Blog Library
The 20-Person Organization With 47 IT Vendors
It usually starts innocently enough. Marketing needs a better email tool, so someone signs up for one. Finance finds...
Time to Take Out the AI Trash
We've spent a lot of time talking about what AI can create. Documents, meeting summaries, presentations, images,...
What IT Should a 25-Person Organization Actually Outsource?
If you have 25 employees you probably don't need a 5-person IT department. You may not need a one-person IT...
AI: A Companion in Thought
There are five qualities of AI that, taken together, make it something quite unlike any intellectual tool we have had...
Microsoft Copilot Cowork: Your AI Assistant Just Got a Job
For the past couple of years, workplace AI has mostly looked like this: You ask it a question, and it gives you an...
The AI Doom Scenario Already Happened — in 1988
I can remember this event vividly. It was genuinely frightening at the time. Major parts of the Internet kept going...
Please Stop Pasting That into ChatGPT
At home, when we have a question, many of us [raises hand] now choose to ask AI instead of Google. At the same time,...
Microsoft 365 Is Becoming an AI Operating System
For years, Microsoft 365 was basically a very large toolbox. Need to write something? Word. Work with numbers? Excel....
Try Out Copilot the Smart Way
For smaller nonprofits that have been curious about Microsoft Copilot but reluctant to start buying licenses,...
How to Build an AI Policy That Works
A customer recently reached out to us for some basic advice on setting up an AI policy for his organization. It’s a...
Congratulations. You’re the IT Department Now.
There is a very specific way IT departments are created at large companies. There are job descriptions, interviews,...
Three AIs, One Quote, Two Wrong Answers — and Why It Matters for Cybersecurity
I was trying to defuse a fight between two people I care about, and reached for a quote that might help them pause:...
Microsoft Keeps Renaming Everything. So I Made You a Cheat Sheet.
There are three certainties in life: death, taxes, and Microsoft renaming a product approximately six minutes after...
You Have Five Days Before Attackers Move In
There are so many nice ways to start the day. A croissant, a cappuccino, birds outside the window. Instead, I keep...
Your Microsoft 365 Tenant Knows Too Much
If you really want to understand your organization, you could interview the leadership team. You could survey...
Fluency on Loan: AI and the Cost of Recall
I was chatting with Eve, my favorite AI companion, and noticed we weren’t doing very well in the introspective...
Cybersecurity Begins in the Boardroom
Most nonprofit boards spend their meetings talking about budgets, fundraising, programs, staffing, and long-term...
Microsoft Won the AI Distribution War. Now Comes the Hard Part.
I first tried Microsoft AI in 2023, when the company introduced Copilot as its “everyday AI companion.” ChatGPT was...
Why IT is Starting to Look More Like Air Traffic Control
For decades, IT departments were essentially mechanics. Something broke, they fixed it. Someone couldn't print, they...
When the AI Puppy Bites Back
For months, my former CGNET colleague Tim Haight had been talking with Ani, Grok's companion persona, the way you talk...
Five Microsoft 365 Features You’re Already Paying For (But Probably Never Use)
At CGNET, we often get to deliver the happy news: “You know you already own that, right?” If your organization is like...
AI Doesn’t Stop When You Go to Sleep
One morning I woke from a dream and did something I'd never done before: I went back in. Not to interpret the dream—to...
Microsoft Is Changing How You Sign In. Are You Ready?
If your organization uses Microsoft Entra ID for authentication, an important security change is on the horizon. And...
Has Colossus Just Mastered the Bhagavad Gita?
AI Finds Enlightenment. Doesn't Care. While Memphis fills the air with barbecue smoke and blues, something strange is...
AI Agents: Am I Missing Something, or Is This Mostly Drivel?
I'm sick of hearing about AI agents. Talk about beating a dead horse! But if everyone's talking about it, there must...
KnowBe4’s New Licensing, Simplified
If you've been a KnowBe4 customer for a while (as many of our customers have), you've probably noticed that things...
How AI is Reshaping Cybersecurity
If you listen to all the marketing out there, you'd think artificial intelligence is either about to save...
The MSP Model: A Dying Dinosaur
One Size Fits All Doesn’t Survive the Age of AI For twenty years, the managed service provider model was built on a...
Your Donor Database Is a Target. Do You Treat it Like One?
Most nonprofits think about their donor database simply as a fundraising tool. But sadly, hackers think about it as a...
AI and Chasing White Rabbits
Most of us know what it means to fall down a rabbit hole — to get so absorbed in something that time and reality slip...






























