The Cost of Blind Trust

You've Done the Work, Now Do the Math

One question most organizations get wrong, and it's deceptively simple: How big is this change, really?

September 5, 2026

2. What Vendors Sell vs. What You Buy

The gap between what a vendor demonstrates in a sales cycle and what you actually receive after contract signature is one of the most consistent and most costly experiences in enterprise technology.

September 5, 2026

4. When You're Too Invested to See Clearly

A sunk cost trap, one of the most powerful and damaging forces in organizational decision-making. And in technology transformations, it keeps organizations loyal to failing initiatives long past the point where a rational analysis would recommend a different path.

September 5, 2026

1. Hope Is Not a Strategy

Most transformation initiatives start with plans that were never realistic to begin with. Not because the people who built them were incompetent. Because they were hopeful.

September 5, 2026

When the Basics Are Solid and Things Still Fall Apart

The fundamentals get you ready to transform. The next question is whether the people you've chosen to transform with are ready to deliver.

September 5, 2026

3. Reference Checks Are Not Due Diligence

Reference check is not due diligence. It's a ritual that creates the feeling of validation without the substance of it. And the distinction matters enormously when you're making a multi-year, multi-million-dollar commitment.

September 5, 2026

New way for knowledge transfer

We have created an interactive newsletter experience where our experts share real-world insights, proven strategies, and hands-on tasks you can apply right away. Each month brings a new topic and focus, giving you practical knowledge and actionable takeaways - all in one powerful learning journey.

Our topic in July 2026 is Fundamentals First: Most transformations don't fail because the technology was wrong. They fail because the foundation underneath it was never solid. This category is about the unglamorous work that determines whether everything else succeeds - fixing broken processes before you automate them, understanding what readiness actually requires, getting your data into a state you can trust, and making sure your senior leaders are genuinely aligned, not just publicly supportive. None of it is exciting. All of it is necessary.

July 2026

Topic: Fundamentals First

We have created an interactive newsletter experience where our experts share real-world insights, proven strategies, and hands-on tasks you can apply right away. Each month brings a new topic and focus, giving you practical knowledge and actionable takeaways - all in one powerful learning journey.

Our topic in August 2026 is The Cost of Blind Trust: Optimism is useful until it becomes expensive. This category is about what happens when hope and faith replace rigorous scrutiny - in how you plan, in how you select vendors, and in how you evaluate whether an initiative is actually on track. Vendors are incentivized to keep you excited. Sunk costs are incentivized to keep you committed. Neither of those forces is working in your interest. Learning to ask harder questions, earlier, is what separates transformations that deliver from ones that just consume budget.

August 2026

Topic: The Cost of Blind Trust

We have created an interactive newsletter experience where our experts share real-world insights, proven strategies, and hands-on tasks you can apply right away. Each month brings a new topic and focus, giving you practical knowledge and actionable takeaways - all in one powerful learning journey.

Our topic in September 2026 is Know Your Scale: The most underestimated risk in any transformation isn't technical - it's scope. Organisations consistently underestimate how far the change actually reaches, what a successful pilot really predicts, and how long it takes people to genuinely adopt a new way of working. This category is about doing the honest math before you commit to a plan, mapping the full blast radius of the change, understanding what pilots do and don't tell you, and building an approach that's actually sized to the transformation you're undertaking, not the one you wished you were.

September 2026

Topic: Know Your Scale