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Insurance Tech Sales

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: Motion Recruitment
Full Time position
Listed on 2026-03-01
Job specializations:
  • Sales
  • Insurance
Salary/Wage Range or Industry Benchmark: 100000 USD Yearly USD 100000.00 YEAR
Job Description & How to Apply Below

We’re hiring a Founding Sales / Business Development Executive to help build and scale the go-to-market motion at a fast-growing AI startup transforming the insurance industry. This is a first-AE / early sales hire with real ownership: defining the sales playbook, shaping customer engagement strategy, and closing complex six-figure enterprise deals.

You’ll work closely with the Head of Sales and founding team, selling to brokerages, carriers, MGAs, TPAs, claims organizations, and insurance‑adjacent legal teams. This role is ideal for either a senior P&C insurance professional (broker, producer, underwriter, account manager, claims leader) moving into high‑growth tech, or a proven enterprise SaaS seller eager to specialize in insurance and AI‑driven workflows.

Required Skills & Experience
  • 10+ years of experience in either P&C insurance (broker, producer, underwriter, account manager, claims), or Enterprise B2B SaaS sales with $100K+ ACV deals
  • Consistent quota attainment (top 20% performer preferred)
  • Strong hunter mindset with comfort generating pipeline from scratch
  • Experience selling to VP/C-level buyers in complex sales cycles
  • Strong business and financial acumen; able to articulate ROI clearly
  • Executive presence, credibility, and excellent communication skills
  • Entrepreneurial mindset with comfort operating in ambiguity
Desired Skills & Experience
  • Deep understanding of insurance workflows and pain points
  • Early‑stage startup experience (Seed–Series B)
  • Familiarity with AI / ML concepts and AI‑powered sales tools
  • Existing relationships within the insurance ecosystem
The Offer
  • Equity eligible
You Will Receive The Following Benefits
  • Medical, Dental, and Vision Insurance
  • Vacation Time
  • Stock Options

Applicants must be currently authorized to work in the US on a full‑time basis now and in the future.

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