Founding SDR, AI-Powered Outbound

Skyvern is an AI based Automate browser that helps with complex workflows using AI agents.

Location: Remote
Company size: 2–10
Posted: 2mo ago
Via: Yc

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Job listing · Updated 21 AUG 2026

Founding SDR, AI-Powered Outbound

Skyvern· US / CA / Remote (US; CA)View company profile

Job title: Founding SDR, AI-Powered Outbound
Job location: US / CA / Remote (US; CA)
Job listing URL: https://www.ycombinator.com/companies/skyvern/jobs/3P7vhT3-founding-sdr-ai-powered-outbound
Job description: Skyvern is an open-source AI agent that auotomates anything in a browser. YC-backed. We are pioneering Agent Process Automation (APA), the successor to brittle, script-based RPA, letting enterprises automate complex web workflows that traditional automation can't handle reliably. We sell to companies that have outgrown manual processes and have found that traditional scripts are too brittle and unreliable. ### The role We're hiring our first SDR to take our existing AI-powered SDR process and mature it. You'll harden what works, fix what doesn't, and build a best-practice, industry-leading, scalable engine. You'll combine human judgment with AI scale, run the high-touch outreach that automation alone won't land, and work directly with the founder team to shape how we sell. As our ICPs and GTM motion evolve, we expect to test several segments, so you'll have real influence over targeting and messaging from day one. ### What you'll do * Own and mature our AI outbound engine: review, tune, and approve AI-generated research and sequences, and improve the process itself over time * Run high-touch outbound where automation alone won't book the meeting * Receive and prioritize inbound signals from our visitor-intent pixels and product analytics, and decide how best to route and nurture them * Help develop and refine our ICPs and outbound plays as we test new segments * Qualify against our ICP and book meetings that AEs/founders accept * Run experiments on messaging, sequencing, and targeting, and document what wins * Keep CRM clean and report pipeline honestly ### You're a fit if you * Have \~2 to 4 years in SDR/BDR/outbound (or a standout 1 to 2 with proven numbers) * Write clearly and persuasively, and can hold a buyer's attention * Are genuinely fluent with AI tools and want to operate and improve a fleet, not grind a dialer * Thrive in ambiguity and bias toward action Nice to have: SaaS/enterprise sales experience, healthcare exposure, and hands-on experience with modern outbound, enrichment, and CRM tools. ### Milestones * First 30 days: ramped on our ICP and product * First 90 days: producing a predictable sourced-pipeline run-rate * First 12 months: a mature, documented outbound engine and a steady stream of qualified pipeline ### Compensation * $60K base / $90K OTE + equity, with uncapped variable and accelerators * Equity ### Why join Be the first SDR at a company building something genuinely new. You'll work directly with the founding team, operate at the frontier of AI-driven selling, and grow alongside a fast-growing business, with real room to grow professionally as you succeed.

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