Drimva

Chalk

Director of Sales

$350K–$450K

SF +1 · On-site · Director · Full-time · Posted Oct 21, 2026

Location
SF
NY
Experience
7+ years in B2B sales, including 2+ leading a team.

About the job

Leads Chalk’s Account Executive team and builds a scalable sales organization to win new business for its production AI platform.

What you'll do

  • Drive net-new pipeline and bookings; plan coverage and hiring, and recruit Account Executives.
  • Coach and develop the team, establish sales processes, and manage forecasting, pipeline reporting, quotas, and compensation plans.
  • Improve pilot conversion and go-to-market strategy, and partner with founders and cross-functional teams on strategic deals.

What they ask for

  • 7+ years in B2B sales, including 2+ years leading a team; consistently exceeded quota and hired reps who exceeded quota.
  • Track record selling technical products to engineering, data, or ML teams, with the ability to engage deeply with engineers.
  • Experience structuring and winning usage-based or committed-spend deals and forecasting them.
  • Experience with sales-led, product-led, and hybrid sales motions.

Nice to have

  • Experience selling through cloud marketplaces or co-selling with cloud and data platform partners.
  • Experience designing territory, compensation, and forecast plans.

Pay

$350K – $450K (total pay)

AI focus

Leads sales for a production AI platform serving agents and models, including its context engine, runtime, and governed access to LLMs and tools.

Model-written summary · the original posting is authoritative

First seen Oct 29, 2026 · Last verified Nov 6, 2026 (UTC)