---
title: 'Senior Software Engineer - Applied AI at Feathery'
canonical: 'https://feeny.ai/job/senior-software-engineer-applied-ai-feathery-toronto-x51mhk9tn2tx'
type: 'job'
last_seen: '2026-09-06'
---

# Senior Software Engineer - Applied AI at Feathery

- **Company:** Feathery
- **Location:** Toronto, Canada
- **Compensation:** $120k–$170k
- **Employment:** full-time
- **Work type:** hybrid
- **Posted:** 2026-04-10
- **Last confirmed live:** 2026-09-06
- **Apply:** https://jobs.ashbyhq.com/feathery/ace65aa6-4b41-4b31-8b8e-ae012578187f

## Job description

## 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 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.

## WHAT YOU’LL DO

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

## ABOUT YOU

- 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

## BONUS

- 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

## WHAT WE OFFER

- 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.

## About Feathery

## Company Overview
- **One-liner**: Feathery provides an AI-powered operations platform that automates data intake, document processing, and workflows for financial services, specifically insurance and wealth management.
- **Entity Type**: Private (Seed stage)
- **Headquarters**: San Francisco, California, United States
- **Founded**: 2021
- **Founders**: Peter Dun (CEO & Co-founder), Zack Khan (Co-founder)

## Core Business
- Primary industry/industries: Financial Services Technology (InsurTech, WealthTech)
- Target customers: B2B, specifically insurance carriers, wealth management firms, and financial services enterprises
- Mission or purpose statement: Transforming the way data is collected and activated across the web.

## Products & Services
- **AI Operations Platform**: A platform designed for financial services to automate client onboarding, underwriting, quoting, and proposal generation. It integrates with existing systems and handles unstructured data from PDFs, spreadsheets, images, and emails.
- **Document Intelligence**: Extracts and structures data from unstructured inputs like policies, loss runs, and submissions.
- **Robin (AI Workflow Assistant)**: An AI agent that can build workflows from a simple natural language description, requiring no engineering skills.
- **Comparative Policy Analysis**: Automatically analyzes multiple policy documents and AMS records to generate comparison reports.
- **AI Document Generation**: Creates dynamic, compliant proposals and client-facing documents.
- **Vertical Integrations**: Bi-directional connections with hundreds of industry-specific platforms (e.g., Schwab for account opening, Epic for AMS records).

## Market Standing
- **Valuation/Market Cap**: Not publicly available
- **Key Metric**: Total Funding of $4.05 million
- **Total Funding**: $4,050,000
- **Notable Investors/Partners**: Index Ventures (lead investor in seed round), Erie Strategic Ventures, BrokerTech Ventures, MassChallenge, Bain Capital Ventures, FinTech Innovation Lab.
- **Growth Signals**: 100% headcount growth year-over-year (34 employees as of mid-2026). Processes over 10 million+ workflows. Launched an industry-first one-click Schwab account opening via API in 2026. SOC 2 Type 2 and HIPAA compliant. Reports customers saving 60-80% of time on operational tasks.

## Competitive Advantages
- **Hyper-focused vertical AI**: Built specifically for the complex, regulated workflows of insurance and wealth management, not a generic form builder.
- **Deep integrations**: Pre-built, bi-directional connections with critical industry systems (AMS, CRMs, custodians like Schwab) create a significant moat.
- **Security & Compliance**: SOC 2 Type 2 and HIPAA compliant, a critical requirement for financial services clients.
- **Proven Efficiency**: Demonstrates clear ROI, with customers reporting 60% reduced time-to-quote and thousands of hours saved.

## Strategic Focus
- Deepening its foothold in the insurance and wealth management verticals.
- Expanding the capabilities of its AI workflow assistant, "Robin," to automate more complex, multi-step processes.
- Building out more one-click integrations with major financial services platforms (e.g., Schwab).
- Growing its customer base and scaling its go-to-market team.

## Why Work Here
- **High-growth environment**: The company has doubled its headcount in the last year, indicating strong momentum and opportunity for impact.
- **Remote-first with a hub**: While HQ is in San Francisco, the team is distributed across Canada, the US, the Philippines, and Germany, suggesting a flexible work culture.
- **Talent density**: The team includes alumni from top tech companies like Palantir Technologies and Red Hat, indicating a high-caliber peer group.
- **Technical focus**: With 42% of the team in technical roles, engineering is a core priority. The tech stack includes modern tools like React, Django, and Node.js.
- **Meaningful problems**: The work directly addresses major inefficiencies in critical financial infrastructure, offering a chance to solve real-world problems with AI.

## Sources
1. [feathery.io](https://www.feathery.io/)
2. [feathery.io/about](https://www.feathery.io/about)
3. [linkedin.com](https://www.linkedin.com/company/feathery-forms)
4. [cbinsights.com](https://www.cbinsights.com/company/feathery)

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