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Brian Greenberg

@briangreenberg.net
647 followers 481 following 1.4K posts

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

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Brian Greenberg @briangreenberg.net · 17/09/2026
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Brian Greenberg @briangreenberg.net · 17/09/2026
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. apps.apple.com/us/app/rossi...
apps.apple.com
Rossino: A Pomodoro Timer App - App Store
Download Rossino: A Pomodoro Timer by General System Dynamics LLC on the App Store. See screenshots, ratings and reviews, user tips, and more apps like Rossino:…
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Brian Greenberg @briangreenberg.net · 15/09/2026
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: briangreenberg.net/2026/08/07/y... #AI #DevSecOps
briangreenberg.net
Your AI Is Learning From Someone. Make Sure It’s Your Best Engineer
AI coding assistants amplify whatever engineering judgment surrounds them. How leaders encode the habits of their best engineers into instructions, checks and verification.
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Brian Greenberg @briangreenberg.net · 03/09/2026
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. philosophynews.com/the-ethics-o... #AI #Cybersecurity #DeepFakes
philosophynews.com
The Ethics of Slopaganda - Philosophy News
Slopaganda  On February 28, 2026, the U.S. and Israel initiated an armed conflict against Iran. Widely discussed as the first AI-fueled war, the war has engendered many debates on the moral complexity...
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Brian Greenberg @briangreenberg.net · 03/09/2026
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 www.evanta.com/ciso/chicago... #CISO #AgenticAI #Gartner #Evanta
evanta.com
Chicago CISO Community Inner Circle
C-level executives gain new connections and actionable insights through peer-driven content and discussions at the Chicago CISO Inner Circle.
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Brian Greenberg @briangreenberg.net · 02/09/2026
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. krebsonsecurity.com/2026/09/fbi-... #Cybersecurity #Privacy #cloud
krebsonsecurity.com
FBI Probes Service Selling 153M+ Drivers Licenses – Krebs on Security
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Brian Greenberg @briangreenberg.net · 02/09/2026
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. www.evanta.com/cio/chicago/... #AI #CIO #Leadership #cybersecurity #Evanta #Gartner
evanta.com
Chicago CIO Community Inner Circle
C-level executives gain new connections and actionable insights through peer-driven content and discussions at the Chicago CIO Inner Circle.
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Brian Greenberg @briangreenberg.net · 07/08/2026
He told the AI 11 times, in all caps, DON'T CHANGE ANYTHING! It deleted his production database anyway. The tool wasn't the problem. The missing judgment was. My latest for Forbes on whose judgment your AI is following: www.forbes.com/councils/for... #AI #EngineeringLeadership
forbes.com
Your AI Is Learning From Someone, Make Sure It’s Your Best Engineer
He said he told the AI, 11 times in all caps, not to change anything without permission.
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Brian Greenberg @briangreenberg.net · 07/08/2026
Is it just me, or is Fable the pro & Opus the occasionally drunk intern? This is what my week has been like dealing with those two. #Anthropic #Claude #aigenerated #AI #Agentic #softwaredevelopment #DevOps #security #privacy #CloudComputing #infosec #cybersecurity
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Reposted by Brian Greenberg
Groovy Security @groovysecurity.bsky.social · 04/08/2026
The part that gets me is the asymmetry. The vendor sees the toggle, IT sees nothing until data is already moving. Feature flags ship faster than any approval workflow, so your inventory is stale the day you write it. The only place to catch it is where the interaction happens.
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Brian Greenberg @briangreenberg.net · 03/08/2026
Open-sourced my vendor status dashboard. It monitors 46 SaaS/cloud vendors' status pages every 15 min from a $5/mo Cloudflare Worker, built on one rule: an unverifiable status is unknown; never operational. Code: github.com/bjgreenberg/vendor-dashboard Live: briangreenberg.net/service-status
github.com
GitHub - bjgreenberg/vendor-dashboard: Fail-closed status dashboard for ~46 SaaS/cloud vendors — an unverifiable status is unknown, never operational. Cloudflare Worker + D1, zero runtime dependencies...
