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PERSPECTIVES 

The AI conversation is loud.
Here’s where it’s actually going.

Timestamped perspectives on AI strategy and what it means for your business. Written from the work, not the hype cycle. Honest about what AI can do, and blunt about what it can’t.

 

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Latest Perspectives

AI drift debt: a lone owner with a map at a split road in ember light; on the teal side, a team checks the map at a car hood.

Drift Debt: Approving the AI Was the Easy Part. 4 Steps to Catch the Drift.

October 2026

AI decision debt: on the amber side a laptop answers alone as slips blow into the street; on the teal side a team places a card on a 3-column whiteboard.

Decision Debt: Who Decided Your AI Could Decide That? 4 Steps to Find Out.

October 2026

AI measurement debt split scene: an owner signs alone as records scatter, and on the other side a colleague points to records mapped on the wall.

Measurement Debt: Your AI Feels Like It’s Working. 5 Steps to Prove It Pays.

September 2026

A business leader sits at the center of interconnected workplace scenes as an AI system quietly links meetings, recorded conversations, employee interactions, customer data, and cloud systems. The image represents AI trust debt: one seemingly simple technology decision can affect many people, while unseen vendor defaults determine how their information is recorded, stored, and used unless leadership deliberately sets its own standards.

Trust Debt: Someone wrote your AI’s values. It wasn’t you.

September 2026

AI Debt or Dividend: Accountability. Every hire gets reviewed and signed off. A newsroom skipped that for its AI, got it wrong, and lost both tools. The 5 questions that catch it first.

Accountability Debt: You’d Never Hire Someone Without Paperwork. Why Did You Let AI In Without Any?

September 2026

AI success metrics: an executive between an amber call floor with one glowing bar and a teal wall where the team writes its own measure.

Adoption Debt: The Metric Measured the Tool. The People With the Problem Were Never Asked.

September 2026

AI Debt or Dividend: Assumption Debt. What Outcome Are We Buying, and How Will We Know?

Assumption Debt: You Bought a Number. It Was True Somewhere Else.

September 2026

AI Debt or Dividend: AI governance after launch: the decisions an AI keeps making once everyone has moved on.

Governance Debt: You Put AI to Work. Then You Stopped Watching It.

August 2026

Machines Measure. People Judge. Human Judgment in AI, and Two Labs That Used It

Machines Measure. People Judge.

August 2026

AI Debt or Dividend: Urgency - The AI urgency debt shown as one decision splitting two ways: a chaotic amber debt on the left, a calm approved dividend on the right.

Urgency Debt: Everybody’s Using AI. Nobody Approved It.

August 2026

AI debt or dividend: which do you choose? hidden costs of AI, AI adoption risks, responsible AI adoption, AI governance,AI accountability

AI Debt: The Bill Comes Later. But So Does the Payoff.

August 2026

Responsible AI? What does that actually look like? | digitalBard AI Strategy

What is Responsible AI?

July 2026

What this is

Not news. Not tips. Conviction, not hedging.

Carollynn Hammersmith, the digitalBard
Carollynn HammersmithThe digitalBard

Most AI advice doesn’t survive the quarter. I’d rather write things that age well, and own the ones that don’t, so you’re not betting the business on advice that expires.

These Perspectives draw on my forthcoming book, AI Debt.


Writing can show you the problem. It can't get your organization to agree on it. The AI Field Lab™ is the room where that happens.

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