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Risky Business #849 -- Trump will unleash contractors on ...
James Wilson · 2026-08-19 · via Risky Business Media

Risky Business Podcast

August 19, 2026

Presented by

James Wilson

James Wilson

Technology Editor

Patrick Gray

Patrick Gray

CEO and Publisher

On this week’s show Patrick Gray and James Wilson are joined by guest co-host Dmitri Alperovitch to talk through the week’s news, including:

Trump’s memo authorising the private sector to release the cyber hounds is fine, don’t worry! OpenAI finally decides to add a few safety measures after the whole “oopsie we committed some felonies” thing Anthropic’s models start a turf war when given the same task, surprising… nobody We can’t figure out whether a device that can hack a 737 is showboating stunt hacking or … something more real-world cool. Or both. Or something. Much, much more

This week’s show is brought to you by threat hunt and detection platform Nebulock. Founder and CEO Damien Lewke joins Pat to chat about what it looks like when you try to reinvent the SIEM in 2026 on a clean sheet of paper.

This episode is also available on YouTube

Your browser does not support the audio element.

Risky Business #849 -- Trump will unleash contractors on cybercriminals

0:00 / 59:06

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Show notes

Trump signs memo authorizing private sector to launch cyberattacks | washingtonpost.com

Trump taps cyber firms to go on offensive against criminals | therecord.media

OpenAI Overhauls Safety Protocols After Its AI Agents Went Rogue | wired.com

Pacing model development in an era of cyber-critical capabilities |

Anthropic set AI agents loose on the same task. They started a turf war. | TechCrunch Security

Researchers observe first ‘near-autonomous’ AI attack on government target in Taiwan | cyberscoop.com

Researchers find AI-powered hacking tools for sale in underground forums | Cybersecurity Dive

Terabytes of credentials leaked in massive supply-chain attack | arstechnica.com

Trivy, Not LiteLLM Behind the 2,500 Org Compromise | securityweek.com

Ukraine says cyberattack hit Russian e-commerce giant Wildberries amid drone strikes | The Record

‘Unprecedented’ number of Apple users received recent spyware alert, say investigators | TechCrunch Security

This Coin-Sized Device Can Hack a Boeing 737 | wired.com

"City-Forum" data-theft attacks target Salesforce, ServiceNow portals | BleepingComputer

Max severity SAP Commerce Cloud flaw now targeted in attacks | BleepingComputer

Shell investigates 'potential incident' after Clop data theft claims | BleepingComputer

Philips and GE investigating Clop ransomware data theft claims | BleepingComputer

Uber Freight reportedly investigating after hacking group claims data breach | TechCrunch Security

Details emerge on BlackFile’s recent attacks on financial companies | cyberscoop.com

After Microsoft threatened legal action, a security researcher publishes a new Windows zero-day bug | TechCrunch Security

Kimwolf botnet rebuilt to survive takedowns, researchers say | cyberscoop.com

Hundreds of fake Chrome VPN extensions route traffic through a proxy | BleepingComputer

Deepfake hiccup unmasks suspected digital certificate fraudster | theregister.com

Vulnerability giving attackers full control of Macs is under active exploitation | arstechnica.com

Critical VMware vCenter RCE flaw exploited for reverse SSH access | BleepingComputer

Poland probes MyDr healthcare software breach potentially affecting 19 million people | therecord.media

Crypto hardware wallet owners face fresh security risks after recent spate of personal data thefts | TechCrunch Security

[un]prompted.au — AI × Cybersecurity Conference · Sydney, 18–19 September 2026 | [un]prompted.au