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.
Why We're Hiring
As Feathery grows, we're partnering with larger, more sophisticated customers who rely on our platform for critical workflows.
We're hiring a Forward Deployed Engineer to work directly with enterprise customers to design, implement, and scale workflows on the Feathery platform. This role is ideal for someone who enjoys solving technical problems, working directly with customers, and shaping how a product is adopted in real-world environments.
You’ll partner closely with customers, product, engineering and sales to deliver successful customer implementations while helping shape the future direction of the Feathery platform.
About the Role
This is a high-ownership role that blends:
Customer-facing technical architecture and implementation
Technical partnership across the customer lifecycle
Workflow design, deployment, and problem solving
Cross-functional collaboration with Product, Engineering, and Go-to-Market teams
As an early member of the Forward Deployed Engineering team, you'll help define how we deliver and scale end-to-end customer implementations—from technical discovery and proof-of-concept through production deployment and long-term adoption.
What You'll Do
Customer Solutions & Implementation
Own technical delivery across customer implementations—from technical discovery and proof-of-concept through successful deployment and onboarding
Partner with customers to architect, implement, and optimize complex workflows on the Feathery platform
Guide customers on best practices for building scalable, maintainable workflow solutions
Measure success through successful customer adoption and long-term customer success
Technical Partnership & Solution Design
Partner closely with Sales to understand technical requirements and deliver scalable workflow solutions
Translate customer requirements into scalable workflow solutions
Build demos, prototypes, and implementation examples that showcase Feathery's flexibility and power
Serve as a trusted technical advisor to prospects and customers from evaluation through implementation
Product Feedback & Platform Enablement
Share customer implementation insights and feature requests that help shape the evolution of the Feathery platform
Create technical content, including implementation guides, documentation, and example applications
Help customers and internal teams maximize the capabilities of the Feathery platform
Contribute to improving onboarding and implementation best practices
Team & Function Building
Help turn successful customer implementations into repeatable playbooks, documentation, and best practices
Contribute to hiring and mentoring future team members
Improve internal processes, tooling, and implementation playbooks as the team scales
About You
Experience in a customer-facing technical role (Forward Deployed Engineering, Solutions Engineering, Sales Engineering, Customer Success, or similar)
Strong problem-solving skills, especially in workflow automation and data-intensive environments
Strong working knowledge of JavaScript, including writing and troubleshooting scripts and implementation logic
Basic familiarity with Python (able to build/debug APIs)
Strong communication skills with the ability to work across technical and non-technical teams
Comfortable owning customer implementations from discovery through deployment
Proactive, resourceful, and comfortable in a fast-paced startup environment
Strong sense of ownership with a focus on delivering exceptional customer outcomes
Bonus
Experience with B2B SaaS fintech platform or workflow automation tools
Familiarity with low-code/no-code platforms
Experience delivering enterprise customer implementations
Background in financial services (insurance, wealth management, lending)
Experience creating technical documentation, demos, or implementation guides
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 helping enterprise customers successfully implement and scale mission-critical workflows — and want to play a key role in shaping the customer experience at a fast-growing startup — we’d love to hear from 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.
