waypointjobs

Confidential

Travel Operations Expert for AI Training

Westchester, IL

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Job description

Apply hands-on travel operations expertise to help improve next-generation AI systems through realistic, industry-grounded evaluation and feedback.

Role Overview This remote contract role focuses on testing travel-related technology workflows and providing practical input that helps AI systems learn, reason, and perform more effectively. No prior AI experience is required, your travel domain knowledge is the core qualification.

Key Responsibilities Analyze and test realistic travel operations workflows using booking, reservation, ticketing, or hospitality platforms.

Evaluate AI-supported travel tools and integrated applications through real-world scenarios.

Identify, document, and explain incorrect, inefficient, or unrealistic system outcomes using professional judgment.

Provide actionable feedback on usability, platform behavior, and travel-industry requirements.

Recommend improvements and identify gaps based on operational best practices in travel, hospitality, or corporate travel management.

Collaborate with project coordinators through concise written feedback and structured input forms.

Qualifications Substantial practical experience in travel operations, hospitality management, corporate travel, booking platforms, or reservation systems.

Hands-on workplace experience with reservation, ticketing, or travel-management platforms.

Ability to assess platform features and workflow outcomes and clearly explain their practical implications.

Strong attention to detail and operational judgment when identifying errors or unrealistic scenarios.

Excellent written communication skills for structured feedback and reporting.

Familiarity with AI tools such as ChatGPT, Claude, or similar applications is preferred.

Experience with process improvement, workflow documentation, or digital transformation projects in travel or hospitality is preferred.

Work Terms Remote contract engagement.

Compensation $50 to $70 per hour.

Who can apply

Review the original listing for work authorization, qualifications and employer requirements.

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