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Salary: USD 120,000 - 150,000 / annual
Tailscale is a secure networking platform built on WireGuard that helps teams and organizations securely interconnect people and devices. The company serves a vibrant community of 100,000+ monthly active users, from hobbyists to multinational corporations, and is backed by top-tier VCs including Accel, CRV, and Insight.
You will join the New Business Account Executive team as an ambitious seller responsible for driving new customer acquisition. This is an active prospecting role, not a farming position. You'll receive inbound leads via round robin but are expected to source approximately one-third of your own pipeline through outbound prospecting.
Key responsibilities include:
- Owning the complete sales cycle from prospect identification through purchase, building customer trust at every stage
- Prospecting and sourcing new business opportunities while managing inbound leads
- Educating prospective customers about Tailscale's services and helping them succeed with the platform
- Analyzing market landscapes and customer trends to inform sales campaigns and experiment with new approaches
- Attending and organizing local events and major industry conferences to evangelize Tailscale
- Supporting customers across multiple time zones
- Managing pipeline, activities, and forecasts in Gong and Salesforce
You should have 2+ years of prospecting or closing experience in door-to-door or in-person sales environments. A technical background or strong curiosity about technology is essential, as you'll be selling to senior technical buyers (VP Engineering, CTO, Head of Platform, CISO). Excellent communication and presentation skills are required, along with the ambition to build and refine sales playbooks rather than simply execute existing ones.
The role is based in Denver and requires hybrid work (3 days per week in-office). Tailscale is a fully distributed company, though this specific position requires in-office collaboration.
About Tailscale
AI / Data / Infrastructure; SaaS / Enterprise Software — secure networking platform built on WireGuard.
