# Sales Development Representative at Raindrop

- Company: Raindrop
- What the company does: Trace every run. Auto-fix silent failures. Simulate before shipping. Raindrop helps you detect agent issues and prevent them from happening. Backed by Lightspeed and Y Combinator.
- Company website: https://www.raindrop.ai/
- Type: Startups (AI role)
- Level: Mid level
- Location: San Francisco
- Work setup: On-site
- Posted: 2026-08-13
- Apply by: 2026-10-08
- Apply: https://jobs.ashbyhq.com/raindrop/16d03300-0511-4b00-8f60-d603b78cf2d9
- Page: https://www.1752.vc/careers/jobs/raindrop-sales-development-representative/

## About the role

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.

## What they're looking for

- Proven ability to generate cold pipeline: meetings booked from accounts with no prior relationship, in markets where your network doesn't help
- Exceptional written communication, your emails and DMs are the first impression of Raindrop
- Builds with AI, not just uses it: agents, enrichment pipelines, Clay-style workflows that make one person prospect like a team of five
- Technically curious: genuinely wants to understand how AI agents work, what a trace is, and why silent failures matter
- Experience prospecting into engineers, technical leaders, or developer audiences, or the instincts to know why devs hate typical sales outreach
- Resilient, self-motivated, and consistent. Outbound is a volume game played with precision

Tags: Sales