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 an Account Executive to help build our sales motion from the ground up.
You’ll sell a deeply technical product to engineering teams, working directly with AI engineers, engineering leaders, CTOs, and founders. You’ll own the full sales cycle, from identifying accounts and running discovery through technical evaluation, security, procurement, and close.
You do not need to be an engineer. You do need to be technically curious, ask sharp questions, understand ambiguous systems and workflows, and build genuine trust with engineers.
This is not a traditional SaaS sales role. You’ll work closely with Raindrop’s founders, engineers, and customers to shape how we sell, whom we sell to, and what we build.
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.
