Teams at Tailscale

Leads Commercial Account Executives focused on expanding existing customer relationships. Responsibilities include hiring and onboarding a Vancouver sales team, coaching representatives, driving expansion revenue, managing pipeline and forecasts, supporting customer deals, developing repeatable sales playbooks, and collaborating cross-functionally to increase product adoption.

Manage and grow existing customer accounts through upsells, renewals, product education, adoption, forecasting, and quota attainment. Build pipeline, create mutual success plans, present to senior stakeholders, and collaborate with Solutions Engineering, Customer Success, Support, Marketing, and Product teams. The role requires a strong understanding of technical or developer-focused products, particularly in a product-led growth environment.

Own the full new-business sales cycle from prospecting through closed-won deals. Generate pipeline through inbound leads and self-sourced opportunities, educate prospective customers, build trust, manage forecasts in Gong and Salesforce, and support customers across time zones. Attend and organize industry events, analyze market trends, and help develop Tailscale’s startup sales playbook. The role is hybrid in Vancouver, requiring three days per week in the office.