Take Control of Your GenAI Program: Executive Working Group

Kevin Dewalt

Veteran Enterprise AI Practitioner

Execution discipline is the difference between AI momentum and AI drift.

Enterprises don’t fail at GenAI because they lack ideas or budget. They fail because focus collapses. Parallel initiatives multiply. New use cases keep landing. No one can say when value will arrive.

More strategy decks won’t fix it. Neither will steering committees, vendor demos, broad training programs, or another list of “top use cases.”

In dozens of Fortune 500 AI engagements, I’ve seen what works: commit to a small number of high-priority initiatives, concentrate real resources behind them, and align leaders on how value will be created and measured.

You already understand this intellectually. The hard part is choosing what not to do, building real consensus, and translating it into an executable plan amid legacy systems and organizational friction.

This private executive working group is designed to close that gap.

In 2 weeks and 5 live sessions, you will convert what’s already in motion into a defensible 90-day execution plan your leadership team can commit to under real constraints.

What you’ll learn

Move from ideas to disciplined priorities and execution clarity. Govern GenAI transformation effectively, for real business impact.

  • Eliminate low-signal pilots before they drain your budget and credibility

  • Sequence 2–3 initiatives against real funding and capacity limits

  • Tie every funded effort to measurable production outcomes

  • Replace demo bias with evidence standards tied to real workflows

  • Require proof using representative enterprise datasets

  • Discover integration, subject matter, and reliability costs early

  • Set reliability thresholds rather than chase perfection

  • Anticipate workflow-level failure modes before scaling

  • Assign clear ownership and feedback loops for live systems

  • Make scope, sequencing, and risk decisions visible and explicit

  • Calibrate ambition to governance and funding realities

  • Build your clear narrative that holds under board scrutiny

  • Filter ideas through data quality and system constraints

  • Identify cross-functional dependencies

  • Avoid initiatives that exceed execution capacity

  • Understand how LLM variability changes risk and accountability

  • Redesign metrics for non-deterministic system performance

  • Align compliance, policy, and delivery to AI’s operating reality

Learn directly from Kevin

Kevin Dewalt

Kevin Dewalt

Three decades building enterprise AI — from neural nets to GenAI

Led enterprise AI initiatives at
Morgan Stanley
Citi
Bristol Myers Squibb
RTX
Bosch

Who this course is for

  • AI leaders who need GenAI program focus
    eg. many ideas, unclear value, slipping timelines at orgs of $50M+ revenue

  • Accountable owners of GenAI outcomes
    eg. must pick priorities, concentrate resources, and deliver adoption with a 90 day execution plan

  • Rising leaders preparing to run GenAI programs
    eg. new in the role, or in a career transition to enterprise GenAI leadership

Prerequisites

  • Accountable for enterprise AI outcomes

    You own or influence GenAI priorities and funding. Not for individual contributors or team managers.

  • GenAI work already in motion

    You have projects or tools underway. The challenge is focus and delivery, not getting started.

  • Senior strategic experience

    You can lead cross functional change and make tradeoffs, so we focus on GenAI program execution and adoption.

What's included

Kevin Dewalt

Live sessions

Learn directly from Kevin Dewalt in a real-time, interactive format.

Enterprise GenAI Current State Map

You will map your live pilots, vendor efforts, tooling, funding path, legacy constraints, and ownership gaps into a single structured view. The output reflects your political and operational reality, not a generic maturity model.

Enterprise Tools Adoption Plan

You will define your tool posture based on how your teams actually work, and the usage patterns that create value in your business. We'll identify target workflows, usage expectations, impact measures, and named owners.

Vendor Evaluation Framework

You will build a practical evaluation template around your active or anticipated vendor decisions. This includes required evidence, representative datasets from your environment, reliability standards, and a time-boxed path to decision.

Build Strategy Brief

We will identify what is a good build opportunity for your unique business, and what is not, then outline how it clears funding and engineering gates. We'll define requirements for reliability, scalability, and long-term success.

1:1 Review of your 90-day Plan with Kevin Dewalt

Your plan is built up from the artifacts you produce across sessions. Explicit priorities, stop decisions, sequencing, ownership, and funding logic are all pressure-tested in a private 1:1 with Kevin. Assumptions are challenged and refined before you take it back to your board or exec team.

Candid Q&A in a Private Executive Space

Peer discussion anchored in real enterprise mandates. You compare sequencing, funding logic, and governance friction across organizations operating under similar constraints in a Chatham House-style space.

Executive Templates and Prompts

You have full access to the structured prompts, evaluation guides, and decision templates used to build your artifacts so you can replicate the discipline inside your own governance process.

Maven Guarantee

This course is backed by the Maven Guarantee. Students are eligible for a full refund up until the halfway point of the course.

Course syllabus

Week 1

Apr 13—Apr 19

    1. Reality Reset: Identify What Will and Won’t Work

    1 item

    2. Tools at Scale: Operationalize Productivity

    1 item

    3. Vendor Strategy: Pick the Right Solution Partners

    1 item

    Build Strategy: Design for Real-World Success

    1 item

    5. Capstone: 90-Day Plan: Align and Commit

    2 items

Week 2

Apr 20—Apr 24
    Nothing scheduled for this week

Schedule

Live sessions

4 hrs / week

9 hours of interactive time across 2 weeks, used to discover, discuss, decide in an exec working group led by Kevin.

Projects

2 hrs / week

Real work time used to prepare your GenAI Program capstone: a bespoke 90-day execution plan.

Testimonials

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Frequently asked questions

$10,000

USD

Apr 13Apr 24
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