Curated remote opportunities

Remote AI Expert - Actuarial & Insurance Jobs in North America 2026

25 remote jobs open to candidates in North America in AI Expert - Actuarial & Insurance. Updated daily.

DataAnnotation.tech
AI Expert - Actuarial & Insurance Contractor ↘ +6 regions
Insurance History MATCH +10 AI Underwriting Reasoning Logic Reinsurance English Training Make Flexible Risk Selection
  • Australia, Canada, Ireland +3New ZealandUnited KingdomUnited States
  • Up to $125+/hr
  • Sep 22, 2026

Models bind a risk no underwriter would touch: a premium that ignores the loss history, exclusions that don't match the exposure, a claim decision that misreads the policy language.

DataAnnotation.tech
AI Expert - Actuarial & Insurance Contractor ↘ +6 regions
Make AI Modeling +6 Analysis Probability Statistics English Training Flexible
  • Australia, Canada, Ireland +3New ZealandUnited KingdomUnited States
  • Up to $125+/hr
  • Sep 22, 2026

Models reach for an actuarial answer and fumble the long-tail math: a reserve that ignores development, mortality assumptions applied to the wrong cohort, discounting that quietly breaks the present value.

Weekday
AI Expert - Actuarial & Insurance Contractor ↘ +6 regions
AI Insurance Reasoning +12 Litigation Strategic Thinking Rubrics Analysis Research Onboarding Calibration Management Litigation Strategy Policy analysis Written Feedback Professional Experience
  • United States, Australia, Canada +3New ZealandUnited KingdomGermany
  • From $80/hr
  • Sep 16, 2026

We are partnering with a leading AI lab to train frontier models on high-quality insurance reasoning data. We're hiring Complex Claims and Coverage Directors to design high-severity and coverage-sensitive claim scenarios, evaluate model outputs against established senior claims…

Weekday
AI Expert - Actuarial & Insurance Contractor ↘ +6 regions
Reinsurance AI Insurance +12 Reasoning Governance Rubrics Accuracy Logic Research Onboarding Calibration Reporting Underwriting Audit Written Feedback
  • United States, Australia, Canada +3New ZealandUnited KingdomGermany
  • From $80/hr
  • Sep 16, 2026

We are partnering with a leading AI lab to train frontier models on high-quality insurance reasoning data. We're hiring Reinsurance and Program Business Specialists to design realistic risk-transfer and delegated-authority scenarios, evaluate model outputs against established…

Weekday
AI Expert - Actuarial & Insurance Contractor ↘ +6 regions
AI Insurance Reasoning +12 Forecasting Portfolio Management Consulting Segmentation Diagnostics Management Rubrics Accuracy Interpretation Communication Mathematics Research
  • United States, Australia, Canada +3New ZealandUnited KingdomGermany
  • From $80/hr
  • Sep 16, 2026

We are partnering with a leading AI lab to train frontier models on high-quality insurance reasoning data. We're hiring P&C Actuaries and Portfolio Risk Managers to design realistic pricing, reserving, forecasting, and portfolio-management scenarios, evaluate model outputs…

Weekday
AI Expert - Actuarial & Insurance Contractor ↘ +3 regions
AI Insurance Reasoning +12 Risk Selection Underwriting Analysis History Data Classification Rubrics Accuracy Consistency Research Onboarding Calibration Written Feedback
  • United States, Canada, United Kingdom
  • From $80/hr
  • Sep 16, 2026

We are partnering with a leading AI lab to train frontier models on high-quality insurance reasoning data. We're hiring Multiline Property & Casualty Underwriters to design realistic risk-selection and underwriting scenarios, evaluate model outputs against established…

Weekday
AI Expert - Actuarial & Insurance Contractor ↘ +6 regions
AI Insurance Reasoning +12 Underwriting Analysis Illustration Rubrics Accuracy Tax Research Onboarding Calibration Mechanics Communication CFP
  • United States, Australia, Canada +3New ZealandUnited KingdomGermany
  • From $80/hr
  • Sep 16, 2026

We are partnering with a leading AI lab to train frontier models on high-quality insurance reasoning data. We're hiring Life & Annuity Specialists to design realistic advisory, underwriting and policy-service scenarios, evaluate model outputs against established industry…

Weekday
AI Expert - Actuarial & Insurance Contractor ↘ +6 regions
Underwriting AI Insurance +12 Reasoning Risk Selection Management Rubrics Accuracy Research Onboarding Calibration Analysis Litigation Communication Written Feedback
  • United States, Australia, Canada +3New ZealandUnited KingdomGermany
  • $80/hr
  • Sep 14, 2026

We are partnering with a leading AI lab to train frontier models on high-quality insurance reasoning data. We're hiring Disability Claims & Underwriting Specialists to design realistic disability adjudication and risk-selection scenarios, evaluate model outputs against…