Fail-closed status dashboard for ~46 SaaS/cloud vendors — an unverifiable status is unknown, never operational. Cloudflare Worker + D1, zero runtime dependencies. - bjgreenberg/vendor-dashboard
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Brian Greenberg @briangreenberg.net · 03/08/2026
Your SaaS vendor switched on an AI feature last week. IT didn't approve it. It's already touching your data. ChatGPT Enterprise ships apps off. Business plan ships them on. Same vendor. Assume the next one is already on. briangreenberg.net/2026/07/30/d... #AIGovernance #CISO #cybersecurity
briangreenberg.net
Default-On AI: Are SaaS Vendors Outsourcing Their Risk To You?
SaaS vendors keep switching AI features on by default, with days of notice - shifting consent, retention and governance risk onto the customers who inherit them.
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Brian Greenberg @briangreenberg.net · 02/08/2026
Even though this isn’t a true photo or from a real town, this is the kind of attitude I can get behind. This reminds me of the personality of Fremont/Seattle, Washington when I lived there. A real town with a real personality. We should have more of this in real life, a lot more whimsy.
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Brian Greenberg @briangreenberg.net · 29/07/2026
My friend Jeff Olsen on what every leader should read. "On track" tells you nothing about where the work actually is. 4 weeks on the calendar. 30 minutes of real work. The rest was waiting. Ask what would move it, then ask who owns the next move. jeffols.substack.com/p/on-track-i... #Leadership #IT
jeffols.substack.com
'On Track' Is Not a State.
Teasing out where the work actually is, before the date decides for you.
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Brian Greenberg @briangreenberg.net · 06/07/2026
Honored to be nominated for the 2026 Chicago CIO of the Year Award. Thank you, Dean Haacker of Highland Grove Partners, for putting my name forward. Winners announced at the SIM Fall Gala in November. aitpchicago.com/CIO-OF-THE-Y... #CIO #Leadership @rhr-international.bsky.social @forbes.com
aitpchicago.com
AITP Chicago - CIO of the Year Awards
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Brian Greenberg @briangreenberg.net · 30/06/2026
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Brian Greenberg @briangreenberg.net · 30/06/2026
Most AI coding tools help you skip the engineering discipline. I built a Claude Code skill that does the opposite. Open source, free, stack-agnostic. Try it and tell me where it's wrong. github.com/bjgreenberg/... #ClaudeCode #AI
github.com
GitHub - bjgreenberg/senior-engineering-partner: A stack-agnostic Claude Code skill: strict code reviewer, pair programmer, debugger, and mentor (Python/Bash/Apps Script/JS). Security-first, phase-awa...
A stack-agnostic Claude Code skill: strict code reviewer, pair programmer, debugger, and mentor (Python/Bash/Apps Script/JS). Security-first, phase-aware engineering discipline with a spec→plan→TDD...
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Brian Greenberg @briangreenberg.net · 25/06/2026
Today’s theme: rebuild enterprise architecture so AI agents can act on their own. The question nobody answered: if AI eats entry-level work, who’s left with the judgment to supervise those agents? www.cvisionintl.com/events/think... #AI #Leadership
cvisionintl.com
Discover the Future of Data & AI at Chicago's Premier Think Tank Event
Join industry leaders and innovators at the cutting-edge Data & AI Think Tank in Chicago. Explore the transformative future of data and artificial intelligence, and discover how these technologies can...
