Training and Development Specialist - AI Trainer (Contract)

Handshake • San Francisco, CA

4d • Remote

About The Position

Handshake is recruiting Training and Development Specialists to contribute to an hourly, temporary AI research project — no prior AI experience required. In this program, you’ll use your professional expertise in learning and development to evaluate AI-generated content related to employee training, leadership development, and instructional design. You’ll assess responses, provide clear, structured feedback, and help improve how AI understands workforce training, skill development, and organizational learning practices. The Handshake AI opportunity runs year-round, with project openings periodically across various industries and professional specialties. The position is remote and asynchronous — work independently from wherever you are. Flexible hours , no minimum commitment (most participants average 5–20 hours per week ). Work includes developing prompts related to learning and development topics and evaluating AI-generated responses for accuracy, clarity, and contextual understanding. Learn new skills and help shape how AI is applied in professional training and education. Placement into a project will depend on availability — if you apply now and this project is full, future opportunities will open soon.

Requirements

• You 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.
• Presenting information with a variety of instructional techniques or formats, such as role playing, simulations, team exercises, group discussions, videos, or lectures.
• Obtaining, organizing, or developing training procedure manuals, guides, or course materials, such as handouts or visual aids.
• Evaluating modes of training delivery, such as in-person or virtual, to optimize training effectiveness, costs, or environmental impact.
• Offering specific training programs to help workers maintain or improve job skills.
• Assessing training needs through surveys, interviews, focus groups, or consultations with managers, instructors, or customers.
• Monitoring, evaluating, or recording training activities or program effectiveness.
• Designing, planning, organizing, or directing orientation and training programs for employees or customers.
• Developing alternative training methods when expected improvements are not achieved.
• Evaluating training materials prepared by instructors, such as outlines, texts, or handouts.
• Monitoring training costs and preparing budget reports to justify expenditures.
• Creating programs to develop executive potential among employees in lower-level positions.
• Keeping current with developments in your area of expertise through journals, books, and professional publications.
• Attending meetings or seminars to gather information for use in training programs or to report program status to management.
• Coordinating recruitment and placement of training program participants.
• Selecting and assigning instructors to conduct training sessions.
• Negotiating contracts with clients for desired training outcomes, fees, or expenses.
• Supervising, evaluating, or referring instructors to skill development classes.
• Scheduling classes based on the availability of classrooms, equipment, or instructors.
• Referring trainees to employer relations representatives, job placement services, or appropriate social services agencies, when warranted.
• Developing or implementing training programs focused on efficiency, recycling, or other issues with environmental impact.
• A strong communicator with exceptional organizational skills.
• Detail-oriented and comfortable working independently.
• Excited to help shape how AI understands real-world training and professional development work.

Responsibilities

• Developing prompts related to learning and development topics
• Evaluating AI-generated responses for accuracy, clarity, and contextual understanding
• Assessing responses
• Providing clear, structured feedback
• Help improve how AI understands workforce training, skill development, and organizational learning practices

What This Job Offers

• Career Level: Mid Level
• Education Level: No Education Listed
• Number of Employees: 501-1,000 employees