Disability Claims & Underwriting Specialist

This position is listed on behalf of a partner company, who manages all applications and next steps. Our partner is looking for a Disability Claims & Underwriting Specialist based in Canada.

This role offers an opportunity to bring deep disability insurance expertise into the development of next-generation AI <systems.You> will design realistic claims and underwriting scenarios that reflect the complexity of real-world disability decisions.Your expertise will help evaluate AI-generated outputs against established professional standards and defensible reasoning.The work spans disability definitions, medical and vocational evidence, benefit entitlement, and risk <selection.You> will create high-quality reference materials, identify reasoning gaps, and provide structured feedback to improve model performance.The role is well suited to experienced claims, underwriting, vocational rehabilitation, and absence-management professionals who enjoy analytical <work.You> will collaborate with a research team through onboarding, calibration sessions, and ongoing expert evaluation.

Accountabilities

Design realistic short- and long-term disability claims and underwriting scenarios covering elimination periods, own-occupation and any-occupation definitions, residual and partial disability, offsets, recurrent disability, and claim duration.

Develop professional work products such as claim determinations, benefit calculations, medical and vocational evidence summaries, transferable-skills analyses, return-to-work plans, and appeal decisions.

Produce high-quality “golden” reference responses that reflect experienced disability-professional judgment and industry standards.

Evaluate AI-generated responses using structured criteria covering definitional accuracy, evidentiary support, benefit calculations, procedural fairness, and quality of rationale.

Identify incorrect or unsupported disability determinations, missed offsets, inaccurate benefit calculations, inappropriate functional conclusions, and gaps in administrative documentation.

Provide clear written feedback to research teams to help improve AI reasoning, accuracy, and consistency in disability-related scenarios.

Participate in onboarding, office hours, calibration sessions, and other activities designed to maintain consistency and quality across expert evaluations.

Apply sound professional judgment while clearly distinguishing insurance claim adjudication from treating-provider clinical decisions and formal legal advice.

Requirements

At least 2 years of professional experience in disability claims adjudication, disability underwriting, vocational rehabilitation, or leave and absence management.

Experience with at least one disability program, such as group short-term disability, group long-term disability, individual disability income, statutory disability, or life waiver of premium.

Strong understanding of how contract definitions, elimination periods, offsets, pre-existing-condition provisions, and maximum benefit periods affect entitlement and claim duration.

Ability to assess medical, occupational, vocational, and financial evidence and develop defensible determinations supported by clearly documented reasoning.

Excellent written analytical skills, balanced professional judgment, and strong attention to detail.

Ability to distinguish appropriately between insurance adjudication, clinical assessment, and legal interpretation.

Experience with ERISA administrative records, appeals, or litigation support is an advantage.

Individual disability income underwriting experience, including occupation classification and financial underwriting, is a plus.

Familiarity with Social Security, workers’ compensation, or other-income offset coordination is beneficial.

Experience with FMLA, state leave programs, or ADA accommodation interactions is desirable.

Professional credentials such as CRC, CDMS, CCM, CPDM, RN, or a comparable clinical or vocational qualification are valued.

Benefits

• Flexible remote opportunity with the ability to work from Canada.
• Minimum commitment of 20 hours per week, with 40+ hours per week preferred.
• Opportunity to contribute to the training and evaluation of advanced AI systems using specialized insurance expertise.
• Meaningful project-based work where professional judgment directly influences AI model quality.
• Immediate start, with applications reviewed on a rolling basis.
• Referral opportunity offering up to $250 for each successful referral, subject to applicable restrictions.