Opportunity at
SierraEnterprise Sales Director, Healthcare
Sierra is seeking an Enterprise Sales Director to join its healthcare team. The company provides a platform for customer-facing artificial intelligence agents, partnering with major brands…
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About This Role
Sierra is seeking an Enterprise Sales Director to join its healthcare team. The company provides a platform for customer-facing artificial intelligence agents, partnering with major brands and healthcare networks, including health plans, providers, and financial platforms. This position is based on-site in San Francisco. In this role, the Enterprise Sales Director will drive revenue and manage large customer relationships within the healthcare sector. The successful candidate will navigate complex deal…
Job Description
Sierra is seeking an Enterprise Sales Director to join its healthcare team. The company provides a platform for customer-facing artificial intelligence agents, partnering with major brands and healthcare networks, including health plans, providers, and financial platforms. This position is based on-site in San Francisco.
In this role, the Enterprise Sales Director will drive revenue and manage large customer relationships within the healthcare sector. The successful candidate will navigate complex deal cycles, utilize artificial intelligence tools across the entire sales process, and collaborate with product and legal teams to deliver industry-leading products.
Sierra operates under core values that include trust, customer obsession, craftsmanship, intensity, and family balance. Qualified applicants should possess extensive enterprise sales experience managing large quotas and six-to-seven-figure contracts.
Responsibilities
- Identify and target potential clients through networking, research, and cold calling
- Build and nurture relationships with enterprise customers to drive pipeline and revenue growth
- Act as the main point of contact for key stakeholders and major accounts
- Lead complex deal negotiations and handle contract agreements with legal and finance teams
- Create and implement sales strategies and tailored proposals to achieve sales goals
- Partner with marketing, product, technical, and operations divisions
- Utilize artificial intelligence tools for account research, personalized outreach, call summaries, pipeline forecasting, and deal execution
Requirements
- 6 to 8 years of background in enterprise-facing sales identifying and securing large accounts
- Experience overseeing a quota of $1 million or more
- Track record of managing complex end-to-end sales deals valued at six and seven figures in annual contract value
- Strong verbal and written communication abilities
- Analytical approach to market trends and data-driven decision making
- Demonstrated history of prospecting and lead generation
Qualifications
- Familiarity with the artificial intelligence landscape, key industry players, and emerging trends
Core Skills
Benefits
- Flexible unlimited paid time off
- Medical, dental, and vision coverage for employees and their families
- Life and disability insurance
- Retirement plan options
- Parental leave
- Fertility and family building assistance through Carrot
- On-site lunch, snacks, and coffee
- Discretionary benefit stipend
- Free alphorn lessons
- Eligibility for company equity plans
Frequently Asked Questions
Answers are based only on the employer’s listing; where it doesn’t say, neither do we.
What is the salary for the Enterprise Sales Director, Healthcare role?
The position offers a salary ranging from USD 325,000 to 365,000 per year.
Is this position remote?
No, Sierra is primarily an in-person company based in San Francisco.
What level of experience is required for this job?
Applicants need 6 to 8 years of experience in an enterprise customer-facing sales role, including managing a $1M+ quota and complex 6- and 7-figure deals.
Sample Interview Questions
AI-generated questions tailored to this specific role — a preview of the full practice set.
