Drimva

Tailscale

Enterprise Account Executive

$250K–$300K

Remote (San Francisco, California, United States) +1 · Remote · Full-time · Posted Sep 28, 2026

Location
Remote (San Francisco, California, United States)
United States
Experience
5+ years of closing experience in a sales role.

About the job

Own enterprise sales for Tailscale, from prospecting and evaluation through closing, adoption, and account expansion.

What you'll do

  • Develop and self-source enterprise pipeline, manage a territory, and lead sales cycles from lead to close.
  • Build account plans and relationships with technical and executive stakeholders to advance complex purchasing decisions.
  • Coordinate cross-functional teams to support customer outcomes, adoption, and account growth.

What they ask for

  • 5+ years of closing experience in a sales role.
  • Demonstrated success selling highly technical software solutions, such as infrastructure, networking, cybersecurity, cloud, or developer tools.
  • Proven record of meeting or exceeding quota in enterprise sales and managing complex, multi-stakeholder sales processes.
  • Experience collaborating with a Sales Engineer on sales cycles.

Nice to have

  • Experience closing six-figure enterprise opportunities.
  • Experience using Gong, or similar, to collaborate internally and manage pipeline.

Pay

$250,000 — $300,000 USD (OTE; total pay)

Tools

Gong

AI focus

The company's hiring process uses AI-assisted tools to help screen and assess candidates; all hiring decisions are made by people.

Model-written summary · the original posting is authoritative

First seen Oct 27, 2026 · Last verified Nov 5, 2026 (UTC)