Drimva

Sierra

Enterprise Sales Director - Majors, Healthcare

$315K–$325K

US - Remote +3 · Remote · Director · Full-time · Posted Jul 10, 2026

Location
US - Remote
San Francisco, CA
New York, NY
Atlanta, GA
Experience
8–10 years of enterprise customer-facing sales experience.

About the job

Leads complex healthcare enterprise sales from prospecting through closing, building executive relationships and using AI tools throughout the sales cycle.

What you'll do

  • Manage an enterprise book and lead 6- and 7-figure deal cycles end-to-end, including proactive risk management and deal strategy.
  • Build relationships with customer C-suites and lead VP-level conversations; engage Sierra leadership and co-founders when useful to deals.
  • Use AI tools for account research, outreach, call summaries, pipeline forecasting, and deal execution.

What they ask for

  • 8–10 years of enterprise customer-facing sales experience identifying and closing large accounts.
  • Experience managing a $1M+ quota and running complex 6- and 7-figure ACV deals end-to-end.
  • Ability to build trusted relationships across customer C-suites.
  • Exceptional verbal and written communication.

Nice to have

  • Familiarity with the AI landscape, key players, and emerging trends.

Pay

$315K – $325K (total pay)

AI focus

Sell AI products to healthcare customers and use AI tools across the sales cycle to automate tasks and support customer relationships.

Model-written summary · the original posting is authoritative

First seen Oct 10, 2026 · Last verified Nov 6, 2026 (UTC)