Careers

Help us solve humanity's last problem.

Agents will soon be responsible for the majority of the world's economic output, and they make mistakes. At best, those mistakes are expensive. At worst, catastrophic. Monitoring the machines is humanity's last problem, and Raindrop exists to solve it: catching the failures nobody sees and building self-healing loops so agents fix themselves. Teams at Vercel, Speak, Clay and Fortune 100 enterprises already rely on us.

Location: San Francisco
Team: <20
Customers: 200+

Open roles

San Francisco · 8 open

Engineering

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Build ML models to understand agent behavior.

What you'll do

Design and implement ML models for detecting anomalies in AI agent behavior
Architect, implement, and scale ML pipelines
Deeply understand the customer

What we're looking for

Strong foundation in ML/AI fundamentals (transformers, embeddings)
Experience building production ML systems
Willing to do whatever it takes to solve a problem

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Build the product that engineers use to understand their AI agents.

What you'll do

Build out a world-class product, servicing millions of requests a day and growing
Architect, implement, and scale the application
Deeply understand the customer

What we're looking for

Obsessive attention to UI/UX detail
Experience building complex, data-heavy applications
Knows how to balance short-term and long-term speed

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Scale our ingestion to millions of events per second.

What you'll do

Build out world-class infrastructure, servicing millions of requests a day and growing
Architect, implement, and scale the application
Deeply understand the customer

What we're looking for

Proven experience scaling applications
Experience with high-throughput data ingestion
Willing to do whatever it takes to solve a problem

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Embed with customers and own their problems end-to-end.

What you'll do

Embed with our customers to get them up and running on Raindrop
Own customer problems end-to-end, debugging across their agents and our platform
Turn what you learn on the ground into product feedback that shapes our roadmap

What we're looking for

Top 0.1% communicator who would rather be in front of customers than heads-down all day
Strong engineer who can read a codebase, debug production systems, and fix customer bugs hands-on
Must be in person in San Francisco (or willing to move)

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Go-To-Market

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Own the full sales cycle for a deeply technical product.

What you'll do

Own the full sales cycle, from outbound and discovery through evaluation, procurement, negotiation, and close
Partner closely with engineering during technical evaluations and pilots
Help define our ideal customer profile, sales motion, and future GTM team

What we're looking for

Proven ability to close technical B2B software deals with engineers and technical leaders
Fast learner who can become credible on APIs, infrastructure, AI systems, and developer workflows
Must be in person in San Francisco (or willing to move)

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Build our outbound pipeline engine from the ground up.

What you'll do

Research accounts, identify the right people, and book qualified meetings for our AE team
Build AI-powered outbound systems that personalize at scale
Run signal-based prospecting instead of spray-and-pray sequences

What we're looking for

Proven ability to generate cold pipeline where your network doesn't help
Exceptional written communication and the instincts to know why devs hate typical sales outreach
Must be in person in San Francisco (or willing to move)

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People

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Build Raindrop's talent function from the ground up.

What you'll do

Own the end-to-end recruiting function: sourcing, outreach, interviewing, coordination, closing
Build a world-class top-of-funnel engine through relentless outbound sourcing, referrals, content, and other creative recruiting tactics
Help make the company a magnet for top talent by building a reputation for talent density

What we're looking for

Has recruited strong engineering teams, ideally at high-growth startups or AI / dev tool companies
Proven ability to source, engage, and close standout engineering candidates in competitive markets
Must be in person in San Francisco (or willing to move)

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Open Application

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The team

Currently shipping

Our values

Ship to Learn

We don't debate in a vacuum. We build prototypes, ship, and iterate. Speed is our advantage.

Do it Well

Any idea can be invalidated by building it poorly. When we care about something, we do it well.

Build Selfishly

Whenever possible, we prioritize ways of becoming our own customer. Instead of having to ask someone else their opinion at every turn, we prefer to ask ourselves when possible.

Connect the Dots

When something is right, it feels right; all of the good ideas snap together like Lego bricks. It's our job (not our customers!) to figure out the pieces, how they go together, and which pieces we can throw away.

Growth Mindset

We're direct with each other. In the moment when possible. We give feedback because we believe in each other.

Be Squirby

We are all squirby people. We want to win. We care about making beautiful things, and having fun doing it.