Claims Specialist - AI Trainer (Contract)

Handshake•Tampa, FL

1d•Remote

About The Position

Handshake is seeking experienced Claims Specialists to support AI research through flexible, hourly contract work. This is not a traditional full-time claims role. You’ll use your real-world experience investigating, evaluating, and resolving claims to evaluate AI-generated content and provide feedback that helps AI better understand claims processes, policy language, and customer communication. This is an ongoing, project-based opportunity that can be done alongside your primary employment. This project is designed for professionals who are already working (or have recently worked) in roles such as: Claims Specialist or Claims Representative Claims Adjuster (property, casualty, auto, health, disability, or workers’ compensation) Claims Examiner or Claims Analyst Senior customer service professional with a strong claims focus This is not a traditional full-time role. You’ll apply once and, if qualified, be considered for part-time, project-based work as new projects become available. This project involves using your professional experience as a Claims Specialist to design job-related questions and review AI-generated responses for accuracy and relevance to real-world claims handling and customer interactions. No prior AI or technical experience is required.

Requirements

4+ years of professional experience in claims handling or closely related roles
Hands-on experience investigating claims, interpreting policy coverage, and communicating decisions to claimants or stakeholders
Strong written communication skills and attention to detail
Comfortable working independently and following written guidelines
Professional judgment, reliability, and a high standard of discretion and confidentiality, especially with sensitive or proprietary information.