Ideas and Insights

Resources for technology and digital leaders

The Essential Checklist for Your First 30 Days as CIO

Congratulations! You’ve landed one of the most challenging and rewarding roles in modern business: the Chief Information Officer (CIO). To help you enter with intent, credibility, and structure, Tuckpoint created a checklist that focuses on what actually matters in your first 30 days. Think of it as a practical diagnostic tool designed to surface blind spots, competing expectations, and hidden risks before you place big bets on technology, structure, or operating models.

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For the CSuite, Leadership & Change Jen Swanson For the CSuite, Leadership & Change Jen Swanson

Clear Signs Your Product Leader Needs Help ASAP

If you’re at the helm of a product-led organization, it’s important that you recognize the signs that your product leaders and managers need extra support. In this article, you’ll learn the external and internal triggers that threaten a product practice and, as a result, your product managers’ and leaders’ ability to create effective outcomes for the org. 

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5 Transformational Leadership Characteristics to Look For in Your Next Hire

It’s critical to hire talent with transformational leadership characteristics. But how do you ensure your candidates embody the qualities that actually push transformation forward? And what kinds of questions reveal the skills that aren’t easily bulleted on a resume? Here we explore five transformational leadership characteristics to look for in your next hire, why they’re so critical to success, and how to uncover those qualities during the interview process.

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3 “Aha” Moments About Digital Transformation That Will Save You a Lot of Time and Heartache

If you think digital transformation is simply about adopting new technologies and digitizing your offerings, you’re missing a huge piece of the puzzle. In fact, Digital Transformation actually has very little to do with technology. What actually moves the needle is a lot more complicated and can be summed up in three core truths.

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