// Topics / Executive
Executive
12 entries tagged “Executive”
- The Statistic Nobody Can Reconstruct
· 4 min
I tried to reconstruct '95% of AI pilots fail.' It isn't in the report it cites. Card the numbers that steer your decisions: licensed, expired, or retired.
metrics
ai
executive
AI Insurance Will Ask for Evidence, Not Intent
· 4 min
As insurers exclude AI, protection tracks evidence, not intent. Your operating cadence is your audit trail.
governance
ai
executive
The Board's AI Oversight Problem Is Operational
· 4 min
Board AI oversight is operational: a named owner per system, a rehearsed halt path, an incident threshold, and a failure rate you can defend.
governance
ai
executive
Token Prices Fell. AI Bills Did Not.
· 3 min
Per-token LLM prices keep falling while AI bills climb. Measure cost per completed task, reviewer time included, instead of price per token.
cost
ai
executive
The AI Strategy Stack: What Boards Mistake for Moats
· 4 min
Models and prompt scaffolding are not AI moats. The defensible layer is a correction loop on your own work, tracked by escalation rate, and it depreciates.
strategy
ai
executive
From Model Demos to Profit Engines: The CTO Playbook for AI Unit Economics
· 3 min
AI unit economics: route requests by value and risk, price in failure and rework, and measure margin per workflow instead of per model call.
ai
cost
strategy
The AI Vendor Negotiation Playbook for CTOs
· 3 min
A pre-meeting checklist for AI vendor contract negotiations: know your workload, switching cost, eval evidence, and exit plan before the vendor does.
ai
strategy
cost
The CTO Communication Protocol for AI Programs
Canon post —
· 3 min
AI programs fail when engineers, executives, and investors hear different definitions of success. A communication cadence that keeps one true story.
leadership
ai
executive
Measuring AI Progress Without Theater: A Board Scorecard
· 2 min
Most AI progress reporting confuses activity with value. Executive measurement should collapse around adoption, reliability, margin, and delivery speed.
metrics
ai
executive
AI Strategy Metrics: Margin, Risk, and Speed
· 2 min
Replace AI novelty metrics with three executive numbers: margin, risk, and speed. Give each a baseline, target, owner, cadence, and rollback path.
ai
metrics
strategy
AI Strategy for CTOs: It's Data Infrastructure
· 2 min
AI strategy for CTOs: the moat is the context pipeline, the eval loop, and the fallback path. Picking a model is the easiest problem in the room.
strategy
ai
executive
Technical Due Diligence: What Investors Actually Check
· 7 min
Technical due diligence from both sides of the table: what investors check, how to prepare when you are evaluated, and what to look for when evaluating.
executive
governance
startups