201K–201K CAD / year
Senior Customer Account Executive
SalesHybrid — Toronto
Published on 2026-10-15
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
The Senior Customer Account Executive will expand and renew customer accounts, focusing on upselling and ensuring the successful adoption of Tailscale's services. This role involves collaborating closely with various teams within the company.
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 a credible pipeline for upsells and renewals
- Own upsell and renewal targets
- Educate customers on Tailscale's value
- Maintain annual pipeline coverage
- Provide accurate forecasting
- Create mutual action plans with customers
- Participate in video-recorded customer meetings
What we're looking for
- 2+ years of closing experience in an AE or AM role
- Desire to join a high-growth software startup
- Experience selling developer or technical products
- Ability to present to senior managers and executives
- Strong track record of meeting/exceeding quota
- Experience with Gong or similar tools
- Ability to manage multiple opportunities at various stages
- Proactive approach in lead to close process
Benefits
- Inclusive and flexible working environment
- Competitive total compensation package
- Comprehensive group benefits with no waiting period
- Employer-funded retirement contributions
- Support for personal and professional development
- Paid time off and a healthy work-life integration
- Customizable home office setup
- Paid parental leave program