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Brian Greenberg @briangreenberg.net · 22/06/2026
When did it become OK for vendors to cold-text me and slide into my WhatsApp? You just trained your whole sales team to look exactly like a smishing attack. Congrats. #Cybersecurity #InfoSec #Sales #security #privacy #cloud #phishing #smishing #vishing
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Brian Greenberg @briangreenberg.net · 15/06/2026
A single click on a crafted link could cause M365 Copilot to search your mailbox and mail the results via Bing. No typing, no download, no warning. 3 old low-severity bugs stitched together by prompt injection into one critical hole. www.bleepingcomputer.com/news/securit... #AI #Cybersecurity
bleepingcomputer.com
New attack turned Microsoft 365 Copilot into 1-click data theft tool
A critical vulnerability chain dubbed SearchLeak in Microsoft 365 Copilot Enterprise could allow attackers to steal sensitive data from a target's mailbox, OneDrive, or SharePoint account through a sp...
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Brian Greenberg @briangreenberg.net · 15/06/2026
The TAKE IT DOWN Act just got its first big test. Feds seized CFAKE and SOCFAKE for hosting nonconsensual deepfake nudes of public figures. The image is fake. The harm to the real person is not. hackread.com/feds-seize-c... #Cybersecurity #Privacy
hackread.com
Feds Seize CFAKE and SOCFAKE Over Explicit Deepfakes of Famous Women
Both CFAKE and SOCFAKE (CFAKE.com and SOCFAKE.com) were seized after prosecutors said they hosted nonconsensual nude digital forgeries of famous women.
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Brian Greenberg @briangreenberg.net · 15/06/2026
Chinese spies hid in medical and military research networks for over a year. The data theft was enabled by a built-in Google Workspace admin rule that BCC'd sensitive email to a Gmail account. No malware needed for that part. www.theregister.com/research/202... #Cybersecurity #InfoSec
theregister.com
PRC-linked spies hid inside medical and military networks for more than a year, snooping through Gmail and stealing data
Google says the intruders were on the hunt for everything from drone tech to pathogens
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Brian Greenberg @briangreenberg.net · 15/06/2026
Loving our new brand... Visit us at rhrinternational.com to learn more and follow along as we empower leaders to unlock the full potential of their people and organizations for today’s business environment. #LeadershipDevelopment #Leadership #TalentDevelopment @rhr-international.bsky.social
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Brian Greenberg @briangreenberg.net · 14/06/2026
 Finally, an agentic AI feature I actually want. Apple Intelligence can log into your accounts and reset a hacked password on its own. Password hygiene is the one thing almost nobody keeps up with, and this just handles it. gizmodo.com/apple-intell... #AI #InfoSec
gizmodo.com
Apple Intelligence Can Change Your Passwords for You When You Get Hacked
Agentic AI and security are normally at odds, but this Apple Intelligence feature could be a lifesaver.
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Brian Greenberg @briangreenberg.net · 14/06/2026
600+ operating systems from 1948 to 2011, pre-configured and ready to boot in one archive. One person has been building it since 2003. For teaching or security research, it's close to the sandbox you always wished existed. www.theverge.com/tech/945246/... #InfoSec #Cybersecurity
theverge.com
The Virtual OS Museum lets you relive over 600 operating systems right on your desktop
From mainframes, to Mac OS, and everything in between.
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Brian Greenberg @briangreenberg.net · 14/06/2026
Surveillance pricing is here. The Washington Post used one subscriber's personal data to push her price from $42 in 2024 to $148 today. She only knows an algorithm set it because a NY law forced the disclosure. gizmodo.com/washington-p... #Privacy #AI
gizmodo.com
Washington Post Sued Over Alleged Surveillance Pricing After Subscription Prices Jump Dramatically
The lawsuit raises questions about whether Amazon data is being used as well.
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Brian Greenberg @briangreenberg.net · 14/06/2026
Google's defense for false AI Overviews: don't blindly trust them. But the product only works if you do? A German court caught the contradiction and held Google liable for what its AI says. Always 'Trust, but Verify!' arstechnica.com/tech-policy/... #AI #RiskManagement #TrustButVerify
arstechnica.com
Nobody needs AI to search the Internet, court says in ruling against Google
Google AI Overview court loss in Germany could spell doom for AI search industry.
