Posts about Rainman Advisory

Here’s the uncomfortable truth: most “resource plans” are hope with a spreadsheet.

Here’s the Uncomfortable Truth: Most “Resource Plans” are Hope With a Spreadsheet

We see it every week. A beautiful plan gets signed off in Delivery Planning & Design…and then the staffing lines are “TBD”, “0.5[…]

The Theatre of Reporting

The Theatre of Reporting

When every dashboard is green, but your gut tells you it’s red. You know the scene. The monthly steering pack lands. Dozens of[…]

Solution Infatuation: Why Your First Good Idea Might Be the Worst One

Solution Infatuation: Why Your First Good Idea Might Be the Worst One

Have you ever noticed how the first “great idea” in a transformation meeting quickly becomes sacred? Once it’s voiced, planning begins, budgets are[…]

Black Swan

Black Swans in Transformation – A One-page of Self Questions

Use this as a fast sense check. Answer yes, no, or unsure. If you have more than three no or unsure answers, latent[…]

Black Swans in Transformation: It's Not a Freak Event

Black Swans in Transformation: It’s Not a Freak Event

Black swans in transformation aren’t freak events. They are the gap between what we believe and what is real. Most programs don’t fail[…]

đź’¬ The Myth of the Red Flag

đź’¬ The Myth of the Red Flag

Most executives treat red as a crisis.Something to fix.Or worse, something to hide. But a red flag isn’t the problem.It’s the first honest[…]

The Do-Nothing Case: Why Waiting 6–24 Months Might Be the Smartest Move You’ll Ever Make

The Do-Nothing Case: Why Waiting 6–24 Months Might Be the Smartest Move You’ll Ever Make

Every transformation leader faces the pressure to “start now.” The logic appears sound: act fast, show progress, get ahead. However, starting too soon[…]

The Two Metrics That Predict Program Failure Better Than RAG Status

Your portfolio dashboard shows green. Your risk team is flagging amber. And your gut says something’s wrong. Here’s what you should actually be[…]

Black Swans in Transformation: It's Not a Freak Event

Black Swans in Transformation, Systemic Risks Hiding in Plain Sight

A black swan is a rare, high impact event that looks obvious only after it happens. Before the fact, it sits outside standard[…]

The Pressure to Transform is Transforming (2015 to 2025)

If you worked on “digital transformation” in 2015, you were probably rolling out cloud pilots, mobile apps, or an agile proof-of-concept in a[…]