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High-CTR: Training and Development Specialist - AI Trainer Careers at Handshake - Remote (USA) | Apply Now!

Handshake

High-CTR: Training and Development Specialist - AI Trainer Careers at Handshake - Remote (USA) | Apply Now!

contractPosted: Dec 16, 2025

Job Description

Training and Development Specialist - AI Trainer (Contract)

Role Overview

Handshake is seeking talented Training and Development Specialists to join our team as AI Trainers. This is an exciting opportunity to contribute to an hourly, temporary AI research project, with no prior AI experience required. As an AI Trainer, you'll leverage your expertise in learning and development to evaluate AI-generated content related to employee training, leadership development, and instructional design. You will assess responses, provide clear and structured feedback, and help improve how AI understands workforce training, skill development, and organizational learning practices.

This is a remote, flexible, and asynchronous role, allowing you to work independently from anywhere in the USA. You can expect to work between 5-20 hours per week, making it a perfect opportunity to supplement your income and expand your skillset. Project openings occur periodically throughout the year across various industries and professional specialties.

A Day in the Life

As an AI Trainer, your daily tasks may include:

  • Developing prompts related to specific learning and development topics.
  • Evaluating AI-generated responses for accuracy, clarity, and contextual understanding.
  • Providing detailed feedback to help improve the AI's performance.
  • Collaborating with other AI Trainers to refine evaluation criteria.
  • Staying up-to-date on the latest trends in learning and development.
  • Participating in training sessions to learn new evaluation techniques.
  • Contributing to the overall improvement of the AI training program.

Why Remote (USA)?

This position is fully remote, allowing you to work from anywhere in the United States. We believe that offering a remote work environment attracts top talent and provides our team members with the flexibility they need to thrive. Working remotely allows you to:

  • Maintain a healthy work-life balance.
  • Eliminate commute time and costs.
  • Work in a comfortable and productive environment.
  • Collaborate with a diverse team of professionals from across the country.

Career Path

While this is a contract position, it offers a unique opportunity to gain experience in the rapidly growing field of AI. Successful AI Trainers may have opportunities to:

  • Extend their contract with Handshake.
  • Transition to a full-time role within Handshake.
  • Leverage their experience to pursue other opportunities in AI training and development.
  • Build a strong portfolio of work showcasing their skills and expertise.

Salary & Benefits

This is an hourly contract position with a competitive rate. Handshake also offers access to a variety of benefits, including:

  • Professional development opportunities.
  • Access to online learning resources.
  • Networking opportunities with other professionals in the field.
  • The chance to contribute to a cutting-edge AI project.

Our Mission

Handshake's mission is to democratize opportunity and help every student, regardless of background, find a great job. We believe that AI has the potential to play a significant role in achieving this mission by helping us to personalize the job search process and connect students with the opportunities that are right for them. As an AI Trainer, you will be directly contributing to this mission by helping us to develop AI that is fair, accurate, and effective.

How to Apply

To apply for the Training and Development Specialist - AI Trainer (Contract) position, please submit your resume and cover letter through the Handshake application portal. Be sure to highlight your relevant experience in training and development, as well as your interest in AI. If you apply now and this project is full, future opportunities will open soon.

FAQ

  1. What is the time commitment for this role? Most participants average 5-20 hours per week, but there is no minimum commitment.
  2. Is prior AI experience required? No prior AI experience is required.
  3. What are the qualifications for this role? You should have at least 4 years of professional experience as a Training and Development Specialist, Learning and Development (L&D) professional, Instructional Designer, or in a related role.
  4. What kind of feedback will I be providing? You will be providing clear, structured feedback on AI-generated content related to employee training, leadership development, and instructional design.
  5. How do I know if my application has been received? You will receive an email confirmation once your application has been submitted.
  6. When will I hear back about my application? We will review applications on a rolling basis and contact candidates who are selected for an interview.
  7. What if I don't get placed in this project? If you apply now and this project is full, future opportunities will open soon.
  8. What skills will I gain in this role? You will learn new skills in AI training, prompt engineering, and feedback analysis.
  9. Is this a good fit for a professional who also does freelance work? Yes, because it is part-time and work is on your own time, it is an ideal situation for a professional who also does freelance work.
  10. If the team likes my work and I enjoy the role, is it possible to keep working in the future? Placement into a project will depend on availability — if you apply now and this project is full, future opportunities will open soon.

