Forward Deployed Engineer

Digital Waffle • San Francisco Bay Area

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AI Summary

Own end-to-end enterprise deployments of AI agents for financial services, insurance, and healthcare clients. Build and tune LLM-backed features, integrating with CRMs, ERPs, and internal APIs to solve complex customer problems. Requires 3+ years of full-stack or backend engineering experience with strong TypeScript/Python skills and LLM product experience.

Key Highlights

Competitive compensation of $180K–$275K base plus meaningful early-stage equity.

Direct ownership of customer accounts and product areas with no layers between engineers and clients.

Opportunity to shape the core product roadmap by feeding field insights back to founders and core engineering.

Key Responsibilities

Own enterprise deployments end to end, from kickoff and integration to the moment the customer sees value, then turn pilots into contracts.

Build and tune AI agent behavior, including tool use, prompts, harnesses and evals, against real customer data and systems.

Integrate with the systems customers already run, like CRMs, ERPs, payments platforms and internal APIs, often with no clean documentation.

Work directly with customer champions on the weekly “can it do X?” requests, and decide what to build from a vague ask.

Feed what you learn in the field back into the core product, shaping the roadmap alongside founders and the core engineering team.

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Technical Skills Required

TypeScript Python LLM Integration

Benefits & Perks

$180K–$275K base salary

Meaningful early-stage equity

Visa transfers and sponsorship available

Relocation support

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Nice to Have

Experience in a regulated domain such as fintech, insurance, healthcare or legal

A founding engineer or early-hire background

Solutions engineering or technical consulting experience alongside hands-on building

Job Description

Forward Deployed Engineer | AI startups, San Francisco

On-site or hybrid · $180K–$275K base + equity · Seed to Series C

Most engineers ship code and hope someone uses it. Forward Deployed Engineers ship code and watch someone use it, then fix what broke before lunch.

On behalf of several VC-backed AI companies in San Francisco, Digital Waffle is hiring Forward Deployed Engineers to sit at the point where the product meets the customer. These teams build AI agents for enterprise workflows in financial services, insurance, healthcare and customer experience, and they need engineers who can take a customer’s messy, half-described problem and turn it into a working system.

What you’ll do

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