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Dan Olson

Change leader, coach, and writer. Former Inc. 500/5000 founder. I help practitioners make change practical, human, and sustainable.

From Observer to Contributor in Workshops

From Observer to Contributor in Workshops

Being an observer in a workshop can feel like walking a tightrope. Speak too much and you disrupt the flow. Say nothing and your value disappears. This guide shows how to move from observer to contributor with intent, timing, and impact.

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How to Use AI Without Losing Your Edge
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How to Use AI Without Losing Your Edge

AI can speed up change work, but it can also quietly erode the thinking behind it. New research suggests overreliance on AI creates “cognitive debt,” weakening judgment, recall, and sensemaking if we’re not intentional about how we use it.

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Why Shared Services Break First in AI Transformations
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Why Shared Services Break First in AI Transformations

Shared services are often the first place AI breaks—not because the tech fails, but because automation removes the human judgment holding complex systems together. When exceptions rise and authority stays centralized, shared services absorb the damage long before leaders see it.

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Year-End Metrics Lie (and What to Measure Instead)

Year-End Metrics Lie (and What to Measure Instead)

Year-end metrics are designed to show completion, not readiness. The problem is that change does not resolve on a fiscal calendar. What matters most often shows up after the dashboards turn green, in confidence gaps, workarounds, and quiet strain. This piece explores what to measure instead.

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An Unwrapped Look at the Work Behind the Work

An Unwrapped Look at the Work Behind the Work

This year-end Unwrapped looks past dashboards and milestones to name the work change practitioners actually carried. The stabilization, translation, and risk absorption that kept change moving rarely shows up in the recap, but it shaped everything.

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How to Handle Being Out of the Loop

How to Handle Being Out of the Loop

When a decision is made without you, the instinct is to react fast and reassert control. This article explains why that impulse backfires, how to regain context, and how seasoned practitioners re-enter with credibility when the room has already moved on.

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HR’s AI Moment: From Talent Partner to Risk Governor
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HR’s AI Moment: From Talent Partner to Risk Governor

As AI reshapes hiring, performance, and workforce decisions, HR is increasingly left managing risk and employee fallout rather than shaping outcomes. Without early influence over design and use, HR’s strategic role is quietly being reduced to governance and enforcement.

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Why Copilot Meeting Notes Suck (and how to use them)
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Why Copilot Meeting Notes Suck (and how to use them)

Copilot meeting notes are inaccurate, inefficient, and oddly unhelpful. They capture what was said, but miss what mattered. This piece explains why AI summaries fall flat, how they create the illusion of alignment, and how practitioners can turn raw AI output into real clarity and direction.

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How AI Is Flooding Work With Convincing Garbage
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How AI Is Flooding Work With Convincing Garbage

The problem with AI at work isn’t accuracy. It’s abundance. When everything sounds reasonable, nothing stands out. The result is a workplace full of motion, artifacts, and very few actual decisions.

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