Locations

  • Remote, USA, USA (Remote)

Salary

0

Skills Required

  • Training and Developmentintermediate
  • Learning and Development (L&D)intermediate
  • Instructional Designintermediate
  • Curriculum Developmentintermediate
  • Needs Assessmentintermediate
  • Training Deliveryintermediate
  • Program Evaluationintermediate
  • Content Creationintermediate
  • Facilitationintermediate
  • E-Learning Developmentintermediate
  • Performance Managementintermediate
  • Adult Learning Principlesintermediate
  • AI Trainingintermediate
  • Prompt Engineeringintermediate
  • Feedback Analysisintermediate
  • Data Analysisintermediate
  • Communication Skillsintermediate
  • Presentation Skillsintermediate
  • Project Managementintermediate
  • Technical Writingintermediate

Required Qualifications

  • 4+ years of professional experience as a Training and Development Specialist, Learning and Development (L&D) professional, Instructional Designer, or in a related role. (experience)
  • Experience presenting information with various instructional techniques (role playing, simulations, team exercises, etc.). (experience)
  • Experience developing training manuals, guides, and course materials. (experience)
  • Ability to evaluate different training delivery methods (in-person, virtual). (experience)
  • Experience offering training programs to improve job skills. (experience)
  • Ability to assess training needs through surveys, interviews, and consultations. (experience)
  • Experience monitoring and evaluating training program effectiveness. (experience)
  • Experience designing and organizing training programs for employees or customers. (experience)
  • Ability to develop alternative training methods when needed. (experience)
  • Experience evaluating training materials prepared by instructors. (experience)
  • Familiarity with monitoring training costs and preparing budget reports. (experience)
  • Experience creating programs for executive development. (experience)
  • Ability to stay current with industry developments through publications and seminars. (experience)
  • Experience coordinating recruitment and placement of training program participants. (experience)
  • Ability to select and assign instructors to training sessions. (experience)
  • Experience negotiating contracts for training outcomes and fees. (experience)
  • Experience supervising and evaluating instructors. (experience)
  • Ability to schedule classes based on resource availability. (experience)
  • Ability to refer trainees to support services. (experience)

Responsibilities

  • Evaluate AI-generated content related to employee training and leadership development.
  • Provide clear, structured feedback on AI responses.
  • Help improve how AI understands workforce training and skill development.
  • Develop prompts related to learning and development topics.
  • Evaluate AI-generated responses for accuracy, clarity, and contextual understanding.
  • Assess training needs through surveys, interviews, focus groups, or consultations.
  • Design, plan, organize, or direct orientation and training programs.
  • Develop alternative training methods when expected improvements are not achieved.
  • Evaluate training materials prepared by instructors.
  • Monitor training costs and prepare budget reports.
  • Create programs to develop executive potential.
  • Stay current with developments in your area of expertise.
  • Attend meetings or seminars to gather information.
  • Coordinate recruitment and placement of training program participants.
  • Select and assign instructors to conduct training sessions.
  • Negotiate contracts with clients for training outcomes.
  • Supervise, evaluate, or refer instructors to skill development classes.
  • Schedule classes based on the availability of classrooms, equipment, or instructors.
  • Present information with a variety of instructional techniques.
  • Obtain, organize, or develop training procedure manuals, guides, or course materials.
  • Monitor, evaluate, or record training activities or program effectiveness.
  • Referring trainees to employer relations representatives, job placement services, or appropriate social services agencies

