The AI Evolution — Jason Michael Perry

The AI Evolution

Jason teaching workshop

A Strategic Workshop for Executives Navigating the Next Era of Work

Session Information

Artificial intelligence is no longer a future trend — it’s the operating system of modern business. The AI Evolution workshop gives executive teams a clear, practical understanding of what’s happening in the AI landscape, what’s coming next, and how leaders should prepare their organizations for an era of intelligent systems, agentic workflows, and AI-augmented teams.

We’ll break down the real impact of AI on strategy, operations, culture, and competitive advantage — without hype, jargon, or technical deep dives. This is a session for leaders who want to understand the shift, see around corners, and build a roadmap that positions their business to thrive in a world where AI touches every function.

This workshop is ideal for CEOs, COOs, CFOs, CHROs, senior directors, and board members who need clarity on how AI will reshape their teams, workflows, and decision-making.

In this session, we’ll explore:

  • The current state of AI: what’s real, what matters, and what’s noise
  • The shift from tools → assistants → agents → autonomous workflows
  • How AI is changing the structure of teams and the way work gets done
  • The emerging role of the Chief AI Officer (and why leadership structures are evolving)
  • Risk, governance, and what executives actually need to worry about
  • The economics of AI adoption and the ROI patterns across industries
  • How to prepare your organization for the next 12–36 months of rapid change
  • Key opportunities for competitive advantage across operations, sales, HR, customer service, and product

What people are saying

  1. Jason Perry’s AI talk at the Maryland Innovation Center was nothing short of captivating. His engaging delivery, real-world examples, and hands-on exercises helped solidify the value of integrating AI into everyday life and business.

    Justin ShawDirector of Programming & Partnerships Maryland Innovation CenterHoward County Economic Development Authority
  2. It was great insight into the use of AI from a different perspective than simply ask and answer a question.

    Adi
  3. Excellent information in a simple format.

    Ayanna
  4. A masterclass by Jason Perry on customization of ChatGPT. The forward-thinking strategies discussed have opened new avenues for me to explore.

    Nitisha
  5. Very much enjoyed the presentation! Interesting to see the variety of AI products available.

    Dave
  6. It was the perfect beginners look at AI.

    Aircraft Owners and Pilot's Association

Workshop Outline

I. Welcome + The AI Evolution Framework

This section sets the tone for the workshop, introduces the structure of the session, and explains how AI will be explored through both concepts and hands-on examples. Participants understand what to expect and how each section builds on the last.

  • The acceleration curve
  • Why AI is an executive issue, not a technical one
  • What companies get wrong

II. AI Fundamentals

A clear, beginner-friendly introduction to how AI works, what modern models are capable of, and why this moment matters for individuals and organizations.

  • What AI is and why it’s different now
  • What AGI means and where we are on that path
  • How models learn and generalize
  • What generative AI actually does
  • Organizers → Chatbots → Assistants → Agents → Reasoners
  • What agentic AI means for enterprise operations
  • How this impacts roles, skills, and workforce planning

III. How AI Changes Teams, Workflows, and Decisions

A practical look at how AI restructures the mechanics of work inside modern organizations.

  • AI as a teammate, not a tool
  • The rise of vibe teams (human–AI hybrids)
  • Where AI accelerates operations, decision-making, and creativity
  • Real-world examples across industries

IV. Essential Governance for Executives

A practical discussion about using AI safely at home and at work, with an emphasis on ethics, privacy, silent IT, and the emerging governance challenges organizations face.

  • AI ethics and responsible use
  • Silent IT and the risks of unmanaged AI usage
  • Privacy and data exposure concerns
  • What organizations need to consider for governance
  • How to use AI personally without creating risk

V. Preparing Your Organization for What’s Next

We close with a forward-looking discussion on where AI is headed—from larger context windows to fully automated agentic systems—and how individuals and organizations can prepare for what’s coming.

  • Building an internal AI roadmap
  • The rise of the CAIO
  • Upskilling and change management
  • The 12–36 month outlook: Where the market is heading

Additional Resources

Upcoming Workshops

This workshop currently has no scheduled sessions.


If you have questions or would like to schedule a private class, reach out and contact us.

Upcoming Workshops

This workshop currently has no scheduled sessions.


If you have questions or would like to schedule a private class, reach out and contact us.