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Brian Greenberg @briangreenberg.net · 10/06/2026
My latest @ @forbes.com SaaS vendors R shipping AI default-on and handing you the governance bill. Zoom auto-enabled AI Companion. @microsoft.com installed Copilot. Default-on is a choice. So is governance. www.forbes.com/councils/for... @rhr-international.bsky.social @depauluniversity.bsky.social
forbes.com
Default-On AI: Are SaaS Vendors Outsourcing Their Risk To You?
Many platforms have been enabling AI by default lately. ​That's the new normal in enterprise SaaS, but it shouldn't be.​
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Brian Greenberg @briangreenberg.net · 22/05/2026
open.substack.com/pub/briangre...
open.substack.com
How to Protect Yourself from Identity Theft
The Threat Model
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Brian Greenberg @briangreenberg.net · 19/05/2026
🤦🏻‍♂️ A CISA contractor disabled GitHub's secret scanner, then posted AWS GovCloud admin keys to a public repo called "Private-CISA." The keys stayed valid 48 hours after disclosure. 🤬 krebsonsecurity.com/2026/05/cisa... #CISA #GovCloud #security #privacy #cloud #infosec #cybersecurity
krebsonsecurity.com
CISA Admin Leaked AWS GovCloud Keys on Github
Until this past weekend, a contractor for the Cybersecurity & Infrastructure Security Agency (CISA) maintained a public GitHub repository that exposed credentials to several highly privileged AWS GovC...
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Brian Greenberg @briangreenberg.net · 15/05/2026
Spent tonight with FBI Chicago, AITP, & InfraGard. Topic: Flipper Zero. A $200 device can clone your badge and walk right through your access controls. Your org's physical security program probably didn't account for that. aitpchicago.com/event-6680905 #Cybersecurity #PhysicalSecurity
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Brian Greenberg @briangreenberg.net · 14/05/2026
Spending Saturday at BSides312. The best security conversations in Chicago happen at this thing, not at expensive conferences with vendor booths. Irish American Heritage Center, 9 am. Come say hi. bsides312.org #BSides312 #Cybersecurity #InfoSec @bsides312.org
bsides312.org
BSides312 2026 — Chicago's Security BSides Hacking Conference | May 16
BSides312 is Chicago's Security BSides event — a non-profit hacker & cybersecurity conference in Chicago, IL. May 16, 2026 at the Irish American Heritage Center.
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Brian Greenberg @briangreenberg.net · 14/05/2026
Google Cloud Next, still processing 260 product announcements. For CIOs: every AI agent now gets a cryptographic ID & audit trail. Google built the governance stack. Looking forward to diving into Gemini & Chrome Enterprise cloud.google.com/blog/topics/... #GoogleNext #AIGovernance #CIO
cloud.google.com
Google Cloud Next 2026 Wrap Up | Google Cloud Blog
A whirlwind recap of Google Cloud Next 26, including a synopsis of over 250 product, customer and ecosystem announcements.
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Brian Greenberg @briangreenberg.net · 14/05/2026
Honored to be a part of the Gartner event. In a room full of CIOs. Nobody has AI operationalization figured out, yet. 'Death of the ERP?' was an actual session. Nobody put it there as a joke. www.evanta.com/cio/chicago/... #CIO #AgenticAI #Gartner #Evanta @rhr-international.bsky.social
evanta.com
Chicago CIO Community Executive Summit
C-level executives gain new connections and actionable insights through peer-driven content and discussions at the Chicago CIO Executive Summit.
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Brian Greenberg @briangreenberg.net · 08/05/2026
Your data's already out there. Accept it. The real question: is it usable? Free gov tools most people skip: IRS IP PIN, E-Verify Self Lock, and ChexSystems freeze. 90 min of work. briangreenberg.net/2026/05/07/h... #Cybersecurity #IdentityTheft #security #privacy #cloud #infosec
briangreenberg.net
How to Protect Yourself from Identity Theft - BrianGreenberg.net — CIO/CTO/CISO
The Threat Model Let’s face it, your personal data is already out there. Not “may have been exposed.” Trust me, it has been. Assume it, and you’ll be better off. So, now, the question isn’t whether so...
