Teams at Tailscale

Own the full new-business sales cycle from prospecting through closed-won deals. Generate approximately one-third of the pipeline, manage inbound leads, engage senior technical buyers, educate prospects, and build customer trust. Analyze market and customer trends, organize sales activities and forecasts in Gong and Salesforce, support customers across time zones, and represent Tailscale at local and industry events. The role is hybrid in Toronto, requiring three in-office days per week.

Expand and renew existing customer accounts through upsells, adoption, forecasting, and pipeline management. The role involves educating customers on product features, creating mutual success plans, presenting to senior stakeholders, and partnering with Solutions Engineering, Customer Success, Support, Marketing, and Product. The position requires managing multiple opportunities, meeting quota, and participating in recorded customer meetings. It is based in Vancouver with three required in-office days per week.

Manage and expand existing customer accounts through upsells, renewals, product education, adoption support, forecasting, and mutual success planning. Build pipeline, own account revenue targets, and collaborate with Solutions Engineering, Customer Success, Support, Marketing, and Product. The role requires customer presentations, opportunity management, quota attainment, and participation in recorded meetings. It is hybrid in Toronto with three in-office days per week.