Senior Sales Executive
Job Description
Senior Sales Executive, Health
Location: Boston, MA • Remote (Fully Remote)
Company: Gradient AI - AI-powered solutions for Group Health and P&C insurance. SaaS platform with large data lake, backed by $56M Series C funding.
Role Overview
Seeking a hands-on consultative Senior Sales Executive to sell SaaS underwriting and analytics solutions to the health insurance industry.
Responsibilities
- Build own book of business from ground up via direct prospecting, relationships, and referrals
- Lead consultative sales process: business development, research, objection handling, demos, closing, follow-up
- Draft statements of work and pricing proposals
- Master value proposition and competitive landscape
- Achieve monthly and annual sales targets
Qualifications
- 7+ years proven sales experience, with quota achievement record
- Strong experience selling into health insurance industry (must-have)
- Track record building own book of business (hunter mentality)
- Strong negotiation and presentation skills; experience running demos and demonstrating ROI
- Experience selling to insurance leaders; excellent communication skills
- Self-driven in fast-paced, collaborative environment
Compensation & Benefits
- On-Target Earnings (OTE): $300,000 - $350,000 USD (base + strong accelerators)
- Equity grant eligibility
- Full benefits: medical, dental, vision, 401k, paid paternal leave
- Unlimited vacation days
- Flexible schedule supporting work from home
- Team-oriented startup culture
Additional Information
Equal opportunity employer. Salary range provided per Massachusetts Pay Transparency Law; actual offer depends on level, experience, skills, qualifications, and location.
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Job Details
Location: Remote (USA), Boston, MA
Job Type: remote
Posted: Jun 6, 2026