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.ResponsibilitiesDesign, build, and maintain backend systems that power LLM-driven and agentic workflowsDevelop retrieval pipelines, orchestration layers, and multi‑step agent architectures that support scalable AI‑powered search experiencesLead the evaluation of agentic systems using automated, offline, and human‑in‑the‑loop frameworks to measure relevance, quality, latency, and task successImprove retrieval and ranking systems across hybrid retrieval, re‑ranking, query rewriting, and post‑retrieval synthesisOptimize LLM‑powered workflows for speed, accuracy, reliability, and production readinessOwn technical projects from concept through launch, including experimentation strategy, architecture decisions, and operational excellenceCollaborate closely with product, infrastructure, and data teams to align technical solutions with user needs and business goalsStay current with advances in LLMs, retrieval systems, and agentic reasoning, and apply relevant developments to product and engineering workContribute to engineering best practices that support maintainability, observability, testing, and continuous deliveryRequirements5+ years of experience building and operating backend systems in productionStrong experience in at least one of the following areas: search and retrieval, data pipelines, distributed systems, or API‑driven service architectures2+ years of hands‑on experience working with search, retrieval, or ranking systemsExperience building or evaluating LLM‑powered or agentic systems, including retrieval‑augmented generation or multi‑step workflowsStrong software engineering fundamentals with the ability to write clean, maintainable, and well‑tested codeProficiency in Python and experience with backend frameworks, APIs, and production infrastructureFamiliarity with vector databases and search platforms such as FAISS, PGVector, Pinecone, Weaviate, Elasticsearch, or OpenSearchExperience with cloud platforms such as AWS, GCP, or Azure in environments with scale, low‑latency requirements, and high availabilityExperience using AI coding tools to improve development workflowsA customer‑focused mindset with the ability to connect technical decisions to user outcomesDemonstrated ability to lead projects, make sound architectural decisions, and support the growth of others on the teamBenefitsCompetitive compensation with a salary range of CA$145,000–CA$183,000, plus equityExtended health and dental coverage starting from day oneEmployee Stock Option Plan for full‑time employeesFlexible vacation policy designed to support rest and balanceCareer development support through coaching, feedback, and performance reviewsAccess to high‑quality equipment and toolingHybrid work model with in‑office collaboration in Toronto on designated daysOpportunities to work closely with leadership and contribute to meaningful technical directionA workplace that values belonging, authenticity, accessibility, and professional growthAn inclusive hiring approach that considers potential, transferable experience, and equivalent backgrounds#J-18808-Ljbffr