Remote Senior SaaS Sales Exec – Workers' Comp

Gradient AI; Boston (MA); On-site; USD 275,000 - 315,000; Full time

Benefits offered by this job

Stock options

Unlimited vacation

Flexible schedule

Full benefits package

Learning opportunities

Job summary

Gradient AI, a fast-growing startup transforming workers' compensation and liability insurance with predictive analytics, is seeking a driven Senior Sales Executive for a fully remote role in the US. You will build a pipeline from scratch, educate buyers, and close deals.

Join a team that values ROI storytelling, direct prospecting, and collaboration with product and customer success to shape our go-to-market and achieve ambitious OTE targets.

Qualifications

• 5+ years of SaaS or technology sales, 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.
• Experience selling a new or emerging concept, not just an established product with a known category.
• 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.

Responsibilities

• 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.

Skills

SaaS sales

Carrier/TPA/MGA sales

New concept sales

New business development

ROI demonstrations

Job description

Gradient AI, a fast-growing startup transforming workers' compensation and liability insurance with predictive analytics, is seeking a driven Senior Sales Executive for a fully remote role in the US. You will build a pipeline from scratch, educate buyers, and close deals.

Join a team that values ROI storytelling, direct prospecting, and collaboration with product and customer success to shape our go-to-market and achieve ambitious OTE targets.