Sierra
Enterprise Sales Leader, Healthcare
$450K–$470K
US - Remote +3 · Remote · Full-time · Posted Jul 10, 2026
- Location
- US - Remote
San Francisco, CA
New York, NY
Atlanta, GA - Experience
- 10–15+ years in enterprise sales; 5+ years in people management.
About the job
Leads and develops a regional enterprise sales team, owns sales performance and forecasting, and supports complex healthcare customer deals through close.
What you'll do
- Hire, onboard, coach, and develop enterprise account executives and future team leaders.
- Own regional sales performance and forecast accuracy; inspect pipeline and drive sales-process execution.
- Join key customer and prospect conversations to help navigate complex deals, pricing, negotiations, and closing.
What they ask for
- 10–15+ years of enterprise customer-facing sales experience identifying and closing large accounts.
- 5+ years managing, mentoring, and developing a high-performing enterprise sales team.
- Experience managing end-to-end complex enterprise deals valued at $1M+.
- Exceptional verbal and written communication skills; ability to analyze market trends and make data-driven decisions.
Nice to have
- Familiarity with the AI landscape, key players, emerging trends, and AI tooling and workflows.
- Experience building GTM strategies, sales teams, or sales motions from scratch or during early-stage growth.
Pay
$450K – $470K (total pay)
AI focus
Leads sales of customer-facing AI agents in healthcare; AI landscape knowledge and fluency with AI tooling and workflows are preferred.
Model-written summary · the original posting is authoritative