Customer Account Executive

Posted 2026-05-06
Remote, USA Full-time Immediate Start

Tailscale is building the new Internet by delivering software that makes it easy to securely interconnect people and their devices. As a Customer Account Executive, you will be responsible for expanding and renewing customer accounts, educating clients on new features, and ensuring successful adoption of Tailscale products.


Responsibilities

  • Become an expert in how Tailscale helps our customers
  • Build a credible pipeline every quarter by engaging with clients on upsells and renewals
  • Own an upsell and renewal number across your accounts
  • Help educate customers on the value of Tailscale throughout the evaluation & adoption cycle
  • Generate short-term results while maintaining annual pipeline coverage
  • Provide accurate weekly forecasting & revenue delivery
  • Create mutual action/success plans with prospective and existing customers where appropriate to help them evaluate and expand their usage of the Tailscale product

Skills

  • Up to 1 year of quota-carrying or closing experience, in an AE or an AM role
  • A strong desire to join a high-growth software startup in a fully remote role
  • Has sold developer and/or technical products, especially in a product-led growth (PLG) motion
  • Experience presenting to senior managers and executives
  • The ability to manage many opportunities simultaneously at various stages, coupled with a strong track record of meeting and exceeding quota
  • Experience using Gong, or similar, to collaborate internally and manage pipeline
  • Experience partnering with a Sales Engineering team, support, and customer success team to drive positive outcomes for clients
  • Proactive from lead to close

Benefits

  • A competitive total compensation package.
  • Comprehensive group benefits with no waiting period.
  • Support for your personal and professional development.
  • Paid time off and a healthy work-life integration.
  • A build-your-own home office setup.
  • Generous parental leave program from your first day.

Company Overview

  • Tailscale is a software company that provides zero-configuration virtual private networks (VPNs) for secure connectivity. It was founded in 2019, and is headquartered in Toronto, Ontario, CAN, with a workforce of 201-500 employees. Its website is https://www.tailscale.com.

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