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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.

When AI Joins the Change Team

When AI Joins the Change Team

AI is entering the change office—not to replace the work, but to reshape it. As automation takes on drafting, analysis, and tracking, the practitioner’s value moves to interpretation, guidance, and trust.

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When ‘Useful’ Beats ‘Perfect’ in Change Work

When ‘Useful’ Beats ‘Perfect’ in Change Work

“All models are wrong, but some are useful.” In change work, that truth matters more than ever. The best practitioners don’t chase perfect frameworks—they adapt them, remix them, and use them to move people forward when clarity is scarce and complexity is constant.

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Working with ‘Too Busy’ Sponsors

Working with ‘Too Busy’ Sponsors

Busy sponsors aren’t disengaged—they’re overwhelmed. Change success depends on helping them make the smallest, sharpest moves with the biggest echo. Redefine engagement, script micro-moments, and amplify their voice. Smart leverage beats constant access every time.

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Your First Executive Briefing

Your First Executive Briefing

Your first executive briefing is not about slides; it is about signal. In just a few minutes, leaders decide whether you bring clarity or confusion. Learn how to prepare, frame your message, and handle questions with confidence to earn trust and credibility.

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Emotional Debt Is Crippling Your Change Program

Emotional Debt Is Crippling Your Change Program

Emotional debt is the hidden backlog of frustration and fatigue that quietly sabotages change. Left unaddressed, it compounds—fueling resistance, mistrust, and stalled transformations. Change leaders who name it and design for repair can turn trust into their most strategic asset.

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AI for Employee Well-Being: A New HR Frontier
AI

AI for Employee Well-Being: A New HR Frontier

AI is moving workplace wellness beyond surveys and perks. By reading real-time work patterns and delivering subtle nudges, AI systems help prevent burnout, sustain performance, and open a new frontier for HR and change leaders.

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The Field Guide to Bumper Sticker Leadership

The Field Guide to Bumper Sticker Leadership

Leaders love to toss out slogans like “People hate change” or “We’re like a family here.” They sound sharp, but they shut down feedback and disguise deeper issues. Real resistance isn’t fear of change—it’s frustration with poor planning, muddled priorities, and chaos masquerading as strategy.

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The Cutover Comms Playbook

The Cutover Comms Playbook

From first steps to seasoned strategy, cutover comms demand more than updates. This guide shows how practitioners at every level can steady the chaos of go-live.

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How Much Shareholder Value Is Enough?

How Much Shareholder Value Is Enough?

The drive to “return value” every quarter rarely benefits the people who created it. As practitioners, we must ask: when does returning value cross the line into extracting it—and what role do we play in enabling that cycle?

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The Cost of Being ‘Nice’ in Change Work

The Cost of Being ‘Nice’ in Change Work

Being “nice” feels safe in change work—but it comes at a cost. When we smooth over conflict, delay hard truths, or prioritize approval over impact, we quietly erode our credibility and influence. True kindness means courage: telling the truth with care and leading with clarity.

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