The Deep View: Conversations

At Apple Park, Jason Hiner and Sabrina Ortiz sat down for a special episode of The Deep View Conversations at the end of WWDC 2026 to break down Apple's biggest AI announcements.

After two years of delays, promises, and mounting pressure, Apple finally delivered the Siri and Apple Intelligence experience we've been waiting for. But the bigger story may be how Apple is bringing AI to everyday users without forcing them into chatbots, new apps, or complicated workflows.

In this conversation, Jason and Sabrina unpack the most important announcements from WWDC, debate Apple's approach to AI, and explore where Apple's strategy differs from OpenAI, Google, Anthropic, and the rest of the industry.

Topics covered include:
Why Apple's new Siri is a much bigger deal than it looks
How 'Personal Context' is Apple's biggest AI advantage
Why Apple is betting on features over chatbots
The role of privacy, trust, and Private Cloud Compute
Why Spatial Reframing is Apple's most innovative AI feature
How Apple Intelligence works with Apple's Foundation Models and Google Gemini
The AI upgrades coming to Photos, Safari, Messages, Writing Tools, and Mac
Why Jason thinks Apple needs a stronger AI agent strategy
Why Sabrina believes Apple is right to avoid AI buzzwords
What WWDC revealed about the future of AI on iPhone, Mac, Vision Pro, and beyond
The biggest wins, misses, and unanswered questions from Apple's AI roadmap

If you're trying to understand where AI is actually headed, beyond the hype cycle, this is an episode you won't want to miss. Whether you're an Apple user, an AI enthusiast, a developer, or simply curious about how AI will show up in everyday life, this conversation offers one of the clearest perspectives on Apple's next chapter.

Subscribe to Deep View Conversations for interviews with the leaders shaping the future of AI, business, and technology: tdv.transistor.fm 

And don't forget to sign up for The Deep View daily newsletter. We don’t just cover AI, we decode it. In a world flooded with hype, we deliver sharp, no-nonsense insights to keep you ahead of the curve and help you put AI to work every day: subscribe.thedeepview.com

Ahmad Al-Dahle has been at the center of some of the biggest technology and societal shifts of the past two decades. He helped develop the early iPhone at Apple, spearheaded the open-source Llama models at Meta to help decentralize AI power and influence, and now serves as CTO of Airbnb, where he's using AI to help people spend more time in the real world.

In this episode of The Deep View Conversations, we sat down with Ahmad to discuss Airbnb's vision for AI, why he believes AGI is coming, how AI agents are revolutionizing executive workflows, and why technology should ultimately help people spend less time with technology and more time having human experiences.

Topics covered include:
+ Why Ahmad left Apple after over 15 years
+ How Airbnb is using AI to reimagine travel and drive more meaningful connections
+ The future of open-source AI and the impact of Llama
+ Why Ahmad believes AGI is inevitable and what comes next
+ How AI agents are transforming leadership and productivity
+ Lessons from working with Steve Jobs, Mark Zuckerberg, and Brian Chesky

If you're a leader, AI builder, entrepreneur, investor, or anyone trying to understand where AI is headed beyond the hype, you don't want to miss this episode. Ahmad's insights on AGI, open models, AI agents, and the future of human connection make this one of the most thoughtful discussions we've had on the show.

Subscribe to Deep View Conversations for interviews with the leaders shaping the future of AI, business, and technology.

And don't forget to sign up for The Deep View daily newsletter. We don’t just cover AI, we decode it. In a world flooded with hype, we deliver sharp, no-nonsense insights to keep you ahead of the curve and help you put AI to work every day: subscribe.thedeepview.com

Behind the current AI boom is a developer community that both uses and builds powerful tools. Google recently released a wave of new developer-focused AI tools at Google I/O, but one person has gone further: fostering an entire online community.

Google's Logan Kilpatrick joined Sabrina Ortiz on The Deep View Conversations podcast straight from Google I/O, not only to share more insights on the new products but also to draw on his rich quilt of experiences to address the broader AI space, the future of software engineering, the developer community and more. 

While Logan's official role is as a member of technical staff at Google DeepMind, he has become a well-respected voice in the developer community, accumulating over 320K followers on X and constantly engaging with users. Prior to joining Google, Logan worked for NASA, OpenAI, Apple, and other AI startups, making him a builder at his core.  

