250K–300K USD / year
Enterprise Account Executive
SalesRemote — New York City
Published on 2026-09-28
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About this role
The Enterprise Account Executive will help major clients evaluate and expand their use of Tailscale's networking and security solutions. Responsibilities include managing the full sales cycle and collaborating with various internal teams to drive customer success.
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
- Own and grow a territory of enterprise organizations
- Proactively self-source pipeline through outbound prospecting
- Take ownership of the full sales cycle from lead to close
- Develop strategic account plans
- Build relationships with organizational stakeholders
- Navigate complex enterprise sales cycles
- Position Tailscale as a strategic platform
- Lead cross-functional account teams
What we're looking for
- 5+ years of closing experience in a sales role
- Demonstrated success selling highly technical software solutions
- Proven track record of meeting or exceeding quota
- Experience managing complex, multi-stakeholder sales processes
- Ability to engage with both technical practitioners and business leaders
- Experience collaborating with Sales Engineers
- Strong account planning and business case development skills
- Experience closing six-figure enterprise opportunities preferred
Benefits
- Inclusive and flexible work environment
- Competitive total compensation package
- Comprehensive group benefits with no waiting period
- Employer-funded retirement contributions
- Annual $1500 for professional development
- Flexible paid time off program
- Build-your-own home office setup
- Paid parental leave program