Josh Sheil, Author at Keith Daser

IT Strategy Leadership & Strategy Organizational Strategy

5 Questions Every Business Leader Should Ask

Before Picking a Technology Partner Choosing the right technology partner isn’t just a technical decision. It’s a business one. The stakes are high, the contracts are long, and the ripple effects (good or bad) touch every part of your organization.…

Josh SheilSeptember 22, 2025

Innovation IT Strategy transformation

The High Cost of Doing Nothing

Why Indecision Around Tech Hurts More Than You Think There’s a moment in almost every technology project where things stall. Sometimes it’s at the start, when you're choosing between five potential CRMs. Sometimes it's midstream, when a vendor change sparks…

Josh SheilJune 24, 2025

Innovation IT Strategy Leadership & Strategy

Why so many smart leaders make bad technology decisions (and how to stop)

People don’t set out to make bad technology decisions. In fact, most of the leaders we work with at Deliver Digital are smart, driven, and deeply committed to building effective, resilient organizations. And yet, almost all of them have found…

Josh SheilJune 4, 2025

Innovation IT Strategy Technology Partnership

Navigating the Lifecycle of Technology Partnerships

Steve Jobs aptly said, “Great things in business are never done by one person; they’re done by a team of people.” Not known for his soft demeanour, or even being easy to work with, he appreciated the importance of who…

Josh SheilJanuary 24, 2025

Innovation IT Strategy Organizational Strategy Technology Partnership

A Guide to Finding Your Next Service Partner

The time has come! It’s been on your mind for a while and now you have a contract that has expired, a service incident that was the last straw, or your favourite account manager has changed one too many times;…

Josh SheilFebruary 8, 2024

Josh Sheil

5 Questions Every Business Leader Should Ask

The High Cost of Doing Nothing

Why so many smart leaders make bad technology decisions (and how to stop)

Navigating the Lifecycle of Technology Partnerships

A Guide to Finding Your Next Service Partner

Recent Blogs

THE SITE

THE ECOSYSTEM

NEWSLETTER