Strategies for Executing Your Technology Roadmap
by Ira Shapiro, CIO Consultant Quarter one is already behind you and Q2 is moving fast. Take a second and ask yourself, “Does my technology roadmap look like the…
What Hospitality Taught Me About Enterprise Technology and Why the Lessons Travel
by Martin Bookallil, CIO & CTO Advisor The organisations most likely to disrupt your industry are probably not studying it. They are watching an adjacent industry solve the same structural…
The Rack of Reinvented Wheels Running Your Company
Imagine walking into your server room and finding a rack of forty mismatched units, each built by a different employee, each running a critical workflow, none of them documented, none…
Vendor Partnerships in the Era of AI Arbitrage
Software and services vendors are quietly running one of the cleanest arbitrage trades in recent memory, and most mid-market buyers haven’t noticed. The mechanism is simple. AI has compressed vendor…
Stronger Together Was a Slogan · Now It’s a Strategy Requirement
For two decades, "stronger together" was corporate wallpaper. It announced mergers nobody asked for. It headlined campaign buttons and pep-rally decks. It got slapped on the lobby wall above a…
Why Most AI Projects are Failing, and How to Beat Those Odds
The numbers are brutal. RAND Corporation puts the AI project failure rate at over 80%; that is twice the failure rate of non-AI IT projects. MIT's 2025 research found that…
How Change Management Works in the Real World, Where There Are Things Like Budgets
Every year, the consulting industry publishes fresh research confirming what practitioners already know: most change initiatives fail. The failure rate has hovered between 60% and 80% for decades, depending on…
The “Status Quo” Lotus Flower You Are Eating May Kill Your Company
In Homer's Odyssey, the Lotus-Eaters are a people "trapped" in a state of terminal, honey-sweet contentment. They weren't being tortured or oppressed; they were simply sedated into irrelevance. Once a…
Considering Firing Your CIO? Read This First
It is a conversation that usually begins with a heavy sigh. A CEO or Board member reaches out, frustrated by a perceived lack of ROI on technology spend, a series…
It’s the Mindset, Not the Acronyms · How Non-technical CEOs can Vet a Strategic CIO
The resume lands on your desk, and it looks perfect. It is heavy with acronyms you recognize but don’t fully understand (ERP, SOC2, AWS, AI), lists a progression of impressive…
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