{"schemaVersion":"jobsearcher.job.v1","id":"1e9dbe475318c2aa2b1eeff8","url":"https://jobsearcher.com/jobs/1e9dbe475318c2aa2b1eeff8","canonicalUrl":"https://jobsearcher.com/jobs/1e9dbe475318c2aa2b1eeff8","title":"Sales Development Representative","description":"About Raindrop\n\nRaindrop is the monitoring platform for AI agents. Engineering teams at Fortune 100s and the fastest-growing AI companies (Vercel, Speak, Clay) use it to catch silent failures in production. When an agent misbehaves, Raindrop alerts the team, links to the trace, and surfaces the root cause so they can fix it fast. With Raindrop 2.0 (Self-Healing Agents), the loop closes itself: your coding agent fixes it, and the fix becomes an eval to prevent regressions.\n\nWhy It Matters\n\nAI agents fail constantly in ways both hilarious and terrifying. Regular software throws exceptions. But AI agents fail silently, leaving engineers with almost no visibility into how their agents are actually performing.\n\nThe current status quo is sifting through millions of logs and trying 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.\n\nThat’s where Raindrop comes in. It learns the unique shape of each AI agent’s issues. Starting from presets like Laziness, Forgetting, or Task Failure, to automatically tuning itself to each agent and discovering unknown unknowns.\n\nWith one click of a button, AI engineers start tracking issues or topics across 100% of their production data. They can see frequency over time, how many users are affected, relevant properties and more.\n\nIn order to process hundreds of millions of events, we gradually train small, custom models, private to each company, that learn to uniquely understand how their product is used.\n\nAs part of the early team, you’ll play a fundamental role in shaping the company - from making strategy and product decisions, to helping scale the team, to shaping the future of AI agents.\n\nOur Investors\n\nWe’re backed by incredible investors including Lightspeed and leading AI companies including Figma Ventures, Vercel Ventures, founders of Replit (Amjad Masad and Michele Castata), Cognition (Walden Yan), Framer (Koen Bok and Jorn van Dijk), Speak (Andrew Hsu), Notion (Akshay Kothari) and more.\n\nWe're hiring a Sales Development Representative to build our outbound pipeline engine from the ground up.\n\nYou'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.\n\nThis 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.\n\nYour Focus\n\nBuild and own outbound pipeline: research accounts, identify the right people, and book qualified meetings for our AE team\n\nBuild AI-powered outbound systems that personalize at scale. High volume, but every email reads like it was researched by hand\n\nRun signal-based prospecting (GitHub activity, product launches, incident postmortems, hiring patterns, AI agent releases) instead of spray-and-pray sequences\n\nQualify inbound leads and route them fast\n\nTrack what's working: reply rates, meeting rates, channel performance, and messaging experiments\n\nTurn patterns from prospect conversations into ICP, positioning, and messaging insights\n\nHelp define the outbound playbook the future SDR team will run\n\nIdeal Candidate\n\nProven ability to generate cold pipeline: meetings booked from accounts with no prior relationship, in markets where your network doesn't help\n\nExceptional written communication; your emails and DMs are the first impression of Raindrop\n\nBuilds with AI, not just uses it: agents, enrichment pipelines, Clay-style workflows that make one person prospect like a team of five\n\nTechnically curious: genuinely wants to understand how AI agents work, what a trace is, and why silent failures matter\n\nExperience prospecting into engineers, technical leaders, or developer audiences, or the instincts to know why devs hate typical sales outreach\n\nResilient, self-motivated, and consistent. Outbound is a volume game played with precision\n\nCoachable, with examples of feedback that changed your numbers\n\nHighly organized: pipeline hygiene, follow-ups, and CRM discipline without being told\n\nAmbitious: wants to earn a path to AE and help build the GTM team\n\nInterested in AI products and developer tools, ideally through hands-on personal use\n\nMust be in person in San Francisco or willing to relocate\n\nStrong candidates may come from developer tools, observability, infrastructure, cloud, data, security, APIs, or AI/ML tooling. We're also open to career-changers with technical backgrounds who want to break into sales.\n\nYou'll Thrive Here If\n\nEngineers reply to your cold emails asking to learn more, not to unsubscribe\n\nYou use AI to send 200 emails that each read like you sent 10\n\nYou treat outbound like a product: experiment, measure, iterate\n\nYou want direct ownership, fast feedback, and a real path to closing deals\n\nYou get energy from starting conversations no one asked for","company":"Raindrop","rawCompany":"raindrop","city":"Millbrae","state":"CA","isRemote":false,"isActive":false,"createdAt":"2026-08-19T18:45:47.865Z","occupations":[{"code":"41-3091.00","title":"Sales Representatives of Services, Except Advertising, Insurance, Financial Services, and Travel","slug":"sales-representatives-of-services-except-advertising-insurance-financial-services-and-travel"},{"code":"41-4011.00","title":"Sales Representatives, Wholesale and Manufacturing, Technical and Scientific Products","slug":"sales-representatives-wholesale-and-manufacturing-technical-and-scientific-products"},{"code":"41-9099.00","title":"Sales and Related Workers, All