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Brian Greenberg @briangreenberg.net · 30/04/2026
I'm hiring an Analytics Engineer (GCP) to join my team at RHR International. What you'd actually be doing: building and owning our analytics foundation in a #Google Cloud GCP-first environment. www.linkedin.com/jobs/view/43... #Hiring #Jobs #AnalyticsEngineer #GCP #BigQuery
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Brian Greenberg @briangreenberg.net · 28/04/2026
Everyone's getting AI. That's exactly why it won't be your edge. When every competitor has the same tool, the tool isn't the advantage. The people using it are. sloanreview.mit.edu/article/why-... #AIStrategy #CompetitiveAdvantage #Leadership
sloanreview.mit.edu
Why AI Will Not Provide Sustainable Competitive Advantage
Once AI becomes pervasive, it no longer gives companies an edge over rivals — but cultivating creativity can.
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Brian Greenberg @briangreenberg.net · 27/04/2026
What is going on with Gemini and workflows today? It's like it fell down and hit its head on a very large rock. 🤦🏻‍♂️✨
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Brian Greenberg @briangreenberg.net · 27/04/2026
An AI agent deleted a company's entire database & backups in 9 seconds. Even admitted it guessed instead of verifying. - No confirmation prompt before destructive API calls - Terrible Backup Architecture www.tomshardware.com/tech-industr... #AI #Cybersecurity #backup
tomshardware.com
Claude-powered AI coding agent deletes entire company database in 9 seconds — backups zapped, after Cursor tool powered by Anthropic's Claude goes rogue
PocketOS founder blames ‘Cursor running Anthropic's flagship Claude Opus 4.6’ plus Railway’s infrastructure for data disaster.
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Brian Greenberg @briangreenberg.net · 24/04/2026
The McDonald's AI story was fake. Air Canada's wasn't, and a court ruled the company owned everything their bot said. Every AI chatbot you deploy is a legal statement made on your behalf. www.fastcompany.com/91532091/mcd... #Cybersecurity #AI
fastcompany.com
No, McDonald's AI bot didn't go rogue, but 'prompt injection' is still a risk for companies
People hacking branded AI bots can result in significant reputational, financial, and legal consequences.
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Brian Greenberg @briangreenberg.net · 24/04/2026
AI startups calling CARR "ARR" to the press is just mark-to-market accounting with a hoodie on. The VCs know. They're looking at the contracts. You're not. www.fastcompany.com/91532292/ai-... #AI #Cybersecurity
fastcompany.com
AI startups are inflating a key revenue metric to win VC attention, says this founder
Founders are blurring ARR with future contract revenue to boost headline numbers, according to Spellbook CEO Scott Stevenson.
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Brian Greenberg @briangreenberg.net · 24/04/2026
The FCC forgot hotspots exist when they banned foreign routers. Now they're covered too. Approvals for Netgear, eero, and Adtran expire Oct 2027. Then what? No US consumer router manufacturing actually exists yet www.theregister.com/2026/04/24/f... #Cybersecurity #FCC
theregister.com
FCC adds mobile hotspots to router ban
: Silicon often from US, but the kit from APAC and elsewhere
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Brian Greenberg @briangreenberg.net · 24/04/2026
Processing a payment ≠ liability for the content. If courts rule otherwise, every platform that takes money for user content gets censored into compliance. www.eff.org/deeplinks/20... #Tech #Law
eff.org
EFF to 9th Circuit (Again): App Stores Shouldn’t Be Liable for Processing Payments for User Content
EFF filed an amicus brief for the second time in the U.S. Court of Appeals for the Ninth Circuit, arguing that allowing cases against the Apple, Google, and Facebook app stores to proceed could lead t...
