Enterprise Account Executive

Position Overview

• Location Type: Fully Remote
• Job Type: Full-time
• Salary: £197,500 - £197,500 GBP (On-Target Earnings - OTE, inclusive of base salary and variable compensation)

Tailscale is seeking an Enterprise Account Executive to join its rapidly growing Sales team. This role is crucial in helping large clients and prospects evaluate, purchase, and expand their use of Tailscale to meet evolving networking, security, and compliance objectives. The Enterprise Account Executive will collaborate closely with Solutions Engineering, Customer Success, Support, Marketing, and Product teams. Tailscale is a fast-growing, fully distributed company backed by prominent investors, focused on building a secure and easy-to-use Internet.

Requirements

• 5+ years of closing experience in a sales role.
• Strong desire to join a high-growth software startup in a fully remote role.
• Experience selling developer and/or technical products, particularly within a product-led growth (PLG) motion.
• Proven ability to present to senior managers and executives.
• Skill in managing multiple opportunities simultaneously across various sales stages, with a strong track record of exceeding quota.
• Experience using sales enablement tools like Gong, or similar, for internal collaboration and pipeline management.
• Experience collaborating with Sales Engineers on sales cycles.

Responsibilities

• Build a credible pipeline each quarter through a land-and-expand strategy.
• Own the full sales cycle from lead generation to closing deals.
• Educate customers on the value proposition of Tailscale during their evaluation and adoption process.
• Generate short-term sales results while maintaining long-term pipeline coverage.
• Provide accurate weekly forecasts and ensure revenue delivery.
• Develop mutual action/success plans with prospective and existing customers.
• Manage a book of business consisting of 50% existing clients and 50% new accounts.

About Tailscale

Tailscale is building the new Internet by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We're building a future for the Internet that's easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we're backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.

What We Offer

• An inclusive, flexible environment that encourages authenticity. Tailscale recognizes the value of diverse voices and backgrounds in driving growth for its people, product, and company. Flexibility in work arrangements allows for better integration of work and life.
• A competitive total compensation package, including base salary, an equity incentive plan, and variable commission for quota-based roles.
• Comprehensive group benefits with no waiting period, including health coverage.