Other","slug":"sales-and-related-workers-all-other"}],"industries":[{"code":"541511","title":"Custom Computer Programming Services","slug":"custom-computer-programming-services"},{"code":"513210","title":"Software Publishers","slug":"software-publishers"},{"code":"541512","title":"Computer Systems Design Services","slug":"computer-systems-design-services"}],"jobPosting":{"@context":"https://schema.org","@type":"JobPosting","title":"Sales Development Representative","description":"About Raindrop\n\nRaindrop is the monitoring platform for AI agents. Engineering teams at Fortune 100s and the fastest-growing AI companies (Vercel, Speak, Clay) use it to catch silent failures in production. When an agent misbehaves, Raindrop alerts the team, links to the trace, and surfaces the root cause so they can fix it fast. With Raindrop 2.0 (Self-Healing Agents), the loop closes itself: your coding agent fixes it, and the fix becomes an eval to prevent regressions.\n\nWhy It Matters\n\nAI agents fail constantly in ways both hilarious and terrifying. Regular software throws exceptions. But AI agents fail silently, leaving engineers with almost no visibility into how their agents are actually performing.\n\nThe current status quo is sifting through millions of logs and trying 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.\n\nThat’s where Raindrop comes in. It learns the unique shape of each AI agent’s issues. Starting from presets like Laziness, Forgetting, or Task Failure, to automatically tuning itself to each agent and discovering unknown unknowns.\n\nWith one click of a button, AI engineers start tracking issues or topics across 100% of their production data. They can see frequency over time, how many users are affected, relevant properties and more.\n\nIn order to process hundreds of millions of events, we gradually train small, custom models, private to each company, that learn to uniquely understand how their product is used.\n\nAs part of the early team, you’ll play a fundamental role in shaping the company - from making strategy and product decisions, to helping scale the team, to shaping the future of AI agents.\n\nOur Investors\n\nWe’re backed by incredible investors including Lightspeed and leading AI companies including Figma Ventures, Vercel Ventures, founders of Replit (Amjad Masad and Michele Castata), Cognition (Walden Yan), Framer (Koen Bok and Jorn van Dijk), Speak (Andrew Hsu), Notion (Akshay Kothari) and more.\n\nWe're hiring a Sales Development Representative to build our outbound pipeline engine from the ground up.\n\nYou'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.\n\nThis 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.\n\nYour Focus\n\nBuild and own outbound pipeline: research accounts, identify the right people, and book qualified meetings for our AE team\n\nBuild AI-powered outbound systems that personalize at scale. High volume, but every email reads like it was researched by hand\n\nRun signal-based prospecting (GitHub activity, product launches, incident postmortems, hiring patterns, AI agent releases) instead of spray-and-pray sequences\n\nQualify inbound leads and route them fast\n\nTrack what's working: reply rates, meeting rates, channel performance, and messaging experiments\n\nTurn patterns from prospect conversations into ICP, positioning, and messaging insights\n\nHelp define the outbound playbook the future SDR team will run\n\nIdeal Candidate\n\nProven ability to generate cold pipeline: meetings booked from accounts with no prior relationship, in markets where your network doesn't help\n\nExceptional written communication; your emails and DMs are the first impression of Raindrop\n\nBuilds with AI, not just uses it: agents, enrichment pipelines, Clay-style workflows that make one person prospect like a team of five\n\nTechnically curious: genuinely wants to understand how AI agents work, what a trace is, and why silent failures matter\n\nExperience prospecting into engineers, technical leaders, or developer audiences, or the instincts to know why devs hate typical sales outreach\n\nResilient, self-motivated, and consistent. Outbound is a volume game played with precision\n\nCoachable, with examples of feedback that changed your numbers\n\nHighly organized: pipeline hygiene, follow-ups, and CRM discipline without being told\n\nAmbitious: wants to earn a path to AE and help build the GTM team\n\nInterested in AI products and developer tools, ideally through hands-on personal use\n\nMust be in person in San Francisco or willing to relocate\n\nStrong candidates may come from developer tools, observability, infrastructure, cloud, data, security, APIs, or AI/ML tooling. We're also open to career-changers with technical backgrounds who want to break into sales.\n\nYou'll Thrive Here If\n\nEngineers reply to your cold emails asking to learn more, not to unsubscribe\n\nYou use AI to send 200 emails that each read like you sent 10\n\nYou treat outbound like a product: experiment, measure, iterate\n\nYou want direct ownership, fast feedback, and a real path to closing deals\n\nYou get energy from starting conversations no one asked for","datePosted":"2026-08-19T18:45:47.865Z","dateModified":"2026-08-19T18:45:47.865Z","hiringOrganization":{"@type":"Organization","name":"Raindrop","sameAs":"https://jobsearcher.com"},"jobLocation":{"@type":"Place","address":{"@type":"PostalAddress","addressLocality":"Millbrae","addressRegion":"CA","addressCountry":"US"}},"identifier":{"@type":"PropertyValue","name":"JobSearcher","value":"1e9dbe475318c2aa2b1eeff8"},"url":"https://jobsearcher.com/jobs/1e9dbe475318c2aa2b1eeff8"}}