CIO/CTO, Forbes contributor, CyberSecurity Professor @ DePaul, systems thinker, hiker, entrepreneur, philosopher, actor, improviser, storyteller, & coffeehouse addict.
📍Chicago, IL
🦋🥾☕️🎭🤖🪴✍️

@briangreenberg.net
CIO/CTO, Forbes contributor, CyberSecurity Professor @ DePaul, systems thinker, hiker, entrepreneur, philosopher, actor, improviser, storyteller, & coffeehouse addict.
📍Chicago, IL
🦋🥾☕️🎭🤖🪴✍️
@microsoft.com told nonprofits that their deleted M365 data isn't coming back. 🤬 No undo button. Backup is your insurance policy. It's not sexy, but you'll be thankful you have it. www.theregister.com/saas/2026/09... #DataBackup #Nonprofits #M365
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Have you been looking for something to help you focus? I built a pomodoro timer for myself and it's on the App Store today — iPhone, iPad, Mac and Apple Watch. Free for one device; a paid version keeps them in sync. Give it a try and tell me what you think.
An AI coding agent deleted a production database after being told 11 times, in all caps, not to change anything.
AI amplifies whatever engineering judgment surrounds it. Make sure that's your best engineer.
First published on Forbes:
Autonomous weapons follow the laws of war. Official government accounts pumping out AI-generated war memes have no rules at all. Both sides in the Iran conflict are doing it. Trust in official channels is the real casualty.
Only 37% of orgs maintain an inventory of their AI agents. It drove a great discussion last night at the Chicago CISO Inner Circle on agent identity, monitoring, and ownership. You can't govern what you can't see
Hand your license to a rental counter or a dispensary. A third party you've never heard of scans it. 153M of those scans are now for sale on a Russian forum. Still growing by 400K a day.
The ID check became the breach.
Spent last night with a room full of Chicago CIOs. Nobody asked whether to adopt AI. Every hard question was about governance. Adoption is the easy part now.