Head of Sales

About Roger Roger is an AI-powered SDR that automates outbound sales from end to end. We help small to mid-sized teams scale pipeline without stacking tools. Backed by Y Combinator, Roger handles lead sourcing, outreach, follow-ups, and booking - all in your tone of voice. We’re growing quickly and hiring a head of sales to help build and scale our go-to-market motion. You’ll join early, own deals end to end, shape strategy, and work directly with the founder to define the next phase of sales at Roger. What You’ll Do Own the sales process from qualified lead (what Roger does) to close Run high-quality discovery, demos, and negotiations with decision-makers Manage pipeline effectively using Roger’s internal tooling and CRM Build relationships with RevOps, founders, and sales teams in our ICP Ensure customer success for Roger’s customers with their campaigns Collaborate on pricing, positioning, and product feedback with the founder Shape the future of the US sales function and hiring roadmap Who You Are 3–6 years of closing experience in B2B SaaS Proven track record hitting or exceeding quota Strong communicator who can sell consultatively and push deals forward Self-sufficient, coachable, and comfortable in ambiguity Bonus: you've worked in a startup or been a “first sales hire” before You’re excited to be a key player in building the US commercial function from scratch Compensation Base salary: $90,000–$110,000 OTE: $130,000–$150,000 (uncapped commission) Equity: meaningful early-stage grant