Forward Deployed Engineer

ABOUT FEATHERY 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

• 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.