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Salary: CAD 201,000 - 201,000 / annual
Tailscale is a rapidly growing secure networking platform built on WireGuard, enabling teams to securely interconnect people and devices. Founded in 2019 and backed by top-tier VCs (Accel, CRV, Insight, Heavybit, Uncork Capital), the company is fully distributed and operating at the forefront of developer security.
As a Senior Account Executive, you will drive expansion and renewal revenue across an existing customer portfolio. Your primary responsibilities include identifying additional use cases within current accounts, educating clients on new feature releases, and ensuring successful Tailscale adoption across your book of business. You will own specific upsell and renewal targets, build credible quarterly pipelines, and generate short-term results while maintaining annual pipeline coverage.
Key responsibilities:
- Become a product expert on how Tailscale solves customer problems
- Build and manage a pipeline of upsell and renewal opportunities
- Own revenue targets across your assigned accounts
- Educate customers throughout evaluation and adoption cycles
- Create mutual action and success plans with prospects and existing customers
- Provide accurate weekly forecasting and revenue delivery
- Participate in video-recorded customer meetings for training and quality improvement
- Partner closely with Solutions Engineering, Customer Success, Support, Marketing, and Product teams
You bring 2+ years of closing experience in an Account Executive or Account Manager role, with a strong track record of meeting and exceeding quota. You have sold developer and/or technical products, ideally in a product-led growth (PLG) motion, and can present confidently to senior managers and executives. Experience with Gong or similar pipeline management tools, and collaboration with Sales Engineering and customer success teams, is expected. You thrive managing multiple opportunities simultaneously at various stages and are proactive in prospecting and relationship building.
About Tailscale
AI / Data / Infrastructure; SaaS / Enterprise Software — secure networking platform built on WireGuard.
