AI Transformation Catalyst for Executives

Pragmatico, Inc.; Northern (KY); Hybrid; USD 90,000 - 120,000; Full time

Job summary

Pragmatico is seeking an experienced trainer/coach to work with mid-market clients, focusing on turning AI knowledge into real adoption and measurable outcomes. You’ll lead sessions, demonstrate value with live results, and tailor your approach to each client’s needs.

The role emphasizes owning client relationships, staying current on AI tools, and guiding organizations through behavior change to ensure sustained adoption. Indianapolis-based, hybrid, travel required.

Qualifications

• 3+ years of experience training, teaching, or coaching adults, with executive or senior-leadership audiences specifically. This is not an entry-level facilitation role.
• Experience owning client relationships directly. You’ve been the person in recurring client meetings, kept momentum going between sessions, and built enough trust that clients come directly to you when they need help.
• A track record you can quantify. You can point to specific engagements where you moved a group from resistant or skeptical to actively adopting a new tool, process, or behavior, and you can describe the metric that proved it.
• Hands-on experience using AI in your own work. AI should already be part of how you operate, not just something you’ve learned about or presented on. You should be able to open your laptop and show us how you use it.
• Comfort being challenged live by a skeptical executive, without a script to fall back on.

Responsibilities

• Run sessions that change how people work.
• Show before you tell. Demonstrate results tied to the client’s actual work.
• Adapt to the room by adjusting approach to fit audience readiness.
• Own the client relationship between sessions and stay the primary contact for clients.
• Stay current on AI tools and capabilities relevant to clients.
• Be the eyes and ears of the field, surfacing patterns to improve Pragmatico’s delivery.

Skills

Executive training

Client relationships

Public speaking

AI familiarity

Behavior change

Job description

Pragmatico is seeking an experienced trainer/coach to work with mid-market clients, focusing on turning AI knowledge into real adoption and measurable outcomes. You’ll lead sessions, demonstrate value with live results, and tailor your approach to each client’s needs.

The role emphasizes owning client relationships, staying current on AI tools, and guiding organizations through behavior change to ensure sustained adoption. Indianapolis-based, hybrid, travel required.