Enterprise Sales Leader, Healthcare
Sierra · US - Remote · San Francisco, CA · New York, NY · Atlanta, GA
Applied AIremotedirector$450k–$470k
At a glance
Highlights
- Lead sales for AI agents reaching over 50% of U.S. families.
- Partner with health plans and providers to transform patient experience.
- Help make care more accessible, human and affordable for everyone.
What they offer
- Flexible (unlimited) paid time off
- Medical, dental, and vision benefits
- Life insurance and disability benefits
- Parental leave
- Fertility and family building benefits through Carrot
- Discretionary benefit stipend
- Equity plans
Ideal candidate
An empowering sales leader who thrives coaching enterprise AEs through complex healthcare deals. You are customer-obsessed, data-driven, and motivated to make care more human and accessible.
Requirements
- 10-15+ years in enterprise customer-facing sales, closing large accounts
- 5+ years managing, mentoring and developing high-performing enterprise sales team
- Experience running end-to-end complex deals ($1M+)
- Exceptional verbal and written communication skills
- Analytical mindset with data-driven decision making
- remote policy
- primarily in-person
Lab profile
About Sierra
Leading platform for customer-facing AI agents for global enterprise brands.
What they build
- Platform for customer-facing AI agents
Known for
- Enterprise customer service transformation
- Trusted by major global brands
- Voice AI and agent analytics
Key facts
- Headquartered in San Francisco
- Offices across North America, Europe, and Asia
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