Role Overview We are looking for a Senior Software Engineer to drive the technical direction of Yolando, our flagship AI Search Optimization platform. You will own AI/LLM systems end-to-end, designing production agents using Pydantic AI for content generation and competitive intelligence. As a technical leader, you will architect scalable backend services using FastAPI and PostgreSQL, build real-time collaborative systems with WebSockets, and mentor engineers to establish patterns that scale. Key Responsibilities Own AI/LLM Systems End-to-End: Design and build production AI agents using Pydantic AI for content generation, brand analysis, and competitive intelligence. Implement tool-based architectures that enable agents to explore signals and generate recommendations at scale. Architect Scalable Backend Services: Build and evolve FastAPI microservices that power real-time content workflows, handling complex state machines for onboarding, content generation, and recommendation pipelines. Optimize PostgreSQL with pgvector for embedding-based semantic search and deduplication. Build Real-Time Collaborative Systems: Implement WebSocket-based real-time collaboration features, including document synchronization, streaming AI responses, and live status updates using technologies like Yjs CRDTs. Drive Infrastructure Excellence: Own service deployment on GCP/Kubernetes with KEDA event-driven autoscaling. Design ScaledJobs for background processing, implement zero-downtime migrations, and establish observability patterns with Logfire. Lead Technical Direction: Mentor engineers, drive architectural decisions, and establish patterns that scale. Own complex features from design through production rollout, coordinating across frontend and data engineering teams.



What We're Looking For 5+ years backend engineering with Python and production experience with FastAPI or similar async frameworks. Proven track record building AI/LLM-powered applications in production (prompt engineering, agent architectures, tool use patterns). Deep experience with PostgreSQL , including query optimization, indexing strategies, and migrations at scale. Strong understanding of distributed systems : event-driven architectures, background job processing, caching patterns. Experience with GCP, Kubernetes, and Terraform for production infrastructure. Track record of technical leadership : mentoring, architectural decision-making, cross-team coordination. Ownership mindset: you drive features end-to-end, from design through production support. Bonus if you have Experience with vector databases (pgvector, Pinecone) and embedding-based search/RAG systems. Background in real-time systems : WebSockets, CRDTs, collaborative editing. Familiarity with Pydantic AI or similar structured LLM frameworks. Experience with KEDA or other event-driven autoscaling patterns. Background in SEO, content marketing, or marketing technology. Our Stack Backend: Python 3.11, FastAPI, SQLModel, PostgreSQL/pgvector, Pydantic AI, Redis Frontend: Next.Js 14+ (App Router), React 19, TypeScript, Plate.Js, Radix UI Infrastructure: GCP (Cloud Run, Pub/Sub, AlloyDB), Kubernetes, KEDA, Terraform, GitHub Actions Observability: Logfire, PostHog Data: Databricks, Protocol Buffers, Alembic migrations Why Join Us? Join an innovative, fast-growing startup building cutting-edge AI marketing solutions. Make a meaningful impact by shaping the platform's user experience, design identity, and overall success. Agile environment with opportunities for real ownership, learning, and growth. Competitive salary and support for professional development. #J-18808-Ljbffr

📌 Senior Software Engineer (Toronto)
🏢 Drive Capital
📍 Toronto