AI Trainer

Rockstar is recruiting for a company that guides mid-market companies to turn AI investment into measurable business value by leading with culture change and adoption. They partner with organizations where AI transformation is a CEO-level priority, staying with clients throughout the entire journey to drive measurable business outcomes that stand up in front of executive teams and boards.

Why This Role Exists

Mid-market companies are investing heavily in AI, but most struggle with the hardest part: turning training into lasting behavioral change.

Many employees leave AI sessions informed, inspired, and aligned, only to return to their old ways of working the very next day. Knowledge alone doesn’t create adoption.

This role exists to close that gap.

Rather than building curriculum or managing logistics, you’ll lead high-impact training experiences that help leaders and employees actually change how they work. You’ll begin with executive teams, earning C-suite buy-in and proficiency before expanding throughout the organization.

Success isn’t measured by how engaging a session feels. It’s measured by whether people actively use AI in their daily work—and whether clients achieve business outcomes they can confidently present to their boards.

What You’ll Do

Drive Real AI Adoption

• Design and deliver sessions that change how people work the very next day.
• Measure success through lasting behavior change, not audience satisfaction.

Demonstrate AI in Action

• Lead with live demonstrations before explanations.
• Tailor every demo to the client’s real workflows and business challenges.
• Build credibility through authentic, unscripted examples.

Adapt to Every Audience

• Read the room and adjust your approach based on audience readiness.
• Help confused audiences understand the “why.”
• Help anxious audiences build confidence through smaller steps.
• Navigate skeptical audiences using credible peer examples and practical proof.

Stay at the Forefront of AI

• Continuously stay current on AI platforms, feature releases, and best practices.
• Ensure every training session reflects today’s capabilities—not outdated information.

Improve the Training Methodology

• Capture patterns from client engagements.
• Identify where learners struggle, what resonates, and why.
• Provide actionable feedback that continuously improves the company’s training approach.

Who You Are

• Experienced presenting to executive audiences through senior leadership training or a high-performance professional background.
• Able to command a room through demonstrated expertise rather than slides or credentials.
• A daily AI user who relies on AI tools as part of your own workflow.
• Passionate about staying current with AI platforms, capabilities, and emerging best practices.
• Able to quickly understand new industries, businesses, and client contexts.
• Confident handling challenging questions and maintaining credibility under pressure.
• Skilled at encouraging participation, highlighting success stories, and creating momentum across groups.
• Focused on removing barriers to AI adoption before motivating behavioral change.
• Entrepreneurial, adaptable, and comfortable thriving in a fast-paced startup environment.

Why Join This Client

The client helps mid-market organizations transform AI investment into measurable business value through lasting culture change and adoption.

As an AI Transformation Trainer, you’ll be at the center of that transformation—working directly with executive teams and employees to make AI part of how organizations operate every day. The success of the clients you train becomes proof of the company’s methodology and impact.

Equal Opportunity Employer

The client is an equal opportunity employer and considers all qualified applicants without regard to gender, age, race, religion, or any other protected characteristic under applicable law.