Senior Sales Executive - P&C

Gradient AI is revolutionizing Group Health and P&C insurance with AI-powered solutions that help insurers predict risk more accurately, improve profitability, and automate underwriting and claims. Our SaaS platform taps into one of the industry’s largest data lakes—tens of millions of policies and claims—to deliver deep, actionable insights. Trusted by leading carriers, MGAs, TPAs, and self‑insured employers, Gradient AI has grown rapidly since its founding in 2018.

Backed by $56M in Series C funding, we’re scaling fast—and it’s an exciting time to join the team.

We are looking for a driven, consultative Senior Sales Executive to join our team and sell our new predictive analytics solution for workers’ compensation claims management. This is a true hunter role. You will be joining at launch, building your pipeline from the ground up, and helping define what great looks like for this product in the market. If you have sold a new concept into the workers’ comp space and know what it takes to educate a buyer and close a deal, we want to talk with you.

• Build and own your pipeline through direct prospecting, industry relationships, and referrals across carriers, TPAs, brokers, MGAs, and self‑insured employers.
• Lead the full sales cycle from discovery through close, including demos, objection handling, proposals, and statements of work.
• Serve as a credible voice in the market, connecting our software’s capabilities to real operational problems your buyers face every day.
• Partner closely with product and customer success to provide market feedback and support strong client implementations.
• Hit and exceed annual sales targets while helping shape our go‑to‑market approach in the early days of this product.

• 5+ years of SaaS or technology sales experience, with a meaningful portion spent selling into the workers’ compensation or P&C insurance market.
• Direct experience selling to carriers, TPAs, brokers, MGAs and/or self‑insured employers. You understand how these buyers think, how they buy, and what they care about.
• Experience selling a new or emerging concept, not just an established product with a known category. You know how to build a case from scratch.
• A track record of building your own book of business. You are a hunter who does not wait for leads to come to you.
• Comfort with ambiguity. Strong communication and presentation skills, with the ability to demonstrate ROI and run a compelling demo.

• A fun, team‑oriented startup culture.
• Generous stock options – we all get to own a piece of what we’re building.
• Flexible schedule that supports working from home.
• Full benefits package includes medical, dental, vision, 401(k), paid parental leave, and more.
• Ample opportunities to learn and take on new responsibilities.

We are an equal opportunity employer.

The anticipated on‑target earnings (OTE) for this position is $275,000‑$315,000 USD, inclusive of base salary with strong accelerators. This role is also eligible for an equity grant and a comprehensive benefits package. In accordance with the Massachusetts Pay Transparency Law, we are providing a good‑faith salary range for this position at the time of posting. The actual salary offered will depend on the level at which the candidate is hired, as well as their experience, skills, qualifications, and location.

Compensation may grow over time through promotions and company‑wide adjustments. If your salary expectations fall outside this range, we still encourage you to apply so we can have a conversation.