or apply directly on Gradient AI's site. We never take the application ourselves.
Is this posting real?
- This role has been open
- 14 days Gradient AI's roles stay open a median of 62 days
- Reposted
- No
- Salary listed
- No 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
- 2026-10-06
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 VP of Sales for the Health Insurance Vertical at Gradient AI will lead and grow a team of enterprise sales representatives focused on selling AI-powered SaaS solutions to health insurance organizations. This role involves managing the sales pipeline, coaching team members, and ensuring the team meets sales targets while fostering a consultative selling approach. The VP will also collaborate with other departments to enhance demand generation and represent the sales team in leadership discussions.
- benefits
- 3/5
- freshness
- 5/5
- career value
- 4/5
- role clarity
- 4/5
- pay transparency
- 0/5
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
- 10+ years of enterprise SaaS or technology sales experience
- Experience leading, coaching, or mentoring a sales team
- Domain expertise in the health insurance space
- Proven experience hiring, onboarding, and developing sales talent
- Strong consultative and strategic mindset
- Outstanding verbal and written communication skills
Nice to have
- Experience rolling out a new sales process or methodology
- Prior experience navigating complex buying committees including Chief Actuaries, CMOs, VPs of Underwriting, and CFOs
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
- Ample opportunities to learn and take on new responsibilities
Worth weighing
- OTE range is $500k, but actual salary depends on various factors
- Role involves navigating a complex sales environment which may be challenging
- Fast-paced startup culture may require adaptability to ambiguity
Summarised from Gradient AI's posting. Read the full original.
Listed by Gradient AI on their greenhouse job board, last confirmed open on 2026-10-06. PitchMeAI is not the employer.