Senior Customer Account Executive

Hybrid (Toronto)Full-timeCA$201k2026-10-15 → 2026-11-10

Hybrid

Core

Expand and renew current customer accounts for Tailscale's secure networking software by finding new use cases and driving adoption.

Role type

Senior Customer Account Executive (Sales)

Builds

Upsells and renewals for existing enterprise and developer customers

Domain

Developer Security / Network Infrastructure

Required skills

Closing experience in AE/AM roles, selling developer/technical products, presenting to executives, managing multiple opportunities, quota attainment, pipeline management with Gong, cross-functional collaboration

Preferred skills

Experience in product-led growth (PLG) motion, proactive prospecting

Technologies

Gong

Responsibilities

Build a credible pipeline quarterly via upsells and renewals, educate customers on new features, create mutual action/success plans, provide weekly forecasting and revenue delivery, participate in video-recorded customer meetings

Seniority

Mid-Senior, quota-based IC

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.