Benefits

  • general: Remote work environment.
  • general: Flexible hours, no minimum commitment (5-20 hours per week average).
  • general: Opportunity to learn new skills in AI and training.
  • general: Help shape how AI is applied in professional training and education.
  • general: Project-based work with periodic opportunities across various industries.
  • general: Gain experience in evaluating AI-generated content.
  • general: Contribute to the development of AI in the learning and development field.
  • general: Develop skills in prompt engineering and feedback analysis.
  • general: Enhance your understanding of adult learning principles.
  • general: Work independently and asynchronously.
  • general: Competitive hourly rate.
  • general: Opportunity to network with other professionals in the field.
  • general: Potential for future project opportunities with Handshake.
  • general: Professional development and growth.

Target Your Resume for "High-CTR: Training and Development Specialist - AI Trainer Careers at Handshake - Remote (USA) | Apply Now!" , Handshake

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Tags & Categories

AITrainingDevelopmentRemoteContractLearningInstructional DesignTraining and Development SpecialistLearning and DevelopmentInstructional DesignerAI TrainerArtificial IntelligenceMachine LearningRemote WorkFlexible HoursEmployee TrainingLeadership DevelopmentCurriculum DevelopmentTraining ProgramsE-LearningAdult LearningPerformance ManagementHandshakeCareer DevelopmentAI Training DataPrompt EngineeringFeedback AnalysisOrganizational LearningSkills DevelopmentLearning TechnologiesVirtual TrainingTraining FacilitationEdTechCareer PlatformEngineeringProduct

Answer 10 quick questions to check your fit for High-CTR: Training and Development Specialist - AI Trainer Careers at Handshake - Remote (USA) | Apply Now! @ Handshake.

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Handshake logo

High-CTR: Training and Development Specialist - AI Trainer Careers at Handshake - Remote (USA) | Apply Now!

Handshake

High-CTR: Training and Development Specialist - AI Trainer Careers at Handshake - Remote (USA) | Apply Now!

contractPosted: Dec 16, 2025

Job Description

Training and Development Specialist - AI Trainer (Contract)

Role Overview

Handshake is seeking talented Training and Development Specialists to join our team as AI Trainers. This is an exciting opportunity to contribute to an hourly, temporary AI research project, with no prior AI experience required. As an AI Trainer, you'll leverage your expertise in learning and development to evaluate AI-generated content related to employee training, leadership development, and instructional design. You will assess responses, provide clear and structured feedback, and help improve how AI understands workforce training, skill development, and organizational learning practices.

This is a remote, flexible, and asynchronous role, allowing you to work independently from anywhere in the USA. You can expect to work between 5-20 hours per week, making it a perfect opportunity to supplement your income and expand your skillset. Project openings occur periodically throughout the year across various industries and professional specialties.

A Day in the Life

As an AI Trainer, your daily tasks may include:

  • Developing prompts related to specific learning and development topics.
  • Evaluating AI-generated responses for accuracy, clarity, and contextual understanding.
  • Providing detailed feedback to help improve the AI's performance.
  • Collaborating with other AI Trainers to refine evaluation criteria.
  • Staying up-to-date on the latest trends in learning and development.
  • Participating in training sessions to learn new evaluation techniques.
  • Contributing to the overall improvement of the AI training program.

Why Remote (USA)?

This position is fully remote, allowing you to work from anywhere in the United States. We believe that offering a remote work environment attracts top talent and provides our team members with the flexibility they need to thrive. Working remotely allows you to:

  • Maintain a healthy work-life balance.
  • Eliminate commute time and costs.
  • Work in a comfortable and productive environment.
  • Collaborate with a diverse team of professionals from across the country.

Career Path

While this is a contract position, it offers a unique opportunity to gain experience in the rapidly growing field of AI. Successful AI Trainers may have opportunities to:

  • Extend their contract with Handshake.
  • Transition to a full-time role within Handshake.
  • Leverage their experience to pursue other opportunities in AI training and development.
  • Build a strong portfolio of work showcasing their skills and expertise.

