Sales Development Representative

Raindrop • San Francisco, CA

1d • Onsite

About The Position

Raindrop is seeking a Sales Development Representative to establish its outbound pipeline engine. This role involves prospecting into engineering teams, including AI engineers, engineering leaders, CTOs, and technical founders. The focus is on research, relevance, and writing personalized outreach rather than generic cold calling. The Sales Development Representative will identify companies developing AI agents, pinpoint system failures, and initiate meaningful conversations with engineers. This is a unique opportunity to work closely with Raindrop's Head of GTM and founders to shape the outbound strategy and offers a clear path to an Account Executive role as the team expands.

Requirements

• Proven ability to generate cold pipeline, booking meetings from accounts with no prior relationship.
• Exceptional written communication skills, capable of making a strong first impression through emails and direct messages.
• Proficiency in building and utilizing AI tools for prospecting, such as agents, enrichment pipelines, and Clay-style workflows, to enhance productivity.
• Technical curiosity, with a genuine interest in understanding AI agents, traces, and the significance of silent failures.
• Experience prospecting into engineers, technical leaders, or developer audiences, or a strong understanding of why developers dislike typical sales outreach.
• Resilience, self-motivation, and consistency in a high-volume, precision-driven outbound environment.
• Coachability, with a demonstrated ability to improve performance based on feedback.
• High level of organization, including pipeline hygiene, follow-ups, and CRM discipline.
• Ambition to progress to an Account Executive role and contribute to building the GTM team.
• Interest in AI products and developer tools, ideally demonstrated through hands-on personal use.
• Must be located in San Francisco or willing to relocate.
• Strong candidates may have backgrounds in developer tools, observability, infrastructure, cloud, data, security, APIs, or AI/ML tooling.
• Open to career-changers with technical backgrounds looking to enter sales.

Nice To Haves

• Engineers reply to your cold emails asking to learn more, not to unsubscribe.
• You use AI to send 200 emails that each read like you sent 10.
• You treat outbound like a product: experiment, measure, iterate.
• You want direct ownership, fast feedback, and a real path to closing deals.
• You get energy from starting conversations no one asked for.

Responsibilities

• Build and own outbound pipeline by researching accounts, identifying key contacts, and booking qualified meetings for the Account Executive team.
• Develop AI-powered outbound systems for personalized outreach at scale, ensuring each communication feels individually researched.
• Implement signal-based prospecting techniques, leveraging activities like GitHub activity, product launches, incident postmortems, hiring patterns, and AI agent releases, rather than generic outreach sequences.
• Qualify inbound leads and ensure prompt routing.
• Track key performance metrics such as reply rates, meeting rates, channel performance, and messaging experiment results.
• Translate insights from prospect conversations into improvements for Ideal Customer Profile (ICP), positioning, and messaging.
• Contribute to defining the outbound playbook for the future SDR team.

What This Job Offers

• Job Type: Full-time
• Career Level: Entry Level
• Education Level: No Education Listed