Weekday, Inc. Logo

Weekday, Inc.

Insurance Underwriting AI Expert

Reposted Yesterday
Be an Early Applicant
Remote
Hiring Remotely in Canada
Mid level
Remote
Hiring Remotely in Canada
Mid level
Design, implement, and monitor AI/ML models to improve underwriting risk assessment, pricing, and portfolio management. Translate underwriting rules into data models, integrate models into workflows, analyze datasets for risk patterns, build decision-support tools, ensure compliance and fairness, and collaborate with underwriting, actuarial, product, and engineering teams.
The summary above was generated by AI

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.

Similar Jobs

8 Hours Ago
Easy Apply
Remote or Hybrid
Canada
Easy Apply
Entry level
Entry level
Cloud • Information Technology • Security • Software • Cybersecurity
Remote French-speaking Sales Development Representative responsible for researching and prospecting leads, qualifying opportunities, scheduling meetings with decision-makers, and maintaining CRM records. Requires customer-facing experience, strong account development and qualification skills, bilingual English/French, and familiarity with AI tools to enhance workflows.
Top Skills: Ai ToolsCRMSalesforce
8 Hours Ago
Remote or Hybrid
CA
Mid level
Mid level
eCommerce • Fintech • Hardware • Payments • Software • Financial Services
Build and operate ingestion and reconciliation pipelines that match card-network and partner reports against internal transactions. Develop reporting products, produce standardized journals for accounting, support tax and regulatory filing systems, handle sensitive PII for compliance, debug production issues, and collaborate with finance, product, and data teams to automate and scale reconciliation and reporting.
Top Skills: Ai ToolsAirflowAWSBigQueryCi/CdDelta LakeGoHadoopIso-8583JavaKafkaKubernetesPysparkPythonSnowflakeSparkSQLTemporalTerraform
8 Hours Ago
Remote or Hybrid
Québec, QC, CAN
Senior level
Senior level
Cloud • Information Technology • Security • Software • Cybersecurity
Sell Cloudflare services to large Canadian enterprise accounts (focus Montreal). Develop and execute account/territory plans, manage complex sales cycles and contract negotiations, maintain a robust pipeline, build long-term strategic relationships, articulate technical value propositions, and ensure customer satisfaction while collaborating with internal teams.
Top Skills: CloudflareComputer NetworkingCybersecurityDnsIaasPaas

What you need to know about the Ottawa Tech Scene

The capital city of Canada and the nation's fourth-largest urban area, Ottawa has proven a rapidly growing global tech hub. With over 1,800 tech companies, many of which are leaders in their sectors, the city's tech talent now makes up more than 13 percent of its total workforce. This growth is driven not only by the big players like UL Solutions and Dropbox, but also by a thriving startup ecosystem, as new businesses emerge to follow in the footsteps of those that came before them.

Sign up now Access later

Create Free Account

Please log in or sign up to report this job.

Create Free Account