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Open nowPosted 466 days ago

Insurance Operations Specialist

kaydotai1 open role

Where
United States
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Your applicationOpen nowInsurance Operations Specialistkaydotai · United States

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Share of postings closed within
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  2. 4.5%3 days
  3. 12.3%7 days
  4. 19.3%14 days
  5. 35.6%30 days
  6. 57.8%60 days
This job: posted 466 days ago

The posting

Why Kay.ai

We’re building AI co-workers that eliminate repetitive data entry in insurance operations. Right now, we’re riding the wave of rapid growth and scaling our team fast. Here’s why you should join us:

  • Pushing frontier tech every day: We’re solving some of the hardest challenges in LLM reliability, browser automation, and adaptive workflows.
  • Right Market Opportunity: The need for automation has never been more urgent in insurance (40% workforce bogged down in admin tasks, 400K worker shortage expected by 2026).
  • Demand Outpacing Supply: 100% MoM growth, strong word-of-mouth, saving >100 hours/month for clients, and the right market positioning mean we’re growing faster than we can handle.
  • World-class team and advisors: Our team includes machine learning experts and insurance operators from Microsoft, Amazon, Twitter, AmWINS, Insureon, and IITs. We’ve also assembled a top-tier panel of insurtech founders and insurance executives as advisors.
  • Strategic investors: We’ve raised our seed round from investors with deep expertise in AI and insurance, including Wing VC, South Park Commons, and 101 Weston Labs.

What You’ll Build

As a HITL (Human-in-the-Loop) Specialist, you’ll act as both executor and expert across our insurance workflows. You’ll be the human eyes and hands helping our AI co-workers learn faster and perform better. Specifically, you will:

  • Complete and review insurance operational workflows using our internal platform.
  • Identify failure points, missing logic, and system bugs as a true end-user.
  • Collaborate directly with product and engineering to test prototypes, validate changes, and ship features that reduce friction in our quoting engine.
  • Support the On-Call Specialist team by assisting with onboarding, live workflow coverage
  • Help develop scalable SOPs and internal documentation to improve task accuracy
  • Surface high-impact improvement ideas based on real submission behavior, client needs, and workflow insights.

About You

  • You have 2-5 years of experience in commercial or personal insurance operations, preferably with exposure to quoting, processing, or rating.
  • You love to spot process inefficiencies and are naturally detail-obsessed.
  • You’re excited by technology and can quickly adapt to new tools and systems.
  • You’ve worked in fast-paced environments where documentation is evolving and priorities shift quickly.
  • You’re confident communicating across teams and giving structured feedback.
  • You’ve either trained, mentored, or led others - or are eager to grow into that role.
  • Bonus: Experience at an insurtech, MGA, agency, or startup is a plus.

Compensation, Benefits, and Perks

  • Competitive salary and generous equity
  • 100% coverage health, vision, and dental insurance; 20% coverage for dependents
  • Beautiful NYC office space right off Domino Park in Williamsburg

If This Isn’t the Right Role for You

Please take a moment to reflect on the 1 or 2 most brilliant collaborators you’ve ever worked with and consider whether this might be a fit for them.

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