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Speaking session • Program leadership • AI

Seeing the Whole Enterprise Program Leadership in the Age of AI

Most delivery problems aren’t “project problems.” They’re system problems. This session gives leaders a practical way to connect funding, architecture, operations, accessibility, and customer experience—so tradeoffs become visible before deadlines become drama.

Enterprise view Modernization Risk visibility AI as amplifier
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Abstract enterprise system map showing strategy, funding, architecture, and delivery connections.

Key takeaway

When leaders can see the system, they stop negotiating with optimism—and start making tradeoffs that survive contact with reality.

What this session is

A practical operating model for modern program leadership—built for environments where AI accelerates analysis but does not replace judgment.

We’ll look at why projects miss even when teams are competent and funded, and how a leader can stabilize delivery by connecting funding → architecture → operations → customer experience.

Who it’s for

Program & delivery leaders

Modernization, platform, or enterprise change with real dependencies.

PMO / portfolio / finance partners

When “funding approved” gets mistaken for “delivery possible.”

What audiences walk away with

  • A simple way to surface invisible constraints (dependencies, readiness, operational gaps).
  • A repeatable method for translating between technical reality and executive decision-making.
  • How to treat accessibility and NFRs as early warning signals, not late-stage defects.
  • How to use AI safely: to accelerate insight, not outsource accountability.

Format options

60-minute talk

Framework + stories + practical checklist leaders can reuse.

90-minute workshop

Audience maps a real scenario using the “enterprise view” lens.

Why I can teach this

  • Program/delivery leadership across enterprise modernization and large-scale transformation.
  • Led high-stakes initiatives including major infrastructure/data center work and complex vendor ecosystems.
  • Accessibility leadership: translating standards into practical delivery behaviors and training teams to execute.