Customer Account Executive

Tailscale
Hybrid (Vancouver, British Columbia)Posted 17 March 2026

Tech Stack

Job Description

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. Job Description Join our rapidly growing Sales team where you will play an important role at one of the fastest growing companies in the Developer Security space. As a Customer Account Executive, you will be responsible for helping expand and renew current customer accounts. You will focus on finding additional use cases, educating the client base on new feature releases, and ensuring the successful adoption of Tailscale across all of your existing customer accounts. You will partner closely with the Solutions Engineering team, as well as collaborate with the Customer Success, Support, Marketing, and Product teams. We're an energetic company with a wide variety of backgrounds. We coach each other, share feedback, and collaborate to maximize our performance and earning potential, all the while aligning with our customers' needs. Key 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 What We Are Looking For 2+ years of closing experience in an AE or an AM role A strong desire to join a high-growth software startup 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 - the hiring manager for this role is Spencer Cranson. If this opportunity really excites you, please don’t just apply on the website. Prospect thoughtfully and tell us why you’re the best candidate for this position. This role is based in Vancouver and is hybrid preferred (3 days/week in-office). #LI-Hybrid As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale's compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire's base salary. Individual offers may vary based on experience and skill set. For this position, our pay ranges reflect target OTE (on target earnings), inclusive of base salary and variable compensation tied to the attainment of quarterly sales targets. CAN Pay Range (OTE) $201,000 $201,000 CAD Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications. We encourage you to help us break that statistic! What We Offer An inclusive, flexible environment where you can be your authentic self. We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that ... (truncated, view full listing at source)
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