Generative AI Trainer

Ajaia; New York, Northern (NY, KY); Hybrid; USD 103,000 - 138,000; Part time

Benefits offered by this job

Competitive compensation with upside

Professional development support

Job summary

Ajaia is seeking experienced professionals to lead the Workforce Training and Enablement pillar. You will move beyond slides to demonstrate how to integrate AI into real-world workflows, delivering high-impact training sessions and real-time demonstrations for executive audiences.

You will champion practical AI adoption, ensure measurable business outcomes, and work across locations with flexible scheduling as a 1099 contractor.

Qualifications

• Credible professional background in high-performance fields (e.g., Finance, Consulting, Legal, or Strategy).
• Demonstrated AI tools and automation usage in daily professional context.
• Excellent ability to present to and educate executive-level stakeholders.
• Focus on shipped outcomes and measurable adoption over theoretical learning.

Responsibilities

• Deliver live, high-impact training sessions prioritizing practical application over theory.
• Demonstrate real-time AI-native workflows and fast-value outcomes.
• Communicate with authority to professional audiences and translate AI concepts into value.
• Drive workforce adoption with training that shows clear business results.
• Use AI tools to enhance estimation quality and personalize training modules.
• Ensure training programs produce measurable operational value.

Skills

Credible Background

AI-Native Mastery

Executive Communication

Execution Mindset

Adaptable Presence

Job description

About the Company

Ajaia is a rapidly growing AI consultancy and product studio dedicated to helping organizations move from experimentation to real results. We operate across four core pillars: AI Strategy and Advisory, AI Engineering and Automation, Workforce Training and Enablement, and Custom Product Development.

In addition to client services, Ajaia builds proprietary AI products, copilots, and vertical solutions that solve high-value industry problems. This dual model allows us to translate hands-on implementation experience into scalable products while continuously refining our approach through real-world deployment.

Our operating model combines deep technical execution with practical change management, enabling enterprises to deploy secure, compliant, and high-impact solutions that drive measurable operational value. Mission: Help organizations win the AI moment.

Position Overview

We are looking for high-caliber professionals who can bridge the gap between AI potential and corporate reality. This is not a role for theoretical educators; it is for authoritative practitioners who can command a room and demonstrate how AI solves high-value industry problems in real-time.
You will be responsible for the Workforce Training and Enablement pillar. You will move beyond slides to show enterprise teams exactly how to integrate AI into their specific professional workflows. We are seeking "smart, well-presenting" individuals with a background that commands immediate respect from sophisticated audiences.

Primary Responsibilities

• Deliver live, high-impact training sessions that prioritize practical application over theoretical design.
• Execute real-time demonstrations of AI-native workflows, showcasing skills like automated synthesis, planning, and delivery acceleration.
• Communicate with authority to professional audiences, ensuring AI concepts are translated into immediate operational value.
• Drive workforce adoption by ensuring training outcomes produce clear business results.
• Use AI tools to enhance estimation quality, personalize training modules, and support decision-making.
• Ensure all training programs produce clear business outcomes and measurable operational value.

Job Requirements

• Credible Professional Background: A sophisticated track record in high-performance fields (e.g., Finance, Consulting, Legal, or Strategy).
• AI-Native Mastery: Demonstrated experience using AI tools and automation in a practical, daily professional context.
• Exceptional Communication: The ability to present to, influence, and educate executive-level stakeholders with confidence.
• Execution Mindset: A focus on shipped outcomes and measurable adoption rather than theoretical learning.
• Adaptable Presence: Ability to manage ambiguity and shifting priorities in fast-moving environments.

Schedule and Location

• Location: Remote (US) or Hybrid (based on project needs).
• Schedule: 1099 Contractor; work hours are as needed with no fixed shift.
• Travel: Limited client travel may be required.

Compensation and Benefits

Compensation (USD/year):

• Base Rate: $75-$100/hour
• Structure: 1099 Contractor.
• Bonus: High-upside, performance-based bonus potential tied to delivery quality and client outcomes.

Benefits:

• Competitive compensation with performance upside
• Professional development support

Why Join Ajaia

You will have direct ownership of AI educational outcomes in a fast-scaling consultancy where execution quality is paramount. This role offers high-impact exposure to founders and enterprise leaders, with the opportunity to contribute to real innovation at the AI frontier. We expect all team members to be AI-native practitioners who use AI daily to improve speed and quality.

Experience the Ajaia difference. Let\'s build what's next.

Job Requirements

• Credible Professional Background: A sophisticated track record in high-performance fields (e.g., Finance, Consulting, Legal, or Strategy).
• AI-Native Mastery: Demonstrated experience using AI tools and automation in a practical, daily professional context.
• Exceptional Communication: The ability to present to, influence, and educate executive-level stakeholders with confidence.
• Execution Mindset: A focus on shipped outcomes and measurable adoption rather than theoretical learning.
• Adaptable Presence: Ability to manage ambiguity and shifting priorities in fast-moving environments.

Compensation (USD/year):

• Base Rate: $75-$100/hour
• Structure: 1099 Contractor.
• Bonus: High-upside, performance-based bonus potential tied to delivery quality and client outcomes.

Benefits:

• Competitive compensation with performance upside
• Professional development support