Subrogation Specialist | Remote

Crossing Hurdles; United States; On-site; USD 137,760 - 172,200; Part time

Job summary

Crossing Hurdles is seeking an experienced Subrogation Specialist for a remote, freelance AI evaluation role. This position involves reviewing AI outputs related to subrogation, identifying errors in legal reasoning, and providing feedback. Ideal candidates should have 5+ years of subrogation experience and strong analytical skills. Compensation ranges from $100 to $125 per hour, with a commitment of at least 10 hours per week. This role offers flexibility and the chance to contribute to AI development while maintaining your expertise.

Qualifications

• 5+ years of subrogation experience in a carrier, TPA, or law firm setting.
• Strong written communication and analytical reasoning skills.
• Familiarity with state subrogation statutes.

Responsibilities

• Review and evaluate AI-generated outputs related to subrogation workflows.
• Identify errors in legal reasoning and carrier liability assessments.
• Provide written feedback on accuracy and real-world applicability.

Skills

Subrogation experience

Analytical reasoning

Written communication

Knowledge of recovery processes

Job description

Subrogation Specialist - Remote AI Evaluation Consultant

Placed by Crossing Hurdles | Immediate Start

About the Role

Crossing Hurdles is partnering with a US-based AI frontier lab to identify experienced insurance professionals for a remote, freelance AI evaluation role. This is not a traditional insurance position. Our client is building and refining AI systems designed to reason through complex insurance scenarios, and they need working practitioners to assess whether those systems get it right. If you have hands‑on subrogation experience and strong analytical instincts, this is an opportunity to apply your expertise in a flexible, well‑compensated consulting capacity alongside your current work or as a standalone engagement.

What You Will Do

• Review and evaluate AI-generated outputs related to subrogation workflows, recovery strategies, and claims decisions
• Identify errors in legal reasoning, carrier liability assessments, and third-party recovery analysis
• Provide written feedback on accuracy, logic gaps, and real‑world applicability
• Flag outputs that reflect misunderstanding of state‑specific subrogation laws or industry standards
• Complete structured evaluation tasks on a flexible, self‑managed schedule

Domain Focus

• Subrogation recovery across auto, property, workers compensation, and liability lines
• Third‑party liability determination and demand package review
• Statute of limitations compliance and jurisdictional considerations
• Negotiation strategy and settlement assessment
• Coordination with legal counsel and external vendors

What We Are Looking For

• 5 or more years of subrogation experience in a carrier, TPA, or law firm setting
• Demonstrated knowledge of recovery processes across multiple lines of business
• Familiarity with state subrogation statutes and intercompany arbitration forums such as Arbitration Forums Inc.
• Strong written communication and analytical reasoning skills
• CPCU, ARM, or similar designation is a plus but not required
• Candidates currently or recently working as Subrogation Specialist, Recovery Analyst, Claims Examiner, or Subrogation Team Lead are strongly encouraged to apply

Work Style and Expectations

This role is fully remote and asynchronous. You set your own hours and work independently within weekly targets. Strong performers are considered for retainer arrangements and expanded scope over time. Onboarding happens within 24 hours of offer, with no lengthy application forms or interview panels - just a resume review and a brief onboarding call.

Compensation

Rate: $100-125/hr (USD)

Payment: Via Deel, fortnightly

Commitment: 15-20+ hours/week (minimum 10+ hours/week)

You May Be a Good Fit If

You are an experienced subrogation professional who wants to contribute to AI development in a meaningful way, without leaving your area of expertise. You think critically about how insurance logic is applied, you can articulate why a recovery decision is right or wrong, and you value flexible, well‑paid work that fits around your life. To apply, send your resume to Crossing Hurdles. A member of our team will follow up directly.