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Sales Development Representative

Raindrop
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San Francisco, CA$70k - $80kFull-timePosted 2mo ago

About the role

Raindrop is hiring a Sales Development Representative to build the outbound pipeline, focusing on research, relevance, and written outreach to AI engineers, leaders, and technical founders. The role collaborates directly with the Head of GTM and founders and offers a potential path to AE as the team grows.

Responsibilities

  • Build and own outbound pipeline: research accounts, identify the right people, and book qualified meetings for our AE team
  • Build AI-powered outbound systems that personalize at scale. High volume, but every email reads like it was researched by hand
  • Run signal-based prospecting (GitHub activity, product launches, incident postmortems, hiring patterns, AI agent releases) instead of spray-and-pray sequences
  • Qualify inbound leads and route them fast
  • Track what's working: reply rates, meeting rates, channel performance, and messaging experiments
  • Turn patterns from prospect conversations into ICP, positioning, and messaging insights
  • Help define the outbound playbook the future SDR team will run
  • Ideal Candidate

Qualifications

  • 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
  • Coachable, with examples of feedback that changed your numbers
  • Highly organized: pipeline hygiene, follow-ups, and CRM discipline without being told
  • Ambitious: wants to earn a path to AE and help build the GTM team
  • Interested in AI products and developer tools, ideally through hands-on personal use
  • Must be in person in San Francisco or willing to relocate

Skills

Required:Outbound prospectingWritten communicationAI product/tech understandingAccount researchCRM / pipeline management

Benefits

  • $70-80K base, $100-110K OTE with uncapped commission, plus equity
Last updated Oct 21, 2026. Interested? Apply on the company site.
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About Raindrop

Sentry for AI Agents

Monitor your AI agents the right way. AI engineers use Raindrop to get alerts about hidden issues and successes in their AI agents. Raindrop sends you alerts when your AI misbehaves and links straight to the events, so you can dig into the conversations or traces, understand the root cause, and fix it, fast.

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