About the role
About the Role
Raindrop is the monitoring platform for AI agents. Engineering teams at Fortune 100 companies and leading AI companies including Vercel, Speak, and Clay use Raindrop to detect silent failures in production.
We're hiring a Sales Development Representative to build our outbound pipeline engine from the ground up.
You'll prospect into engineering teams: AI engineers, engineering leaders, CTOs, and technical founders. Developers ignore generic outreach, so this role is about research, relevance, and writing, not dialing through call lists. You'll find the companies shipping AI agents, figure out where their systems are failing, and start conversations that engineers actually want to have.
This is not a traditional SDR role. You'll work directly with Raindrop's Head of GTM and founders to shape our outbound motion, and you'll be first in line for an AE path as the team grows.
Why It Matters
AI agents fail constantly in ways both hilarious and terrifying.
Regular software throws exceptions. AI agents often fail silently, leaving engineering teams with little visibility into how their systems are actually performing.
The current status quo is manually reviewing millions of logs and debugging evals that don't match real-world behavior. Evals are like unit tests: they confirm that a model handled specific test cases correctly. But production agents call thousands of tools, run for hours, and encounter millions of unpredictable actions.
Raindrop learns the unique shape of each AI agent's issues. Engineering teams can track failures and behaviors across 100% of their production data, understand how frequently they occur, see which users are affected, and investigate the underlying conversations and traces.
As an early member of the GTM team, you'll play a fundamental role in bringing this new category of software to market.
Our Investors
We're backed by Lightspeed and leading AI companies and founders, including Figma Ventures, Vercel Ventures, Amjad Masad and Michele Catasta of Replit, Walden Yan of Cognition, Koen Bok and Jorn van Dijk of Framer, Andrew Hsu of Speak, Akshay Kothari of Notion, and more.
