Risky Business Video
August 19, 2026
Risky Business (849): Trump will unleash contractors on cybercriminals
Presented by
CEO and Publisher
Co-host at large
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.
Show notes:
Trump signs memo authorizing private sector to launch cyberattacks https://www.washingtonpost.com/national-security/2026/08/14/trump-signs-memo-authorizing-private-sector-launch-cyberattacks
Trump taps cyber firms to go on offensive against criminals https://therecord.media/trump-cyber-crime-offensive
OpenAI Overhauls Safety Protocols After Its AI Agents Went Rogue https://www.wired.com/story/openai-overhauls-safety-protocols-after-its-ai-agents-went-rogue
Pacing model development in an era of cyber-critical capabilities https://openai.com/index/pacing-model-development-cyber-capabilities
Anthropic set AI agents loose on the same task. They started a turf war https://techcrunch.com/2026/08/13/anthropic-set-ai-agents-loose-on-the-same-task-they-started-a-turf-war
Researchers observe first ‘near-autonomous’ AI attack on government target in Taiwan https://cyberscoop.com/near-autonomous-ai-attack-government-target-taiwan
Researchers find AI-powered hacking tools for sale in underground forums https://www.cybersecuritydive.com/news/ai-hacking-tools-sale-underground-forums/827807
Terabytes of credentials leaked in massive supply-chain attack https://arstechnica.com/security/2026/08/terabytes-of-credentials-leaked-in-massive-supply-chain-attack
Trivy, Not LiteLLM Behind the 2,500 Org Compromise https://www.securityweek.com/trivy-not-litellm-behind-the-2500-org-compromise
Ukraine says cyberattack hit Russian e-commerce giant Wildberries amid drone strikes https://therecord.media/russia-wildberries-cyberattack-ukraine
‘Unprecedented’ number of Apple users received recent spyware alert, say investigators https://techcrunch.com/2026/08/17/unprecedented-number-of-apple-users-received-recent-spyware-alert-say-investigators
This Coin-Sized Device Can Hack a Boeing 737 https://www.wired.com/story/this-coin-sized-device-can-hack-a-boeing-737
“City-Forum” data-theft attacks target Salesforce, ServiceNow portals https://www.bleepingcomputer.com/news/security/city-forum-data-theft-attacks-target-salesforce-servicenow-portals
Max severity SAP Commerce Cloud flaw now targeted in attacks https://www.bleepingcomputer.com/news/security/max-severity-sap-commerce-cloud-flaw-now-targeted-in-attacks
Shell investigates ‘potential incident’ after Clop data theft claims https://www.bleepingcomputer.com/news/security/shell-investigates-potential-incident-after-clop-data-theft-claims
Philips and GE investigating Clop ransomware data theft claims https://www.bleepingcomputer.com/news/security/philips-and-ge-investigating-clop-ransomware-data-theft-claims
Uber Freight reportedly investigating after hacking group claims data breach https://techcrunch.com/2026/08/12/uber-freight-reportedly-investigating-after-hacking-group-claims-data-breach
Details emerge on BlackFile’s recent attacks on financial companies https://cyberscoop.com/blackfile-cyberattacks-financial-sector
After Microsoft threatened legal action, a security researcher publishes a new Windows zero-day bug https://techcrunch.com/2026/08/12/after-microsoft-threatened-legal-action-a-security-researcher-publishes-a-new-windows-zero-day-bug
Kimwolf botnet rebuilt to survive takedowns, researchers say https://cyberscoop.com/kimwolf-botnet-palo-alto-unit-42-android-tv-boxes
Hundreds of fake Chrome VPN extensions route traffic through a proxy https://www.bleepingcomputer.com/news/security/hundreds-of-fake-chrome-vpn-extensions-route-traffic-through-a-proxy
Deepfake hiccup unmasks suspected digital certificate fraudster https://www.theregister.com/security/2026/08/11/deepfake-hiccup-unmasks-suspected-digital-certificate-fraudster/5285934
Vulnerability giving attackers full control of Macs is under active exploitation https://arstechnica.com/security/2026/08/vulnerability-giving-attackers-full-control-of-macs-is-under-active-exploitation
Critical VMware vCenter RCE flaw exploited for reverse SSH access https://www.bleepingcomputer.com/news/security/critical-vmware-vcenter-rce-flaw-exploited-for-reverse-ssh-access
See full show notes at https://risky.biz/RB849/