Weekday
AI Expert - Actuarial & Insurance Contractor ↘ +6 regions
Insurance Operations AI +12 Reasoning Communications Insurance Operations Rubrics Accuracy Documentation Underwriting Research Onboarding Calibration Management Quality Assurance
  • United States, Australia, Canada +3New ZealandUnited KingdomGermany
  • $80/hr
  • Sep 14, 2026

We are partnering with a leading AI lab to train frontier models on high-quality insurance reasoning data. We're hiring Policy Administration and Insurance Operations Managers to design realistic policy-processing and servicing scenarios, evaluate model outputs against…

SME Careers
AI Expert - Actuarial & Insurance Contractor ↘ +17 regions
Insurance Reasoning Decision Making +12 Accuracy Compliance Interpretation Analysis Logic Underwriting AI Training Communication Finance Management Operations
  • Bangladesh, Bhutan, Brazil +14CambodiaGermanyIndiaIndonesiaMalaysiaNepalPakistanSingaporeSri LankaThailandPhilippinesUnited StatesTimor-LesteVietnam
  • Up to $70/hr
  • Aug 14, 2026

In this hourly, remote contractor role, you will work as an Insurance Subject Matter Expert (SME) to review AI-generated insurance responses and/or create expert insurance content, evaluating reasoning quality and step-by-step decision-making while providing precise written…

Truelancer
Insurance AI Operations +12 LLMs Engineering Accuracy Compliance Underwriting Reasoning Consistency Rubrics Machine Learning Microsoft Teams Annotation Curation
  • United States
  • Up to $65
  • Jul 21, 2026

Truelancer, in partnership with Wipro, is hiring experienced Insurance SMEs for a Google AI initiative focused on improving Large Language Models (LLMs) in insurance workflows.

Volga Partners
Auditing AI Finance +12 Audit Insurance Compliance Training Economics Research Flexible Consulting Accuracy Reasoning Documentation Microsoft Teams
  • United States
  • $35 – $42/hr
  • Jul 13, 2026

Compensation: $35.00–$42 USD per hour (depending on experience and qualifications) Schedule: On-Call | 0–20 hours per week based on project availability Help Shape the Future of AI in Finance, Audit & Risk Volga Partners is seeking experienced finance, audit, insurance,…

Volga Partners
Insurance AI Finance +12 Audit Compliance Training Economics Research Auditing Flexible Consulting Accuracy Reasoning Documentation Microsoft Teams
  • United States
  • $35 – $42/hr
  • Jul 13, 2026

Compensation: $35.00–$42 USD per hour (depending on experience and qualifications) Schedule: On-Call | 0–20 hours per week based on project availability Help Shape the Future of AI in Finance, Audit & Risk Volga Partners is seeking experienced finance, audit, insurance,…

Meridial AI
Insurance AI Training +12 Analysis Management Underwriting Compliance Interpretation Modeling Reasoning Accuracy Engineering Finance Communication Teaching
  • United States
  • $6 - $65/hr
  • May 18, 2026

Are you an insurance expert eager to shape the future of AI? Large‑scale language models are evolving from clever chatbots into powerful engines of industry transformation.

Meridial AI
AI Training Education +12 Probability Mathematics Modeling Valuation Insurance Analytics Compliance Reasoning Accuracy Engineering Statistics Analysis
  • United States
  • $6 – $65/hr
  • Mar 9, 2026

Are you an actuarial science expert eager to shape the future of AI? Large‑scale language models are evolving from clever chatbots into powerful engines of analytical insight.

Fleet AI
Insurance AI Collaboration +12 Training Simulation Microsoft Teams Underwriting Accuracy Compliance Logic Management Analysis Interpretation Modeling Documentation
  • Remote (Global)
  • Typical hourly range
  • Mar 5, 2026

Fleet AI is an applied artificial intelligence company focused on human–AI collaboration at scale. Our goal is to accelerate the transition to the allocation economy—a future where humans direct work rather than perform it.

Meridial AI
Insurance French AI +12 Analysis Automation Training Compliance Underwriting Reinsurance Management Communication Reasoning English Accuracy Logic
  • Canada
  • $8 – $65/hr
  • Feb 12, 2026

Are you a master of insurance fluent in French eager to shape the future of AI? Large‑scale language models are evolving from clever chatbots into powerful engines of financial literacy, risk analysis, and claims automation.

AfterQuery
Insurance AI Training +12 Flexible Underwriting Management Precision Finance Operations Communication AI Training Risk Management Professional Experience Insurance Operations Claims Management
  • Remote (Global)
  • $80/hr
  • Feb 4, 2026

AfterQuery is seeking Insurance Experts to create and refine insurance industry challenges for our AI training modules. In this remote, flexible role, you will design and evaluate insurance scenarios that test the AI's ability to interpret and apply complex insurance principles,…

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