Enterprise Sales Director - Health
Gradient AI · Remote
Posted about 3 months ago · $400,000 – $450,000
or apply directly on Gradient AI's site. We never take the application ourselves.
Is this posting real?
- This role has been open
- 87 days Gradient AI's roles stay open a median of 85 days
- Reposted
- No
- Salary listed
- Yes 83% of Gradient AI's roles list one
- Ghost-job risk at Gradient AI
- high 5 stale, 0 reposted of 6 open
- Hiring momentum
- 8 roles opened in the last 90 days ↑ up vs. the prior 90 days
- Last confirmed on the employer's board
- 2026-10-29
Measured from postings appearing on and disappearing from Gradient AI's own greenhouse board since 2026-08-03. Full hiring picture for Gradient AI.
About this role
The Enterprise Sales Director - Health will lead sales efforts for Gradient AI's AI-powered SaaS solutions within the health insurance sector. This role involves managing the entire sales cycle, from prospecting to closing deals, while engaging with various stakeholders including C-suite executives. The director will also be responsible for developing deep domain expertise in underwriting and analytics to effectively communicate the value of the solutions offered.
- benefits
- 3/5
- freshness
- 1/5
- career value
- 4/5
- role clarity
- 5/5
- pay transparency
- 5/5
Scored from the posting itself — how clearly the role is described, how much it says about pay and benefits, and how recently it was listed. Not a judgement of Gradient AI as an employer.
What you need
- Bachelor’s degree
- 10+ years of enterprise SaaS or technology sales experience
- Deep experience selling into the health insurance space
- Demonstrated ability to build and close a book of business from scratch
- Strong negotiation and presentation skills
- Prior experience navigating complex buying committees
What you get
- Generous stock options
- Unlimited vacation days
- Flexible schedule that supports working from home
- Full benefits package includes medical, dental, vision, 401k, paid parental leave, and more
- Ample opportunities to learn and take on new responsibilities
Worth weighing
- High OTE range suggests a performance-driven compensation structure
- Role requires navigating complex sales processes and stakeholder relationships
- Startup environment may involve ambiguity and rapid changes
Summarised from Gradient AI's posting. Read the full original.
Listed by Gradient AI on their greenhouse job board, last confirmed open on 2026-10-29. PitchMeAI is not the employer.