Forward Deployed Engineer

Stack

Responsibilities

• ▹Lead architecture and technical design for complex, customer-facing systems and integrations
• ▹Partner deeply with strategic customers to understand their architecture, workflows, and constraints
• ▹Design, build, and deploy production-grade integrations using Middesk APIs, data pipelines, and AI workflows
• ▹Own deployments end-to-end: architecture, implementation, rollout, monitoring, and iteration
• ▹Build and operate LLM- and agent-based systems in real customer workflows
• ▹Design and maintain evaluation frameworks (evals) to measure quality, reliability, and correctness of LLM and agent outputs
• ▹Translate deployment learnings into reusable abstractions, internal tooling, and product improvements
• ▹Guide engineers through design reviews and code reviews

Requirements

• ▹6+ years of experience building and shipping software in production environments
• ▹Demonstrated experience acting as a technical lead or domain owner for a team or major system
• ▹Strong proficiency in Python and at least one additional language (TypeScript, Go, etc.)
• ▹Experience designing and operating distributed systems, APIs, and cloud-native infrastructure
• ▹Comfort operating across the stack: backend systems, integrations, infrastructure, and tooling
• ▹Strong debugging instincts and an ownership mindset, with attention to failure modes
• ▹Strong communication skills, able to articulate trade-offs to engineers, product, and non-technical stakeholders

Nice to have

• ▹Hands-on experience building or deploying LLM-powered or agent-based systems
• ▹Familiarity with LLM evaluation techniques (evals) and performance measurement
• ▹Experience orchestrating automated workflows, agents, or AI-powered developer tooling
• ▹Former founder or early startup engineer background
• ▹Experience with identity systems, risk/fraud, or workflow automation
• ▹Familiarity with observability or reliability engineering

Soft skills

About the company

Since 2018, Middesk has been transforming business identity verification, replacing slow, manual processes with seamless access to complete, up-to-date data. It came out of Y Combinator, is backed by Sequoia Capital and Accel Partners, and was named to the Forbes Fintech 50 List.