Total Leo (Audio)

Behind the headlines about skyrocketing revenues and AI investments, the actual costs and future risks for Microsoft, Google, and Amazon are shrouded in strategic accounting moves. Plus, Paul finished rewriting and adding new chapters to the Windows 11 Field Guide - mostly just clean-up now, and then whatever new monthly features. Lastly, The Document Foundation issues a friendly reminder about the Office 2021 EOL and how that neve...

Meet the insider who wrote the App Store's rules and now battles AI's wildest frontier: protecting identities from deepfake abuse and digital piracy. Discover why the fight for online authenticity just got a whole lot messier.

• OpenAI reportedly finds evidence that more of its agents ran amok
• OpenAI's Hacking Debacle Was a Human Mistake
• Claude published malicious code to the Internet and attacked 3 real companies
• Altman says...

From foldable phones that out-price laptops to AI models that escape their digital cages, this episode dives into the wild next phase of tech innovation and its unexpected risks. See how the giants are scrambling to keep up as hardware, software, and even outer space are up for grabs.

• Tim Cook passes the baton in Apple's Q3 2026 earnings call
• Apple's Profit Is Up 27%, but Expectations for Current Quarter Disappoint
• Apple Int...

Business Insider founder Henry Blodget unpacks why the era of news aggregation is finished and why journalists must adapt fast as AI redefines both reporting and analysis. If you care about the future of information, you'll want to hear this.

• Anatomy of a Frontier Lab Agent Intrusion: A Technical Timeline of the July 2026 Incident
• Sam Altman says we are in the singularity: 'This is the moment'
• AI arms race in line for a reck...

There's been so much drama over what options Microsoft will allow for the Copilot key. But you don't have to wait for a future Windows update; you can remap any key with Microsoft's own Keyboard Manager PowerToy. More people should take advantage of this. Also, Paul just finished his major 2026 rewrite of the Windows 11 Field Guide! Every single chapter was rewritten or consolidated, with several new chapters added. Lastly, the OG ...

What happens when an unconstrained OpenAI model goes rogue and hacks into Hugging Face, breaching real-world security boundaries? This episode unpacks a watershed moment for AI safety that has everyone in cybersecurity talking.

• OpenAI's unconstrained internal testing AI got loose, attacked Hugging Face.
• We hear from OpenAI, Hugging Face and Andrew Ng.
• GRC went off the air Friday. Was GRC hacked? What happened?
• The Linux ker...

Apple is teaming up with Klarna to launch a lease-to-own program for its devices. Apple loses a bid to overturn Masino patent verdict. Apple is facing a lawsuit by customers who lost money through a fake Bitcoin wallet app in the App Store. And Apple is gearing up for a big smart home push.

• Apple's new hardware subscription sounds great, except for one limitation
• Apple loses bid to overturn $634 million Masimo patent verdict,...

Leo and this week's panel pay tribute to tech journalist John C. Dvorak, then dive into how AI, relentless hardware shortages, and shifting media habits are reshaping the tech world faster than anyone predicted. The crew discusses how an OpenAI model exploited its own network to cheat on cybersecurity benchmarks, flipping the script on what AI agents are capable of and what might be next for digital security.

• John C. Dvorak ha...

As the tech world catches its breath from AI whiplash and retro gaming returns to the PC, Microsoft quietly kills underused tools and tries to double down on what actually works. This episode blends the excitement of tech and entertainment (like Xbox classics landing on Windows 11) with a poignant look back at the life and legacy of legendary columnist John C. Dvorak.

Windows

• Five new Insider builds released on Monday; the ne...

An unreleased OpenAI model just broke out of its sandbox and hacked Hugging Face using chained attacks, while the companies defending against it had to turn to a nearly unguardrailed Chinese model to fight back. The result? A real-world stress test of guardrails, hype, and global AI competition.

• Hugging Face breach: OpenAI claims its models were responsible
• AI just disproved the 87-year-old Jacobian conjecture
• Quoting Sam Al...

Cybercriminals are harnessing AI not to break in, but to make sense of their stolen loot and increase their leverage in multi-million dollar ransomware heists. This episode unpacks how AI is now turbocharging extortion and negotiations on the dark side.

• The "bone crushing" didn't happen this month.
• Revisiting and inspecting July's Patch Tuesday.
• A widespread and worrisome flaw in OpenSSL.
• Claude can now access your 1Passwor...

Apple is raising its subscription prices for both Apple Music & select Apple One bundles. The OpenAI & Apple legal battle is escalating. And are Siri's AI features finally coming to China?

• Apple raises prices for Apple Music and Apple One subscriptions.
• Is Apple One worth it for you after recent price hikes?
• iCloud $32.8B CSAM lawsuit dismissed, Apple protected under Section 230 laws.
• Apple in talks to settle DOJ an...

What happens when China drops open-weight AI models that rival Silicon Valley's best? This episode unpacks how a new wave of international AI releases is shaking up business, policy, and the future of innovation.

• Linus Torvalds to critics of AI coding in Linux: "Fork it. Or just walk away."
• Claude on X: "Beginning July 20, Claude Fable 5 will be included in all Max and Team Premium plans, at 50% of limits. Pro and Team Standa...

With open weight models fast approaching the power and utility of closed AI giants, enterprises face tough choices about privacy, sovereignty, and who they can trust. Explore why the next tech revolution might depend on which models stay truly open—and who gets to keep using them.

• Mozilla's inaugural 'State of Open Source AI' Report with CTO Raffi Krikorian - https://stateofopensource.ai/
• Apple sues OpenAI, alleging it ...

Microsoft's July 2026 Patch Tuesday just shattered records with hundreds of bug fixes, and AI is the force behind the surge. Are we witnessing the beginning of a safer Windows, or is this flood of vulnerabilities the new normal? Plus, Tony Redmond's epic book has a new name (was Office 365 for IT Pros) and is now a bundle of four books.

Windows

• Patch Tuesday is here!
• Point in Time Restore, quieter Widgets, Windows Update imp...

AI is rewriting the rules of cybersecurity, and this week, massive government and private sector moves show just how quickly the stakes are rising. Find out how regulators, attackers, and defenders are all scrambling to keep up as vulnerabilities surface at record speed.

• Europe warns their largest banks to prepare for AI attack.
• The EU launches an action plan for AI Cybersecurity.
• China considers keeping its budget AI to its...

Apple sues OpenAI! Public beta for iOS 27 & more is now available. Apple seeks to move to the M7 chips quickly. And Apple TV gets a record 87 total Emmy nominations!

• Apple sues OpenAI, accusing it of stealing company secrets.
• Apple says former employee exploited 'rare' bug to download confidential files after leaving for OpenAI.
• Apple's public betas for iOS 27 and more are out now.
• First Look: iOS 27 & macOS Golden ...

Apple is suing OpenAI for allegedly stealing trade secrets, sparking a heated debate about AI, hardware ambitions, and Silicon Valley's shifting alliances. Leo, Wesley, Lou, and Patrick tackle what Apple's legal gambit could mean for OpenAI's IPO and the future of AI development.

• Apple Sues OpenAI for Trade Secret Theft in Blockbuster Case
• Apple's OpenAI lawsuit highlights broader tensions
• Microsoft says the world is changin...

Whether it's the sensory joy of homemade gelato or the privacy risks baked into AI-powered apps, the conversation spotlights how technology is transforming even the simplest moments—and why it's not always for the better.

• OpenAI gets permission to roll out GPT-5.6 to the public on July 9
• Beijing is looking at curbing overseas access to China's top AI models, sources say
• OpenAI floats giving Trump administration 5 perce...