Customer Account Executive
TailscaleHybrid (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
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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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