The AI Money Pit

Executive Webinar | 26 March | 11:30 am – 12:30 pm AEDT

AI investment is rising fast. Yet many organisations struggle to turn that spend into real results. Pilots start well. Momentum follows. Then value stalls.The AI Money Pit is an executive webinar for senior leaders who are accountable for AI strategy, investment, and outcomes. It focuses on the decisions that determine whether AI initiatives scale or quietly drain budget.This session avoids technical detail. Instead, it looks at leadership judgement, governance, and early design choices. You will hear real examples of large AI initiatives that failed, why they failed, and what leaders could have done differently.The discussion draws on Digital Armour’s work supporting organisations with AI strategy and governance

Who this session is for

This webinar is designed for:

CEOs and Managing Directors
Board members and Non‑Executive Directors
CIOs, CTOs, and senior technology leaders
Executives responsible for AI investment and performance

If AI is a board‑level priority in your organisation, this session will help clarify where leadership focus is required.

What you will gain

You will leave with:

Clear executive frameworks for scaling AI
Insight into the decisions that shape AI ROI early
Real examples of where major AI initiatives failed, and why
Awareness of common risks before they reach the board

Research consistently shows that most enterprise AI initiatives never reach scale. This session explains why, and how leaders can respond.

Why AI initiatives stall

AI projects rarely fail because of the technology. More often, they fail due to unclear ownership, weak governance, or poor alignment with core business processes. As a result, cost and risk increase while returns remain limited.

This webinar helps leaders understand these issues early, before they become difficult to unwind.