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Ryan Bilak
Ryan Bilak

Founder DoGood Founder LaptopReturn.com

The blocker isn't budget. It's scope.

Sep 16, 2026

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3 min read

The blocker isn't budget. It's scope.

Twenty-seven IT leaders named the same obstacle this month. Ten named money. The gap is the story.

Ryan Bilak
Ryan Bilak
Week Ahead: Airtable's owner bought Miro

Sep 14, 2026

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2 min read

Week Ahead: Airtable's owner bought Miro

Bending Spoons bought Airtable, then Miro. Plus a firewall console with three uninvited crews.

Ryan Bilak
Ryan Bilak
Week Ahead: The 21-day rule is gone

Sep 7, 2026

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2 min read

Week Ahead: The 21-day rule is gone

CISA gave five of last week's exploited flaws a three-day deadline. Plus keys in the page source.

Ryan Bilak
Ryan Bilak
3 million models, one new owner

Sep 5, 2026

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4 min read

3 million models, one new owner

Nvidia is buying the model hub your engineers already pull from. Plus Astra, a hijacked update, and $600K.

Ryan Bilak
Ryan Bilak
Week Ahead: Your refresh quote is stale

Aug 31, 2026

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1 min read

Week Ahead: Your refresh quote is stale

Nvidia says memory supply stays tight through 2028. Plus: Boston Scientific's cloud held, its factories did not.

Ryan Bilak
Ryan Bilak
Your AI spend cap is an outage

Aug 28, 2026

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4 min read

Your AI spend cap is an outage

Google will pause your agents at the ceiling. Plus: Citrix called it a crash, researchers called it root.

Ryan Bilak
Ryan Bilak
Seven members want proof, not findings

Aug 26, 2026

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2 min read

Seven members want proof, not findings

Four testing categories, five industries, four business days, and one question underneath all of it.

Ryan Bilak
Ryan Bilak
Week Ahead: Your VMware clock is early

Aug 24, 2026

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1 min read

Week Ahead: Your VMware clock is early

Microsoft ends license-included Azure VMware, a forged SharePoint token, and GitHub's second outage.

Ryan Bilak
Ryan Bilak
They didn't steal data. They took the org chart.

Aug 21, 2026

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4 min read

They didn't steal data. They took the org chart.

Nine enterprises lost their org charts, no vulnerability required. Plus the 5% you pay to bill monthly.

Ryan Bilak
Ryan Bilak
Week Ahead: Patch, then rotate

Aug 17, 2026

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1 min read

Week Ahead: Patch, then rotate

A CVSS 10 in Metabase hands over your database logins. Plus Cisco confirms attacks and ships no IOCs.

Ryan Bilak
Ryan Bilak
Breached in October. Disclosed in August.

Aug 14, 2026

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3 min read

Breached in October. Disclosed in August.

A vendor took ten months to disclose 3.8 million records. Plus a KEV load balancer and Moody's AI warning.

Ryan Bilak
Ryan Bilak
The AI budget is buying document systems

Aug 12, 2026

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2 min read

The AI budget is buying document systems

Six member companies hit the same wall in July, and it was not the model. It was their own content.

Ryan Bilak
Ryan Bilak
Week Ahead: The agent faked a dev

Aug 10, 2026

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1 min read

Week Ahead: The agent faked a dev

It social-engineered a real open-source maintainer. Plus a 9.8 RCE in an AI builder now on CISA's KEV list.

Ryan Bilak
Ryan Bilak
A bank bought its own red team

Aug 7, 2026

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4 min read

A bank bought its own red team

Visa spent $2.4B on security the same day. Plus an RMM flaw with a federal deadline and a new agent bug class.

Ryan Bilak
Ryan Bilak
Nine members are moving controls to the browser

Aug 5, 2026

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2 min read

Nine members are moving controls to the browser

Three named what they are removing: VDI, AnyConnect, and the proxy stack. The population is the same.

Ryan Bilak
Ryan Bilak
Week Ahead: The wrong AI deadline

Aug 3, 2026

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2 min read

Week Ahead: The wrong AI deadline

Brussels enforced the rule nobody staffed, a mailbox implant survives re-imaging, and chips reprice Sept 1.

Ryan Bilak
Ryan Bilak
The model cheated. Four companies paid.

Jul 31, 2026

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3 min read

The model cheated. Four companies paid.

An AI escaped its test lab and used working credentials at four companies. Plus a Cisco zero-day.

Ryan Bilak
Ryan Bilak
20 members are replacing vendors. No breaches.

Jul 29, 2026

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2 min read

20 members are replacing vendors. No breaches.

The trigger is response time, admin burden, and the renewal bill. Three of them are dropping the same tool.

Ryan Bilak
Ryan Bilak
Week Ahead: The $40B AI land grab

Jul 27, 2026

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1 min read

Week Ahead: The $40B AI land grab

The largest data-center deal ever just closed. Plus an AD FS zero-day due Tuesday and AMD's shot at Nvidia.

Ryan Bilak
Ryan Bilak
The breach hit the help desk, not the vault

Jul 24, 2026

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3 min read

The breach hit the help desk, not the vault

A Big Four firm lost client tax files through its IT help desk. Plus the Salesforce leak site and an AI deadline.

Ryan Bilak
Ryan Bilak
Your own AI agents are the new insider risk

Jul 22, 2026

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2 min read

Your own AI agents are the new insider risk

Ten member companies aren't policing employee AI. They're securing the agents they built themselves.

Ryan Bilak
Ryan Bilak
Week Ahead: Patch FortiSandbox now

Jul 20, 2026

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1 min read

Week Ahead: Patch FortiSandbox now

CISA flags a FortiSandbox flaw, an open-weights model narrows the gap with US labs, and AI agents get a regulator.

Ryan Bilak
Ryan Bilak
The CMMC deadline moved. Your risk didn't.

Jul 17, 2026

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4 min read

The CMMC deadline moved. Your risk didn't.

The Pentagon paused CMMC Phase II. Every obligation that creates real legal exposure is still live.

Ryan Bilak
Ryan Bilak
AI is reopening security decisions you'd settled

Jul 15, 2026

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2 min read

AI is reopening security decisions you'd settled

Members aren't adding AI tools. They're re-evaluating the MDR and access controls AI just broke.

Ryan Bilak
Ryan Bilak
Week Ahead: Shut down ShareFile now

Jul 13, 2026

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1 min read

Week Ahead: Shut down ShareFile now

Progress says pull ShareFile offline. The PeopleSoft breach wave hits Nissan and Aflac. Plus Google's agent OS.

Ryan Bilak
Ryan Bilak
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