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Posted 7 months ago

Insurance Underwriting AI Expert

@ Weekday AI

Remote in Canada

$100–$120/hrRemotePart-time2+ years experience
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SIGNALS

Overview

Weekday AI is hiring an Insurance Underwriting AI Expert on a part-time contract basis, about 20 hours per week at $100-$120 per hour, remote in the US, UK, Canada, France or Portugal. The role builds AI and machine learning models for risk assessment, pricing and portfolio management, working with underwriting, actuarial and engineering teams.

Pay:

$100–$120 an hour

Responsibilities:

  • Design and implement AI/ML models for underwriting risk assessment
  • Develop policy pricing and rating models
  • Analyze historical and external data to identify risk patterns
  • Integrate AI models into underwriting platforms and workflows
  • Monitor model performance and ensure regulatory compliance

Requirements summary:

  • Bachelor's or Master's in insurance, actuarial science, data science or statistics
  • 2-8 years in insurance underwriting, analytics or AI/ML
  • Hands-on machine learning experience
  • Proficiency in Python, R, SQL and visualization tools
  • Knowledge of underwriting principles and rating engines

Tools & skills

Source and dates

Employer career site / ATS feed · workable

Employer posting date
2026-04-20
First seen by our source
2026-10-09
Source record updated
2026-10-15

These dates describe the source record, not a live verification that the employer is still hiring. Check the original posting.

Job details

SeniorityMid level
DepartmentData & analytics
Experience2+ years
Hours per week20
Travelair: none · ground: none
Work settingHome
PositionMostly sitting
Physical demandsphysical low · computer high
LanguagesEnglish
EducationBachelor’s degree (required), Master’s degree (preferred)
Fields of studyInsurance, Actuarial Science, Data Science, Statistics

Summary and details written by AI from the posting; the employer’s posting is the authority.

Weekday AI

Saved company profile

Historical company information from a saved The Jobs API profile (LinkedIn/Crunchbase fields). It is not live-verified; figures may have changed. Missing values remain unknown.

AI recruiter that runs outbound sourcing campaigns to find top talent

Full company description

AI recruiter that runs outbound sourcing campaigns to find top talent. At Weekday, we have built the most accurate database of talent (250mn+ people in US & India with contact data), we run outbound campaigns to identify top talent for any role you might be hiring for. We generate the highest response rates (30-40%) on our campaigns making sourcing talent as easy as making a job posting. We are backed by Y-Combinator and were also ranked #1 on Product Hunt.

LinkedIn followers
743,804
People associated on LinkedIn
258
Reported office locations
  • 2261, Market Street #4335, San Fransisco, CA 94114, US
Other recorded names
  • Weekday (YC W21)
Profile identifies a recruitment agency
Yes

AI recruiter that runs outbound sourcing campaigns to find top talent. At Weekday, we have built the most accurate database of talent (250mn+ people in US & India with contact data), we run outbound campaigns to identify top talent for any role you might be hiring for. We generate the highest response rates (30-40%) on our campaigns making sourcing talent as easy as making a job posting. We are backed by…

FieldValue
IndustryHuman Resources Services
Company size11-50 employees
HeadquartersSan Fransisco, CA
Organization typePrivately Held
Year founded2021
Open jobs on Jobsy18
LinkedInView page
Job description

This role is for one of our clients

Compensation: $100-$120 per hour (20 hours per week commitment)
Job Type:
Part-time / Contract

Location: US, UK, Canada, France, Portugal (remote)

We are seeking a highly motivated Insurance Underwriting AI Expert to join our growing team. This role sits at the intersection of insurance domain expertise and advanced analytics, focusing on transforming traditional underwriting processes using AI-driven solutions. The ideal candidate will bring strong knowledge of underwriting fundamentals along with the ability to design, implement, and optimize intelligent systems that enhance decision-making, efficiency, and risk outcomes.

As an Underwriting AI Expert, you will play a critical role in modernizing underwriting workflows by embedding data-driven insights into core processes such as risk assessment, pricing, and portfolio management. You will collaborate closely with underwriting, actuarial, product, and engineering teams to develop scalable AI solutions aligned with business objectives.

Requirements

Key Responsibilities:

  • Design and implement AI/ML models to support risk assessment and selection, improving accuracy in evaluating applicant profiles, exposures, and potential losses.
  • Translate underwriting guidelines and business rules into data models and algorithms that automate and augment decision-making.
  • Develop and refine policy pricing and rating models using statistical and machine learning techniques, ensuring alignment with market competitiveness and profitability goals.
  • Analyze historical data and external datasets to identify risk patterns, trends, and anomalies that inform underwriting strategies.
  • Support appetite evaluation and guideline application by building intelligent systems that dynamically match risks to underwriting appetite and highlight exceptions.
  • Collaborate with cross-functional stakeholders to integrate AI models into underwriting platforms and workflows.
  • Continuously monitor model performance, validate outputs, and recalibrate algorithms to ensure compliance, fairness, and accuracy.
  • Contribute to the development of underwriting dashboards, reporting tools, and decision-support systems.
  • Stay updated on regulatory requirements and ensure all AI-driven underwriting practices adhere to compliance standards.

Required Skills & Qualifications:

  • Bachelor’s or Master’s degree in Insurance, Actuarial Science, Data Science, Statistics, or a related field.
  • 2–8 years of experience in insurance underwriting, analytics, or AI/ML applications within the insurance domain.
  • Strong understanding of underwriting principles, including risk evaluation, pricing strategies, and policy structures.
  • Hands-on experience with machine learning techniques such as regression, classification, clustering, and predictive modeling.
  • Proficiency in tools such as Python, R, SQL, and data visualization platforms.
  • Experience working with large datasets, data preprocessing, and feature engineering.
  • Familiarity with underwriting systems, rating engines, and insurance data structures is highly preferred.
  • Strong analytical thinking, problem-solving abilities, and attention to detail.

Preferred Qualifications:

  • Exposure to commercial or personal lines underwriting.
  • Experience with AI model deployment and MLOps practices.
  • Knowledge of regulatory frameworks impacting underwriting and pricing.
Locations & environments

Locations

All of CanadaRemote · Hybrid · On-site · Field

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