Drimva

Gray Swan AI

VP of Sales

$225K–$500K

Remote (U.S. Only) · Remote · Director · Full-time · Posted Oct 31, 2026

Experience
10+ years of B2B SaaS enterprise sales experience, with 3+ years leading sales teams.

About the job

Leads Gray Swan AI’s enterprise sales organization, owning revenue targets, strategic deals, pipeline, team growth, and scalable sales operations.

What you'll do

  • Own new ARR, bookings, and forecasting; personally close strategic enterprise deals.
  • Build qualified pipeline through territory planning and collaboration with Marketing and partners.
  • Lead and grow the sales team while improving sales processes, forecasting, and operations.

What they ask for

  • 10+ years of B2B SaaS enterprise sales experience, including 3+ years leading sales teams.
  • Record of meeting or exceeding targets at an early-stage company.
  • Personally closed complex six- or seven-figure enterprise deals involving long cycles, technical evaluations, and procurement and security reviews.
  • Experience building sales processes, forecasting, compensation plans, and a CRM-driven operating rhythm.

Nice to have

  • Early sales leadership experience at a security startup that scaled from early stage to an exit.
  • Familiarity with AI security and safety.

Pay

USD $225,000-250,000 base salary; USD $450,000 - 500,000 total pay (OTE)

Tools

HubSpot, AWS, Azure, GCP

AI focus

The company evaluates AI models and builds real-time threat detection and adaptive adversarial red teaming agents; the role sells enterprise AI safety and security software.

Model-written summary · the original posting is authoritative

First seen Oct 31, 2026 · Last verified Nov 6, 2026 (UTC)