Enterprise AI Field Engineer: Build Real-World Agents

AI Chopping Block; San Francisco, Northern (CA, KY); Hybrid; USD 140,000 - 210,000; Full time

Benefits offered by this job

Equity in a fast-growing company

401(k) match

Parental leave

Wellbeing stipend

Learning stipend

Internet & commuting support

Flexible PTO

Holidays + 2 flex days

Referral bonuses

Job summary

Handshake is hiring a forward deployed engineer to embed inside enterprise customer environments and deliver production-grade AI agents that change how clients operate. You’ll own the full stack—from defining the solution to deployment and evaluation—becoming a domain expert in the customer’s vertical and continuously improving AI performance.

You will collaborate with Product and Platform engineers, establish best practices, and build reusable frameworks to scale impact across deployments.

Qualifications

• 1-4+ years of engineering experience, full-stack with strong backend depth.
• Real-world experience building and shipping AI applications in production.
• Strong understanding of agent architectures, evals, and how to measure and systematically improve AI performance.
• Comfort working directly with enterprise customers in ambiguous, high-stakes environments.
• Strong systems thinking — see business problems and technical solutions together.
• High ownership mentality — you care about outcomes, not just outputs.
• Strong communication skills — you'll be in the room with senior stakeholders.

Responsibilities

• Embed directly with enterprise customers as part of a small deployment team, developing deep understanding of their business and workflows.
• Define AI-driven solutions based on real business needs — not theoretical use cases.
• Build and deploy production-grade agents tailored to specific customer use cases, owning end-to-end delivery.
• Design and run evals to measure agent performance; iterate and hill-climb until results move.
• Become a domain expert in your customer's vertical and use that expertise to build better AI over time.
• Work closely with Product and Platform engineers on your team to ship cohesive, reliable solutions.
• Establish engineering best practices, agent patterns, and reusable frameworks that help the forward-deployed team scale output without sacrificing quality.
• Surface insights from deployments that inform Handshake's platform and product roadmap.

Skills

Full-stack engineering

Production AI systems

Agent architectures

Enterprise customer work

Systems thinking

Ownership mentality

Strong communication

Job description

Handshake is hiring a forward deployed engineer to embed inside enterprise customer environments and deliver production-grade AI agents that change how clients operate. You’ll own the full stack—from defining the solution to deployment and evaluation—becoming a domain expert in the customer’s vertical and continuously improving AI performance.

You will collaborate with Product and Platform engineers, establish best practices, and build reusable frameworks to scale impact across deployments.