
Insurance Expert - Remote Contract Position
Listing checked September 14, 2026 · pay as published by AfterQuery
Key details
- Pay
- $80/hr
- Location
- Remote
- Job type
- contract
- Posted
- September 14, 2026
Overview
AfterQuery, a YC-backed startup, needs insurance specialists to build the training material that teaches AI models how the industry actually works. You will write question sets and case studies that probe underwriting analysis, claims adjudication and policy interpretation, then grade how well a model handles them. The work runs remote and asynchronous, so you set your own hours around whatever else you carry. Subject depth matters more here than volume, since the scenarios have to hold up against real regulatory and actuarial standards.
What You'll Do8
- Write insurance questions and case studies that push AI models on underwriting analysis, claims adjudication, policy interpretation, risk assessment, regulatory compliance and actuarial principles.
- Review model answers line by line and flag where reasoning slips, facts go wrong or industry standards get ignored.
- Give detailed written feedback that explains the flaw and points toward the correct treatment.
- Calibrate question difficulty with insurance specialists and technical teammates so the sets stay demanding yet teachable.
- Check that scenarios reflect current industry practice and accepted best practice.
- Adjust and re-test items based on how models respond, keeping the bank accurate over time.
- Draw on your own line of business, whether property and casualty, life and health, or commercial, to keep cases grounded.
- Document the reasoning behind each answer key so reviewers can audit the content later.
Requirements9
- Bachelor's degree in risk management, finance, business or a related discipline, or comparable professional experience.
- Hands-on background in insurance operations, underwriting, claims management or risk assessment.
- Working command of multiple insurance products and how the industry operates day to day.
- Sharp analytical reading, plus clear writing and speaking, with close attention to detail.
- Several years in the industry across more than one line of business is preferred.
- Exposure to insurance publications, regulatory work or insurtech projects stands out.
- Designations such as CPCU, CLU, ChFC, ARM or AINS are a plus.
- Familiarity with AI or technology-driven insurance applications helps.
- Insurance Producer License (Life, Health, P&C) requested as part of the application.
Who Should Apply
Candidates with years of underwriting, claims or risk assessment experience who can spot a flawed insurance answer on sight and explain the fix in writing. Designations like CPCU or ARM and work across multiple lines of business strengthen the case. A current Producer License in Life, Health and P&C is requested.
Salary Insight
The listing posts $80.00 per hour. That sits well above what insurance operations and claims roles usually pay per hour, and it lines up with the pay of an experienced specialist or credentialed underwriter bringing several years of subject depth.
Pay and demand for AI Training roles
Market estimates from live NearSkill listings — separate from this job's published terms.
This role · as published
$80/hr
Taken from the listing itself.
Typical pay · estimated
$70/hour
Median of 1,210 similar roles that publish pay · 302 publish only a top rate; those count at the rate they gave
Most AI Training roles pay $38–$96 per hour. This role's pay falls inside that range.
Rates shown per hour. Yearly and monthly pay converted; one-time fees and non-USD pay are not included.
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Most requested skills · share of roles
- ai evaluation15%
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Figures from AI Training roles live on NearSkill when this page loaded. A role can close before you apply, so check the listing itself.
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