Topics covered in this episode:
+ 'Vibe coding' compared to agentic engineering
+ The capabilities of Google's new Gemini 3.5 Flash
+ The internal "flywheel" at Google, where teams use AI to accelerate the development of products
+ The differences between AI Studio and Project Antigravity
+ The need for developers to regularly "reset their level of ambition”

If you want to understand the distinction between rapid prototyping and managing million-line production codebases with AI, this conversation will leave you much more knowledgeable about the principles of agentic engineering. 

Subscribe to Deep View Conversations for interviews with the leaders shaping the future of AI, business, and technology.

And don't forget to sign up for The Deep View daily newsletter. We don’t just cover AI, we decode it. In a world flooded with hype, we deliver sharp, no-nonsense insights to keep you ahead of the curve and help you put AI to work every day: subscribe.thedeepview.com

In this episode of The Deep View Conversations, senior reporter Nat Rubio-Licht sits down with Ian Silber, Head of Product Design at OpenAI, to explore how ChatGPT is evolving for the future. 

Silber explains why designing for AI requires a different mindset than designing traditional apps. Instead of treating the model as something behind the interface, he says designers now have to think of the model itself as part of the material they work with. That shift changes everything from product decisions and user experience to ethics, safety, and human judgment. 

The conversation also covers Silber’s experience at Instagram, how that shaped his approach to building fast-growing consumer products, and how OpenAI’s design team is thinking about the next phase of ChatGPT, including more proactive and agentic experiences. Silber also shares how he personally uses AI in his work, from brainstorming design principles to prototyping ideas with Codex. 

Topics covered:
+ How OpenAI approaches product design for ChatGPT
+ Why AI changes the traditional design process
+ What designers can learn from fast-growing consumer products like Instagram
+ How ethics, safety, and responsibility show up in AI design
+ Why human judgment will become more important as AI tools improve
+ How Codex and image generation are changing prototyping workflows
+ What young designers should know as they enter the AI era
+ Why curiosity and adaptability matter in a fast-changing industry 

If you’re a designer, product leader, builder, technologist, or anyone trying to understand how AI is changing creative work, product development, and human decision-making, you don’t want to miss this episode.
Subscribe to Deep View Conversations for interviews with the leaders shaping the future of AI, business, and technology. 

And don't forget to sign up for The Deep View daily newsletter. We don’t just cover AI, we decode it. In a world flooded with hype, we deliver sharp, no-nonsense insights to keep you ahead of the curve and help you put AI to work every day: subscribe.thedeepview.com

This is a special episode of The Deep View Conversations podcast, recorded at Google I/O on Tuesday, May 19, 2026. 
AI smart glasses have quietly built momentum over the past several years, promising to put artificial intelligence directly in your line of sight. Now, Google has shown us the final product of its first AI glasses, which appear to have a clear competitive edge. 

Juston Payne, Google's director of product management for XR, joins The Deep View Conversations straight from Google I/O, where the company pulled the curtain back and gave the world a first look at two of the pairs that will lead the collection when they launch in the fall: a pair from Gentle Monster and one from Warby Parker. 

Juston discusses how the AI smartglasses came to be, including the collaboration between Samsung, Google, Warby Parker, and Gentle Monster. In addition to discussing details of the new launch, including design, product choices, functionality, the roadmap, and more, Juston also sheds light on the broader AI glasses market and why people should give them a shot. 

Topics covered:
+ The thought put into the aesthetics and comfort of smart glasses
+ What products will be available for users to purchase at launch
+ How the glasses act as an equivalent of a touchscreen on a phone for interacting with Gemini
+ The computation offloading strategy that leverages the user’s smartphone 
+ The choice to first launch with an audio-only product rather than in-lens displays
+ How Google is approaching privacy concerns with the cameras on the glasses
+ Real-world use cases for AI smart glasses 

If you want to understand how AI glasses are reshaping the way people connect, this conversation will leave you much more knowledgeable about Google's strategy. 

Subscribe to Deep View Conversations for interviews with the leaders shaping the future of AI, business, and technology. 

And don't forget to sign up for The Deep View daily newsletter. We don’t just cover AI, we decode it. In a world flooded with hype, we deliver sharp, no-nonsense insights to keep you ahead of the curve and help you put AI to work every day: subscribe.thedeepview.com