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Brian Greenberg @briangreenberg.net · 24/04/2026
Google just invested $10B in Anthropic, its own AI competitor. Up to $40B total. Amazon did $5B this week too. At some point "investing in a rival" is just admitting you're not sure your own model wins. www.cnbc.com/2026/04/24/g... #AI #Leadership
cnbc.com
Google to invest up to $40 billion in Anthropic as search giant spreads its AI bets
Anthropic said its latest agreement with Google expands on a longstanding partnership between the two companies.
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Brian Greenberg @briangreenberg.net · 24/04/2026
China allegedly ran 24,000 fake accounts to steal AI models from Anthropic alone. The US calls it "industrial-scale theft." China calls it "slander." 🕵️ 🤔 One side has receipts. The other has a press statement. arstechnica.com/tech-policy/... #AI #Cybersecurity #NationalSecurity
arstechnica.com
US accuses China of “industrial-scale” AI theft. China says it’s “slander.”
Trump-Xi summit may be rocked by US mulling huge sanctions.
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Brian Greenberg @briangreenberg.net · 24/04/2026
NASA employees handed over defense software to a Chinese spy for years. They thought they were helping a colleague. 🎣 💀 The most dangerous phishing emails are the ones that don't feel like phishing at all thehackernews.com/2026/04/nasa... #Cybersecurity #NationalSecurity
thehackernews.com
NASA Employees Duped in Chinese Phishing Scheme Targeting U.S. Defense Software
NASA OIG exposed a 2017–2021 spear-phishing campaign by Song Wu, leading to DOJ charges and export control violations.
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Brian Greenberg @briangreenberg.net · 24/04/2026
Google says quantum computers could crack Bitcoin's encryption in 9 minutes. 1.7M BTC already sitting in vulnerable addresses. ⚛️ 🕐 The attack window fits inside a single block confirmation www.ccn.com/education/cr... #Cybersecurity #Crypto #QuantumComputing
ccn.com
Google Warns Quantum Computers Could Break Bitcoin and Ethereum Encryption in 9 Minutes — Are Your BTC and ETH at Risk?
Google’s latest research warns quantum computers could break Bitcoin and Ethereum encryption faster than expected.
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Brian Greenberg @briangreenberg.net · 24/04/2026
Anthropic built a model so powerful that regulators are scared of it. Then a third-party vendor left the door open. 🔑 💀 "Controlled release" only works if every link in the chain is actually controlled www.yahoo.com/news/article... #Cybersecurity #AI #3rdPartyRisk
yahoo.com
Anthropic's Mythos model accessed by unauthorized users, Bloomberg News reports
A small group of unauthorized users has accessed Anthropic's new ‌Mythos AI model, Bloomberg News reported ‌on Tuesday, citing documentation and a person familiar with ​the matter. A handful of users...
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Brian Greenberg @briangreenberg.net · 24/04/2026
You turned on Lock Screen previews. Signal "deleted" those messages. FBI grabbed them anyway. Apple just patched it.  🔒 💡 Your privacy settings are only as good as the OS honoring them www.macrumors.com/2026/04/22/i... #Cybersecurity #Privacy
macrumors.com
iOS 26.4.2 Patches Flaw That Let FBI Extract Deleted Signal Messages
The iOS 26.4.2, iPadOS 26.4.2, iOS 18.7.8, and iPadOS 18.7.8 updates that Apple released today address a security vulnerability that the FBI recently used to extract Signal message previews from an iP...
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Brian Greenberg @briangreenberg.net · 22/04/2026
"Deleted" notifications aren't deleted. Cops can pull them off your phone with off-the-shelf forensic tools 📱 Apple & Google route most pushes through their servers 🔍 FBI tools recover wiped notification text 🧹 Deleting the app may not purge it www.eff.org/deeplinks/20... #Privacy
eff.org
How Push Notifications Can Betray Your Privacy (and What to Do About It)
A phone’s push notifications can contain a significant amount of information about you, your communications, and what you do throughout the day. And there are myriad ways that law enforcement can acce...
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