Enterprise Account Executive

About Tailscale

Tailscale is building the new Internet by delivering software that makes it easy to securely interconnect people and their devices, regardless of location. Backed by Accel, CRV, Insight, Heavybit, and Uncork Capital, Tailscale serves hobbyists to multinational corporations.

Job Overview

Join our rapidly growing Sales team at Tailscale as an Enterprise Account Executive. In this role, you will help large clients evaluate, purchase, and expand their use of Tailscale to meet their evolving networking, security, and compliance needs. You will collaborate with Solutions Engineering, Customer Success, Support, Marketing, and Product teams.

Key Responsibilities

• Develop and manage a credible quarterly pipeline with a land-and-expand approach.
• Take full ownership of the sales cycle from lead generation to closing.
• Educate customers on Tailscale's value through evaluation and adoption.
• Manage a balanced book of new and existing accounts.
• Provide accurate weekly forecasting and revenue delivery.
• Create mutual action and success plans with prospects and clients.

What We Are Looking For

• 5+ years of proven closing experience in sales.
• Experience selling developer and technical products in a PLG environment.
• Comfortable presenting to senior managers and executives.
• Ability to manage multiple opportunities at various stages while meeting quota.
• Familiarity with tools like Gong for pipeline management and collaboration.
• Experience collaborating with Sales Engineering during sales cycles.

Compensation & Benefits

This is a competitive, full-time role with a base salary, equity, and comprehensive benefits package. Salary target range for new hires is $250,000 to $300,000 USD.

What We Offer

• An inclusive and flexible remote-first work environment.
• A competitive total compensation package including base salary, equity, and commission.
• Comprehensive benefits including health, vision, dental, and more.
• Opportunities for professional development with annual budgets and mentorship programs.
• Generous parental leave and work-life integration policies.
• Resources for building your ideal home office setup.
• Opportunities for in-person collaboration through company retreats and co-working programs.

Key skills/competency

• Sales
• Pipeline
• Quota
• Closing
• PLG
• Collaboration
• Forecasting
• Account Management
• Remote
• Technical Sales