Salary & Benefits

This is an hourly contract position with a competitive rate. Handshake also offers access to a variety of benefits, including:

  • Professional development opportunities.
  • Access to online learning resources.
  • Networking opportunities with other professionals in the field.
  • The chance to contribute to a cutting-edge AI project.

Our Mission

Handshake's mission is to democratize opportunity and help every student, regardless of background, find a great job. We believe that AI has the potential to play a significant role in achieving this mission by helping us to personalize the job search process and connect students with the opportunities that are right for them. As an AI Trainer, you will be directly contributing to this mission by helping us to develop AI that is fair, accurate, and effective.

How to Apply

To apply for the Training and Development Specialist - AI Trainer (Contract) position, please submit your resume and cover letter through the Handshake application portal. Be sure to highlight your relevant experience in training and development, as well as your interest in AI. If you apply now and this project is full, future opportunities will open soon.

FAQ

  1. What is the time commitment for this role? Most participants average 5-20 hours per week, but there is no minimum commitment.
  2. Is prior AI experience required? No prior AI experience is required.
  3. What are the qualifications for this role? You should have at least 4 years of professional experience as a Training and Development Specialist, Learning and Development (L&D) professional, Instructional Designer, or in a related role.
  4. What kind of feedback will I be providing? You will be providing clear, structured feedback on AI-generated content related to employee training, leadership development, and instructional design.
  5. How do I know if my application has been received? You will receive an email confirmation once your application has been submitted.
  6. When will I hear back about my application? We will review applications on a rolling basis and contact candidates who are selected for an interview.
  7. What if I don't get placed in this project? If you apply now and this project is full, future opportunities will open soon.
  8. What skills will I gain in this role? You will learn new skills in AI training, prompt engineering, and feedback analysis.
  9. Is this a good fit for a professional who also does freelance work? Yes, because it is part-time and work is on your own time, it is an ideal situation for a professional who also does freelance work.
  10. If the team likes my work and I enjoy the role, is it possible to keep working in the future? Placement into a project will depend on availability — if you apply now and this project is full, future opportunities will open soon.

Locations

  • Remote, USA, USA (Remote)

Salary

0

Skills Required

  • Training and Developmentintermediate
  • Learning and Development (L&D)intermediate
  • Instructional Designintermediate
  • Curriculum Developmentintermediate
  • Needs Assessmentintermediate
  • Training Deliveryintermediate
  • Program Evaluationintermediate
  • Content Creationintermediate
  • Facilitationintermediate
  • E-Learning Developmentintermediate
  • Performance Managementintermediate
  • Adult Learning Principlesintermediate
  • AI Trainingintermediate
  • Prompt Engineeringintermediate
  • Feedback Analysisintermediate
  • Data Analysisintermediate
  • Communication Skillsintermediate
  • Presentation Skillsintermediate
  • Project Managementintermediate
  • Technical Writingintermediate

Required Qualifications

  • 4+ years of professional experience as a Training and Development Specialist, Learning and Development (L&D) professional, Instructional Designer, or in a related role. (experience)
  • Experience presenting information with various instructional techniques (role playing, simulations, team exercises, etc.). (experience)
  • Experience developing training manuals, guides, and course materials. (experience)
  • Ability to evaluate different training delivery methods (in-person, virtual). (experience)
  • Experience offering training programs to improve job skills. (experience)
  • Ability to assess training needs through surveys, interviews, and consultations. (experience)
  • Experience monitoring and evaluating training program effectiveness. (experience)
  • Experience designing and organizing training programs for employees or customers. (experience)
  • Ability to develop alternative training methods when needed. (experience)
  • Experience evaluating training materials prepared by instructors. (experience)
  • Familiarity with monitoring training costs and preparing budget reports. (experience)
  • Experience creating programs for executive development. (experience)
  • Ability to stay current with industry developments through publications and seminars. (experience)
  • Experience coordinating recruitment and placement of training program participants. (experience)
  • Ability to select and assign instructors to training sessions. (experience)
  • Experience negotiating contracts for training outcomes and fees. (experience)
  • Experience supervising and evaluating instructors. (experience)
  • Ability to schedule classes based on resource availability. (experience)
  • Ability to refer trainees to support services. (experience)

