168K–168K CAD / year
Customer Account Executive
SalesHybrid — Toronto
Published on 2026-10-05
These details were extracted automatically from the original listing. They may not be complete or fully up to date — it's worth checking the original job post.
About this role
Tailscale is seeking a Customer Account Executive to expand and renew customer accounts, focusing on upsells and product adoption. This role involves collaborating with various teams to educate clients on new features and ensure successful usage of Tailscale. The position requires proactive engagement and experience in selling developer or technical products.
About the company
Tailscale builds a zero-config mesh VPN on WireGuard so teams can securely connect devices, servers, and cloud resources without traditional VPN complexity.
What you'll do
- Become an expert in Tailscale's offerings.
- Build and manage a pipeline for upsells and renewals.
- Educate customers on the product's value.
- Provide accurate forecasting of revenue.
- Create mutual success plans with clients.
- Participate in video-recorded customer meetings.
What we're looking for
- Up to 1 year of quota-carrying experience.
- Desire to work in a high-growth startup.
- Experience with developer products in a PLG motion.
- Experience presenting to senior managers.
- Ability to manage multiple opportunities.
- Experience using Gong or similar tools.
- Experience working with Sales Engineering and Customer Success teams.
- Proactivity in lead engagement.
Benefits
- Equity incentive plan.
- Comprehensive group benefits with no waiting period.
- Employer-funded retirement contributions.
- Flexible paid time off.
- Home office setup reimbursement.
- Paid parental leave program.