Writing / Enterprise directions

AI in Enterprise — Where It Works, Where It Doesn't

Opinions formed from building AI into production systems, not watching demos.

Published Updated 1 min read

The Good and the Bad

Where AI Works

  • Decision support — surfacing patterns humans miss
  • Pattern recognition across massive datasets
  • Augmenting human judgment, not replacing it
  • Automating repetitive compliance checks

Where AI Doesn’t

  • Regulatory enforcement with accountability requirements
  • Black-box decisions on customer-facing processes
  • Replacing domain expertise with statistical correlation
  • Anywhere you can’t explain the “why” to a regulator

What I’ve Seen Work

Compliance Screening Augmentation

AI that suggests screening matches for human review, not AI that auto-decides. The human stays in the loop. The AI makes them faster, not obsolete.

Pattern Detection in Supply Chain

Spotting anomalies in trade flows that humans miss because the volume is inhuman. AI as a spotlight, not a judge.

Document Intelligence

Extracting structured data from unstructured trade documents. Boring but transformative at scale.

What I’m Experimenting With

Voice-Calibrated Content

Teaching AI to write in my voice. 2 weeks of calibration, 160+ rewrite examples, still not quite there. Documenting the gap between “sounds like me” and “is me.”

My Take

AI is a tool, not a strategy. The gap between a compelling demo and a production system that doesn’t embarrass you at scale is enormous — and it’s filled with guardrails, fallback logic, human-in-the-loop checkpoints, and domain expertise that no foundation model ships with. Enterprise AI that works is boring AI: well-scoped, well-monitored, and honest about its failure modes. The moment you treat AI as magic instead of machinery, you’re building on sand.