Job Overview
Location
Hybrid (Denver, Colorado, United States)
Job Type
Full-time
Category
Sales
Date Posted
May 14, 2026
Full Job Description
đź“‹ Description
- • As a Senior Customer Account Executive at Tailscale, you will play a critical role in expanding and renewing existing customer accounts, driving revenue growth by identifying new use cases and ensuring successful product adoption across your portfolio.
- • Day to day, you will build a credible quarterly pipeline through upsell and renewal activities, own your quota attainment, collaborate with Solutions Engineering, Customer Success, Support, Marketing, and Product teams, and provide accurate weekly forecasting while creating mutual success plans with customers.
- • Tailscale is a fully distributed, high-growth startup building secure, easy-to-use networking software that connects people and devices globally, backed by top-tier investors and serving customers from hobbyists to multinational corporations.
- • In this role, you will deepen your expertise in technical sales motions, particularly product-led growth (PLG), sharpen your executive presentation and pipeline management skills, and grow your career through mentorship, professional development support, and cross-functional collaboration in a fast-moving, innovative environment.
🎯 Requirements
- • 2+ years of closing experience in an AE or AM role
- • Experience selling developer and/or technical products, especially in a product-led growth (PLG) motion
- • Experience presenting to senior managers and executives
- • Ability to manage multiple opportunities across stages with a strong track record of meeting or exceeding quota
- • Experience using Gong or similar tools for pipeline management and internal collaboration
- • Experience partnering with Sales Engineering, Support, and Customer Success teams to drive client outcomes
🏖️ Benefits
- • Competitive total compensation package including base salary, equity, and variable commission
- • Comprehensive group benefits with no waiting period (health, vision, dental, and more)
- • $1,500 USD annual professional development stipend plus mentorship and coaching opportunities
- • Build-your-own home office setup: company-owned laptop choice, monthly internet reimbursement, and $1,000 USD for workstation customization
- • Generous parental leave program with top-ups for up to 26 weeks from day one
- • Paid time off and flexible work-life integration support
Skills & Technologies
About Tailscale Inc.
Tailscale Inc. provides a zero-config virtual private network built on the open-source WireGuard protocol. It creates secure, encrypted mesh networks that connect devices, servers and users without traditional VPN hardware or complex firewall rules. The software runs on Linux, macOS, Windows, iOS, Android and container platforms, integrating with identity providers like Google Workspace, Microsoft Entra ID and Okta. Organizations use Tailscale to enable remote access to internal applications, SSH, RDP, databases and development environments, while maintaining centralized access controls and audit logs. The company is privately held and headquartered in Toronto, Canada.
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