
  • Full-time
Job description

Job Description

Toast is recruiting on behalf of this company for a Senior Software Engineer, AI to join their Engineering team in Toronto. They are looking for an experienced backend engineer who is excited to build and optimize LLM-powered systems that help users uncover meaningful business insights.

Responsibilities

  • Design, build, and maintain backend systems that power LLM-driven and agentic workflows
  • Develop retrieval pipelines, orchestration layers, and multi‑step agent architectures that support scalable AI‑powered search experiences
  • Lead the evaluation of agentic systems using automated, offline, and human‑in‑the‑loop frameworks to measure relevance, quality, latency, and task success
  • Improve retrieval and ranking systems across hybrid retrieval, re‑ranking, query rewriting, and post‑retrieval synthesis
  • Optimize LLM‑powered workflows for speed, accuracy, reliability, and production readiness
  • Own technical projects from concept through launch, including experimentation strategy, architecture decisions, and operational excellence
  • Collaborate closely with product, infrastructure, and data teams to align technical solutions with user needs and business goals
  • Stay current with advances in LLMs, retrieval systems, and agentic reasoning, and apply relevant developments to product and engineering work
  • Contribute to engineering best practices that support maintainability, observability, testing, and continuous delivery

Requirements

  • 5+ years of experience building and operating backend systems in production
  • Strong experience in at least one of the following areas: search and retrieval, data pipelines, distributed systems, or API‑driven service architectures
  • 2+ years of hands‑on experience working with search, retrieval, or ranking systems
  • Experience building or evaluating LLM‑powered or agentic systems, including retrieval‑augmented generation or multi‑step workflows
  • Strong software engineering fundamentals with the ability to write clean, maintainable, and well‑tested code
  • Proficiency in Python and experience with backend frameworks, APIs, and production infrastructure
  • Familiarity with vector databases and search platforms such as FAISS, PGVector, Pinecone, Weaviate, Elasticsearch, or OpenSearch
  • Experience with cloud platforms such as AWS, GCP, or Azure in environments with scale, low‑latency requirements, and high availability
  • Experience using AI coding tools to improve development workflows
  • A customer‑focused mindset with the ability to connect technical decisions to user outcomes
  • Demonstrated ability to lead projects, make sound architectural decisions, and support the growth of others on the team

Benefits

  • Competitive compensation with a salary range of CA$145,000–CA$183,000, plus equity
  • Extended health and dental coverage starting from day one
  • Employee Stock Option Plan for full‑time employees
  • Flexible vacation policy designed to support rest and balance
  • Career development support through coaching, feedback, and performance reviews
  • Access to high‑quality equipment and tooling
  • Hybrid work model with in‑office collaboration in Toronto on designated days
  • Opportunities to work closely with leadership and contribute to meaningful technical direction
  • A workplace that values belonging, authenticity, accessibility, and professional growth
  • An inclusive hiring approach that considers potential, transferable experience, and equivalent backgrounds
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Senior Software Engineer, AI • Toronto, ON, Canada

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