Senior Software Engineer - Applied AI
feathery · Toronto ·
- Work mode
- Hybrid
- Seniority
- Senior
- Employment
- Full time
- Category
- AI engineering
- Experience
- 6+ years
feathery · Toronto ·
Feathery is the AI operating system for financial institutions. With hundreds of clients and over $30 million raised, Feathery is the fast-growing leader in financial agentic automation. Industry leaders like Tokio Marine, Sequoia Financial, and Cerity Partners run their client-facing workflows on Feathery, from onboarding and risk assessment to reconciling systems and generating proposals and reports.
At the center of it all is Robin, our AI operations assistant. Robin scans client documents, configures and deploys workflows, assists users in their day-to-day work, takes notes during meetings, and supports a growing range of operational tasks across the client lifecycle.
We're building a future where financial operations shift from paperwork, manual data entry, and disconnected systems to intelligent, automated workflows that let firms spend their time on clients instead of process. We're proud to be backed by world-class investors who share that vision, including Portage Ventures, Allstate Ventures, and Index Ventures, among others.
We're driven by a shared commitment to excellence and velocity. Our values — Own the Problem, Grit Beats Gloss, Say It Straight — shape how we work and grow as a team.
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.
This is a high-ownership role on the AI team which blends:
Working across the full stack to ship AI-powered product features
Building systems that orchestrate LLM agents, process documents, and generate workflows
Owning the frontend experiences that make them intuitive
Working 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.
AI Product Development
Build end-to-end AI features from backend services through to frontend UI
Design and implement LLM agent systems including tool use, planning, and multi-step execution
Develop streaming APIs (SSE) that power real-time conversational interfaces
Own 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 processing
Work with multiple LLM providers (Claude, GPT, etc.) and optimize for cost, latency, and quality
Develop 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 TypeScript
Implement real-time streaming interfaces for conversational AI features
Collaborate with design to create polished, accessible experiences
Contribute to frontend architecture and state management patterns
Cross-Functional Collaboration
Partner with product and design to define AI feature roadmaps
Integrate with the core platform team on APIs, data models, and SDK surfaces
Contribute to architectural decisions around agent design, prompt engineering, and system reliability
Translate customer workflows into AI-powered solutions
3–6+ years of experience building full stack applications
Strong TypeScript/JavaScript proficiency with React experience
Backend experience with Node.js/Express, Python/Django, or similar
Genuine interest in AI/LLM technology and building AI-powered products
API design experience, including streaming and event-driven patterns
AWS or cloud infrastructure familiarity
Comfort shipping iteratively in a fast-paced, high-growth startup
Strong communication and collaboration skills
Hands-on experience building with LLM APIs (Claude, GPT, etc.) — tool use, prompt engineering, or agent architectures
Document processing, OCR, or data extraction experience
Experience with streaming protocols (SSE, WebSockets) and real-time UIs
Familiarity with multi-model orchestration or AI pipeline design
High throughput and low latency optimization background
Financial services or regulated industry experience
High-growth B2B SaaS company background
Competitive compensation and equity
Health, dental, and vision coverage
Unlimited PTO
Downtown Toronto office location
Office snacks and lunches
A supportive, low-ego team that values ownership and growth
Company 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.