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First-Line Supervisors of Entertainment and Recreation Services - AI Trainer (Contract)

liETtVLaARqgmMEbYzHNNLIzUPcdfPrwhYtVK7Qa.png Fast Facts

Handshake is seeking First-Line Supervisors of Entertainment and Recreation Services to evaluate AI models based on their industry experience in a flexible, remote contract role.

liETtVLaARqgmMEbYzHNNLIzUPcdfPrwhYtVK7Qa.png Responsibilities: Key responsibilities include developing prompts for AI models, evaluating responses, and providing structured feedback to improve AI understanding of workplace tasks.

liETtVLaARqgmMEbYzHNNLIzUPcdfPrwhYtVK7Qa.png Skills: Candidates should have at least 4 years of professional experience in entertainment and recreation services, with skills in analysis, program development, staff coordination, and customer service.

liETtVLaARqgmMEbYzHNNLIzUPcdfPrwhYtVK7Qa.png Qualifications: Preferred qualifications include experience in supervising activities, customer service improvement, and staff training in the entertainment sector.

liETtVLaARqgmMEbYzHNNLIzUPcdfPrwhYtVK7Qa.png Location: The job is remote, with flexible hours and can be done from any location, primarily targeting candidates in the USA.

liETtVLaARqgmMEbYzHNNLIzUPcdfPrwhYtVK7Qa.png Compensation: $75 - $75 / Hourly




Overview

Handshake is recruiting First-Line Supervisors of Entertainment and Recreation Service Professionals to contribute to an hourly, temporary AI research project—but there’s no AI experience needed. In this program, you’ll leverage your professional experience to evaluate what AI models produce in your field, assess content related to your field of work, and deliver clear, structured feedback that strengthens the model’s understanding of your workplace tasks and language. The Handshake AI opportunity runs year-round, with project opportunities opening periodically across different areas of expertise.

Details

  • The position is remote and asynchronous; work independently from wherever you are.
  • The hours are flexible, with no minimum commitment, but most average 5-20 hrs
  • The work includes developing prompts for AI models that reflect your field, and then evaluating responses.
  • You’ll learn new skills and contribute to how AI is used in your field
  • Your placement into a project will be dependent on project availability—if you apply now and can’t work on this project, more will be available soon.

Qualifications

  • You have at least 4 years of professional experience in one or more of the following types of work.
  • The examples below reflect the types of real-world responsibilities that you might have had in your role that will give you the context needed to evaluate and train high-quality AI models
  • Analyze and record personnel or operational data and prepare related activity reports
  • Apply customer feedback to improve service quality and operational effectiveness
  • Assign work schedules based on operational requirements to ensure timely and high-quality service delivery
  • Collaborate with staff to plan and develop programs, events, and activity schedules
  • Direct and coordinate the activities of entertainment and recreation workers
  • Provide customers with information about events, programs, and activities
  • Communicate participant interests or special needs to staff to ensure appropriate service delivery
  • Inspect work areas and equipment to ensure compliance with cleanliness, safety, and maintenance standards
  • Meet with managers and supervisors to stay informed of operational changes affecting staff or services
  • Observe and evaluate employee appearance and performance to ensure service quality and compliance with standards
  • Participate in continuing education to stay current on industry trends and best practices
  • Plan, direct, and supervise recreational and entertainment activities such as sports, aquatics, games, or performing arts
  • Support staff in performing complex or challenging duties
  • Recruit, interview, and hire staff members
  • Requisition supplies and equipment necessary to support recreational and entertainment activities
  • Resolve customer complaints related to service delivery or staff performance
  • Serve as a liaison between management and activity leaders
  • Take disciplinary action to address performance or conduct issues
  • Train staff on operational procedures, job functions, and organizational policies.
  • You’re able to participate in asynchronous work in partnership with leading AI labs.

Application Process

  • Create a Handshake account
  • Upload your resume and verify your identity
  • Get matched and onboarded into relevant projects
  • Start working and earning

Work authorization information

F-1 students who are eligible for CPT or OPT may be eligible for projects on Handshake AI. Work with your Designated School Official to determine your eligibility. If your school requires a CPT course, Handshake AI may not meet your school’s requirements. STEM OPT is not supported. See our Help Center article for more information on what types of work authorizations are supported on Handshake AI.

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CEO of Handshake
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Garrett Lord
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Average salary estimate

$48750 / YEARLY (est.)
min
max
$19500K
$78000K

If an employer mentions a salary or salary range on their job, we display it as an "Employer Estimate". If a job has no salary data, Rise displays an estimate if available.

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Handshake seeks seasoned talent agents and business managers to evaluate AI-generated content and craft prompts that reflect real entertainment and sports industry workflows in a flexible, contract role.

Our mission at Handshake is to give all students the chance to build the career they want, no matter where they’re from or what school they attend.

61 jobs
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BENEFITS & PERKS
Dental Insurance
Disability Insurance
Flexible Spending Account (FSA)
Health Savings Account (HSA)
Vision Insurance
Sabbatical
Paid Holidays
FUNDING
DEPARTMENTS
SENIORITY LEVEL REQUIREMENT
TEAM SIZE
EMPLOYMENT TYPE
Contract, remote
DATE POSTED
December 22, 2025
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