Forward Deployed Engineer

About Raindrop

Raindrop is the monitoring platform for AI agents. Engineering teams at Fortune 100s and the fastest-growing AI companies (Vercel, Speak, Clay) use it to catch silent failures in production. When an agent misbehaves, Raindrop alerts the team, links to the trace, and surfaces the root cause so they can fix it fast. With Raindrop 2.0 (Self-Healing Agents), the loop closes itself: your coding agent fixes it, and the fix becomes an eval to prevent regressions.

Why It Matters

AI agents fail constantly in ways both hilarious and terrifying. Regular software throws exceptions. But AI agents fail silently, leaving engineers with almost no visibility into how their agents are actually performing.

The current status quo is sifting through millions of logs and trying to debug flaky evals that just aren't matching real world results. Evals are like unit tests, they confirm your model got specific test cases right. But in the real world agents call thousands of tools, run for hours, and encounter millions of unpredictable actions.

That’s where Raindrop comes in. It learns the unique shape of each AI agent’s issues. Starting from presets like Laziness, Forgetting, or Task Failure, to automatically tuning itself to each agent and discovering unknown unknowns.

With one click of a button, AI engineers start tracking issues or topics across 100% of their production data. They can see frequency over time, how many users are affected, relevant properties and more.

In order to process hundreds of millions of events, we gradually train small, custom models, private to each company, that learn to uniquely understand how their product is used.

As part of the early team, you’ll play a fundamental role in shaping the company - from making strategy and product decisions, to helping scale the team, to shaping the future of AI agents.

Our Investors

We've raised $50M total, led by CRV, with backing from Lightspeed, Figma Ventures, Vercel Ventures, and the founders of Replit (Amjad Masad, Michele Catasta), Cognition (Walden Yan), Framer (Koen Bok, Jorn van Dijk), Speak (Andrew Hsu), and Notion (Akshay Kothari).

About the Role:

We're looking for a Forward Deployed Engineer to be the engineer our customers work with most closely. You'll embed with teams at fast-growing AI companies and Fortune 100s, get them running on Raindrop, and fix whatever is in the way. At our size, the line between FDE and product engineer is blurry. When you find a customer problem you can fix, you fix it. What you learn shapes the product.

Your Focus

• Onboarding: Get customers instrumented and running on Raindrop, and make sure they see value quickly.

• Customer problems: Own issues end to end, debugging across their agents and our platform.

• Shipping fixes: Merge the fixes and features customers need directly into the product.

• Product feedback: Turn what you learn on the ground into feedback that shapes our roadmap.

Your Responsibilities:

• Embed with our customer’s engineering teams and become their go-to person for Raindrop.

• Debug production agents and fix bugs hands-on.

• Bring patterns from customers back to the team, along with an opinion on what to build.

• Ship PRs to Raindrop when a customer needs points to a fix

• Work closely with leadership and own high-impact work from day one.

Ideal Candidate

• Top 0.1% communicator who would rather be in front of customers than heads-down all day.

• Strong engineer who can debug production systems and fix customer bugs hands-on.

• You make problems disappear. Customers bring you something messy, and you come back with it solved.

• Conviction: you form a view on what customers need and can make the case for it to the team.

• You understand how agents fail in production and can explain it to the people building them.

• Use and build AI agents and tools

• Must be in person in San Francisco (or willing to move)