Senior Software Engineer – Applied AI

About Feathery Feathery automates data intake workflows for insurance and wealth management firms. Industry leaders rely on Feathery to power mission-critical workflows like underwriting, client onboarding, and automated account openings. With rapid revenue growth and expanding enterprise demand, we’re scaling our engineering team to support increasingly complex, data-intensive workflows across our platform. Why We’re Hiring Feathery is building an AI-native product experience — from a conversational workflow builder that creates complex forms and logic on behalf of users, to intelligent document extraction and multi-LLM orchestration. As our AI capabilities become central to the product, we're hiring a Full Stack Engineer to join the AI team and build these features end-to-end — from designing LLM-powered services and streaming APIs to crafting the interactive UI that brings them to life. About The Role This is a high-ownership role on the AI team which blends: Working across the full stack to ship AI-powered product featuresBuilding systems that orchestrate LLM agents, process documents, and generate workflowsOwning the frontend experiences that make them intuitiveWorking across TypeScript services, Python APIs, React interfaces, and cloud infrastructure You’ll zoom out to understand system architecture and zoom in to deliver polished, end-to-end product experiences. What You’ll Do AI Product Development Build end-to-end AI features from backend services through to frontend UIDesign and implement LLM agent systems including tool use, planning, and multi-step executionDevelop streaming APIs (SSE) that power real-time conversational interfacesOwn features from concept through production, iterating based on user feedback Backend Systems & AI Infrastructure Build and scale TypeScript and Python services for AI orchestration and document processingWork with multiple LLM providers (Claude, GPT, etc.) and optimize for cost, latency, and qualityDevelop asynchronous pipelines using AWS services (Lambda, SQS, S3, Textract)Design APIs and data models that connect AI capabilities to the core platform Frontend Experience Build responsive, interactive UIs using React and TypeScriptImplement real-time streaming interfaces for conversational AI featuresCollaborate with design to create polished, accessible experiencesContribute to frontend architecture and state management patterns Cross-Functional Collaboration Partner with product and design to define AI feature roadmapsIntegrate with the core platform team on APIs, data models, and SDK surfacesContribute to architectural decisions around agent design, prompt engineering, and system reliabilityTranslate customer workflows into AI-powered solutions About You 3–6+ years of experience building full stack applicationsStrong TypeScript/JavaScript proficiency with React experienceBackend experience with Node.js/Express, Python/Django, or similarGenuine interest in AI/LLM technology and building AI-powered productsAPI design experience, including streaming and event-driven patternsAWS or cloud infrastructure familiarityComfort shipping iteratively in a fast-paced, high-growth startupStrong communication and collaboration skills Bonus Hands-on experience building with LLM APIs (Claude, GPT, etc.) — tool use, prompt engineering, or agent architecturesDocument processing, OCR, or data extraction experienceExperience with streaming protocols (SSE, WebSockets) and real-time UIsFamiliarity with multi-model orchestration or AI pipeline designHigh throughput and low latency optimization backgroundFinancial services or regulated industry experienceHigh-growth B2B SaaS company background What We Offer Competitive compensation and equityHealth, dental, and vision coverageUnlimited PTODowntown Toronto office locationOffice snacks and lunchesA supportive, low-ego team that values ownership and growthCompany offsite to connect and recharge If you’re excited about building AI product experiences that power critical workflows — and want to have a meaningful impact at a fast-growing startup — we’d love to meet you. Feathery is an equal opportunity employer and does not discriminate on the basis of race, religion, color, national origin, sex, sexual orientation, age, veteran status, disability, genetic information, or any other legally protected characteristic. We’re committed to building an inclusive team and provide reasonable accommodations upon request.