Responsibilities

  • Evaluate AI-generated content related to employee training and leadership development.
  • Provide clear, structured feedback on AI responses.
  • Help improve how AI understands workforce training and skill development.
  • Develop prompts related to learning and development topics.
  • Evaluate AI-generated responses for accuracy, clarity, and contextual understanding.
  • Assess training needs through surveys, interviews, focus groups, or consultations.
  • Design, plan, organize, or direct orientation and training programs.
  • Develop alternative training methods when expected improvements are not achieved.
  • Evaluate training materials prepared by instructors.
  • Monitor training costs and prepare budget reports.
  • Create programs to develop executive potential.
  • Stay current with developments in your area of expertise.
  • Attend meetings or seminars to gather information.
  • Coordinate recruitment and placement of training program participants.
  • Select and assign instructors to conduct training sessions.
  • Negotiate contracts with clients for training outcomes.
  • Supervise, evaluate, or refer instructors to skill development classes.
  • Schedule classes based on the availability of classrooms, equipment, or instructors.
  • Present information with a variety of instructional techniques.
  • Obtain, organize, or develop training procedure manuals, guides, or course materials.
  • Monitor, evaluate, or record training activities or program effectiveness.
  • Referring trainees to employer relations representatives, job placement services, or appropriate social services agencies

Benefits

  • general: Remote work environment.
  • general: Flexible hours, no minimum commitment (5-20 hours per week average).
  • general: Opportunity to learn new skills in AI and training.
  • general: Help shape how AI is applied in professional training and education.
  • general: Project-based work with periodic opportunities across various industries.
  • general: Gain experience in evaluating AI-generated content.
  • general: Contribute to the development of AI in the learning and development field.
  • general: Develop skills in prompt engineering and feedback analysis.
  • general: Enhance your understanding of adult learning principles.
  • general: Work independently and asynchronously.
  • general: Competitive hourly rate.
  • general: Opportunity to network with other professionals in the field.
  • general: Potential for future project opportunities with Handshake.
  • general: Professional development and growth.

Target Your Resume for "High-CTR: Training and Development Specialist - AI Trainer Careers at Handshake - Remote (USA) | Apply Now!" , Handshake

Get personalized recommendations to optimize your resume specifically for High-CTR: Training and Development Specialist - AI Trainer Careers at Handshake - Remote (USA) | Apply Now!. Takes only 15 seconds!

AI-powered keyword optimization
Skills matching & gap analysis
Experience alignment suggestions

Check Your ATS Score for "High-CTR: Training and Development Specialist - AI Trainer Careers at Handshake - Remote (USA) | Apply Now!" , Handshake

Find out how well your resume matches this job's requirements. Get comprehensive analysis including ATS compatibility, keyword matching, skill gaps, and personalized recommendations.

ATS compatibility check
Keyword optimization analysis
Skill matching & gap identification
Format & readability score

Tags & Categories

AITrainingDevelopmentRemoteContractLearningInstructional DesignTraining and Development SpecialistLearning and DevelopmentInstructional DesignerAI TrainerArtificial IntelligenceMachine LearningRemote WorkFlexible HoursEmployee TrainingLeadership DevelopmentCurriculum DevelopmentTraining ProgramsE-LearningAdult LearningPerformance ManagementHandshakeCareer DevelopmentAI Training DataPrompt EngineeringFeedback AnalysisOrganizational LearningSkills DevelopmentLearning TechnologiesVirtual TrainingTraining FacilitationEdTechCareer PlatformEngineeringProduct

Answer 10 quick questions to check your fit for High-CTR: Training and Development Specialist - AI Trainer Careers at Handshake - Remote (USA) | Apply Now! @ Handshake.

Quiz Challenge
10 Questions
~2 Minutes
Instant Score

Related Books and Jobs

No related jobs found at the moment.