Insurance Underwriter - Risk Specialist

Obsidian; Toronto; On-site; CAD 65,000 - 90,000; Part time

Job summary

Mercor is partnering with a leading AI lab to create underwriting scenarios and assess AI outputs in insurance risk. We seek Insurance Underwriting Specialists across lines to design risk selection and coverage determinations, and to produce professional underwriting analyses and rationales.

Ideal candidates have strong written skills, clear judgment, and a track record in underwriting. This role offers part-time to full-time hours and starts immediately, with rolling applications.

Qualifications

• 2+ years of professional experience in insurance underwriting.
• Understanding of how policy provisions, exclusions, endorsements and rating factors determine coverage and price.
• Ability to weigh risk, exposure, and financial evidence with a defendable rationale.
• Excellent written analysis, balanced judgment, and high attention to detail.
• Distinguish underwriting decisions from sales/agent recommendations and from formal legal advice.

Responsibilities

• Design realistic scenarios involving risk selection, exposure analysis, policy terms and conditions, exclusions, endorsements, pricing, and coverage determinations.
• Create work products such as underwriting decisions, risk assessments, rating and pricing rationales, coverage analyses, and referral write-ups.
• Write golden reference responses at experienced underwriting-professional quality.
• Grade AI-generated responses against structured rubrics for risk-selection accuracy, provision interpretation, pricing correctness, and sound judgment.
• Identify misread policy language, flawed risk classifications, incorrect pricing math, and gaps in documented rationale.
• Provide written feedback the research team uses to improve model behavior.
• Participate in onboarding office hours and calibration sessions.

Skills

Insurance underwriting experience

Policy provisions knowledge

Written analysis

Attention to detail

Sound judgment

Education

CPCU, CLU, AINS, ARM, AU, FALU or comparable credential

Tools

Job description

About the Role

Mercor is partnering with a leading AI lab to train frontier models on high-quality insurance reasoning data. We're hiring Insurance Underwriting Specialists to design realistic underwriting and risk-selection scenarios, evaluate model outputs against established industry standards, and help shape how the next generation of AI reasons about risk assessment, policy provisions, pricing, and coverage decisions.

We welcome underwriters across all lines, including life, health, property, casualty, commercial, personal, specialty, marine, surety, and reinsurance — from carriers, MGAs, and reinsurers.

What You'll Do

• Design realistic scenarios involving risk selection, exposure analysis, policy terms and conditions, exclusions, endorsements, pricing, and coverage determinations

• Create work products such as underwriting decisions, risk assessments, rating and pricing rationales, coverage analyses, and referral write-ups

• Write "golden" reference responses at experienced underwriting-professional quality

• Grade AI-generated responses against structured rubrics for risk-selection accuracy, provision interpretation, pricing correctness, and sound judgment

• Identify misread policy language, flawed risk classifications, incorrect pricing math, and gaps in documented rationale

• Provide written feedback the research team uses to improve model behavior

• Participate in onboarding office hours and calibration sessions

You're a Good Fit If You

• Have 2+ years of professional experience in insurance underwriting (any line)

• Understand how policy provisions, exclusions, endorsements, and rating factors determine coverage and price

• Can weigh risk, exposure, and financial evidence and articulate a defensible decision with a documented rationale

• Demonstrate excellent written analysis, balanced judgment, and high attention to detail

• Can distinguish underwriting decisions from sales/agent recommendations and from formal legal advice

Bonus Qualifications

• CPCU, CLU, AINS, ARM, AU, FALU, or comparable industry credential

• Experience across multiple lines of business or specialty risks

• Reinsurance, treaty, or facultative underwriting experience

• Actuarial, pricing, or catastrophe-modeling exposure

• Experience with regulatory filings, compliance, or audit review

Role Highlights

• Minimum 20 hours per week (ideally 40+)

• Role starts immediately, applications reviewed on a rolling basis