AI Prompting Trainer

MatchPoint is a fast-growing young energetic global IT-Engineering services company with clients across the US. We provide technology solutions to various clients like Uber Robinhood Netflix Airbnb Google Sephora and more! More recently we have expanded to working internationally in Canada China Ireland UK Brazil and India. Through our culture of innovation we inspire build and deliver business results from idea to outcome. We keep our clients on the cutting edge of the latest technologies and provide solutions by using industry specific best practices and expertise.

We are excited to be continuously expanding our team. If you are interested in this position please send over your updated resume. We look forward to hearing from you!

Position: AI Prompting Trainer

Location: This role will require frequent on site travel to San Diego. It will be remote besides the in person training sessions ( bi weekly/monthly)

Duration: 5 Months

Rate: $50/hr on W2

Key Responsibilities

Training Delivery & Facilitation

• Deliver instructor-led AI workshops using established curriculum lesson plans and materials across 100 300 level training tracks.
• Facilitate hands-on exercises focused on prompt engineering workflow automation and AI-assisted task execution.
• Guide participants through structured labs involving prompt creation refinement and workflow development.
• Provide real-time coaching and troubleshooting during exercises.
• Adapt delivery style to support learners with varying technical proficiency levels.
• Maintain an engaging and collaborative learning environment. Workshop Execution
• Follow provided lesson plans and instructional materials to ensure consistent delivery.
• Manage class pacing across foundational intermediate and advanced workshop levels.
• Prepare required tools environments and supporting materials prior to each session.
• Deliver training in virtual and/or in-person settings.
• Support repeatable delivery across multiple departments or business units.

Learner Support & Coaching

• Provide hands-on assistance during labs and exercises.
• Assist learners with troubleshooting prompts workflows and agent configurations.
• Reinforce structured prompting practices and workflow design methods.
• Encourage participants to apply training concepts to real-world business scenarios.
• Support participants transitioning from basic prompting to more advanced AI-driven workflows. AI Tools & Agent Training
• Demonstrate effective usage of AI tools within structured exercises.
• Guide participants through basic to intermediate agent-building workflows using provided templates and frameworks.
• Reinforce best practices including:
  • Structured prompting
  • Prompt chaining
  • Workflow automation
  • Output validation
  • Iterative prompt refinement
  • Task orchestration
• Support participants working through more complex automation scenarios introduced in 300-level training. Responsible AI Reinforcement
• Reinforce responsible and compliant use of AI tools throughout all training levels.
• Promote organizational policies related to:
  • Data privacy
  • Security awareness
  • Responsible AI usage
  • Risk mitigation practices
• Educate learners on AI limitations verification strategies and responsible usage patterns. Feedback & Continuous Improvement
• Collect structured participant feedback following workshops.
• Identify common learner challenges and communicate insights to program leadership.
• Provide recommendations to improve delivery effectiveness and learner engagement.
• Participate in periodic trainer calibration sessions. Required Skills & Qualifications

Core Experience

• Experience delivering technical or professional training to workforce audiences.
• Proven ability to facilitate hands-on lab-based workshops.
• Strong presentation and public speaking skills.
• Ability to explain complex technical concepts to both technical and non-technical audiences.
• Experience managing group-based learning environments.

Technical Skills

• Familiarity with AI prompting and generative AI tools.
• Working knowledge of prompt engineering methodologies.
• Understanding of workflow automation and task orchestration concepts.
• Familiarity with AI agents and multi-step workflow processes.
• Ability to troubleshoot common user issues during guided exercises.
• Comfort demonstrating practical business use cases.

Instructional Skills

• Workshop facilitation
• Adult learning techniques
• Virtual instructor-led training (VILT) delivery
• Classroom engagement techniques
• Hands-on lab facilitation
• Learner coaching and mentoring Preferred Qualifications
• Experience delivering AI literacy prompting or automation training programs.
• Hands-on experience with AI workflow automation or agent-based tools.
• Experience training enterprise workforces across diverse functional roles.
• Familiarity with structured workflow or agent orchestration frameworks.
• Experience supporting enterprise AI adoption initiatives.
• Background in IT data analytics digital transformation or automation initiatives.
• Experience facilitating advanced (300-level) technical workshops.

MatchPoint Solutions provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race color religion age sex national origin disability status genetics protected veteran status sexual orientation gender identity or expression or any other characteristic protected by federal state or local laws.

This policy applies to all terms and conditions of employment including recruiting hiring placement promotion termination layoff recall transfer leaves of absence compensation and training.