The Pattern
What I see across every engagement.
After 20-plus years of product leadership and a growing number of PE and advisory engagements, the failure modes are consistent. They're not random. And they're almost always fixable when you catch them before they become audit findings or missed targets.
This is the pattern I look for in every discovery call. If any of these sound familiar, the engagement is probably worth having.
01
Governance follows investmentCompanies deploy AI first and figure out governance when something breaks. The framework I build reverses that sequence.
02
Accountability is assigned to technology, not people“The AI decided that” is not accountability. Every engagement starts by mapping who actually owns each outcome.
03
The board and the operating team have different mental models of AI maturityThe board thinks they're further along than they are, or they're more skeptical than the data warrants. Either way, the gap costs time and money.
04
The operating model hasn't changed to absorb the AICompanies deploy AI tools into the existing org structure and wonder why adoption is low. The org needs to change, not just the tools.
05
No one is measuring what the AI is actually doing to the businessSpend is tracked. Outcomes aren't. The board reporting template I build solves this in the first engagement deliverable.