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War Stories

The War Stories blog series is an opportunity for IT Project Manager practitioners to share lessons learned in the field.

BlogWar Stories

The Role of a CISO in Modern Software Security

Tuesday, April 1, 2025

As a seasoned CISO with decades of experience in software security, I’ve seen organizations struggle—and succeed—in securing their digital assets. In today’s interconnected world, security is no longer just an IT issue; it’s a business imperative. Organizations that fail to implement robust security measures risk financial losses, reputational damage, and legal repercussions.

Lesson 19: The Politics of IT Project Management – Navigating Power Struggles and Executive Agendas

Monday, March 24, 2025

Welcome back to my 21-part series on lessons learned throughout my IT project management career. Today, we’re diving into a reality that every project manager must learn to navigate—corporate politics.

Lesson 18: The Vendor That Lied to Me – How to Handle Vendor Deception and Overpromises

Sunday, March 23, 2025

Welcome back to my 21-part series on lessons learned throughout my IT project management career. Today, we’re tackling a problem that every IT leader will face at some point—vendors who lie, exaggerate, or fail to deliver on their promises.

Lesson 21: The Final Lesson – What 21 Years in IT Project Management Taught Me

Sunday, March 23, 2025

Welcome to the final installment of my 21-part series on lessons learned throughout my IT project management career. Over the past 21 years, I’ve been through budget slashes, failed go-lives, executive battles, vendor disasters, and crisis situations—and I’m still standing.

Lesson 17: Crisis Mode – Managing IT Projects During a Pandemic

Saturday, March 22, 2025

Welcome back to my 21-part series on lessons learned throughout my IT project management career. Today, we’re diving into a scenario that tested every IT team on the planet—managing projects during a global crisis.

Lesson 16: Surviving a Merger or Acquisition Project – IT’s Role in Corporate Shakeups

Friday, March 21, 2025

Welcome back to my 21-part series on lessons learned throughout my IT project management career. Today, we’re tackling one of the most disruptive events an IT team can face—a corporate merger or acquisition (M&A).

Lesson 15: Why You Need a Project ‘Kill Switch’ – Knowing When to Shut It Down

Thursday, March 20, 2025

Welcome back to my 21-part series on lessons learned throughout my IT project management career. Today’s topic is a tough but necessary reality—knowing when to kill a project before it drains more time and money.

Lesson 14: The Day My Project Budget Was Slashed – How to Deliver More with Less

Wednesday, March 19, 2025

Welcome back to my 21-part series on lessons learned throughout my IT project management career. Today, we’re tackling a nightmare scenario that every project manager dreads—the moment leadership slashes your budget mid-project.

Lesson 13: Offshore Teams – A Blessing and a Challenge

Tuesday, March 18, 2025

Welcome back to my 21-part series on lessons learned throughout my IT project management career. Today, we’re tackling a topic that’s become a reality for almost every IT project—managing offshore teams.

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