John GruberEvery podcast appearance, updated as new ones drop

John Gruber of Daring Fireball joins the MacBreak Weekly panel this week! A deep dive into Apple's new Siri following WWDC. Why Apple Intelligence & the new Siri are not coming to the EU initially later this year. And could the iPhone Ultra's launch be delayed this year? Private cloud compute severely limited for third party devs. The future of Siri, or: why private inference isn't private enough. I tried Siri AI, and so far it actually works. How much Gemini is really inside Siri AI? The EU's DMA Folly. Reports of iPhone Ultra launch delays are 'false,' says leaker. Apple Vision Pro helped Disney re-engineer a classic EPCOT ride. Under-16 social media ban announced by UK government. Fox to Buy Roku Streaming Service in $25 Billion Deal. Picks of the Week Andy's Pick: Google Earth Flight Simulator for the Web John's Pick: Hovercraft Christina's Pick: Parachute Backup Hosts: Leo Laporte , Andy Ihnatko , and Christina Warren Guest: John Gruber Download or subscribe to MacBreak Weekly at https://twit.tv/shows/macbreak-weekly . Join Club TWiT for Ad-Free Podcasts! Support what you love and get ad-free audio and video feeds, a members-only Discord, and exclusive content. Join today: https://twit.tv/clubtwit Sponsors: zocdoc.com/macbreak hipebl.ai

(00:43) - Blue Origin Explosion (07:38) - Enterprise AI Hits Spending Limits (21:48) - Dinosaur Market Booms (29:13) - John Gruber, a prominent technology writer and podcaster, discusses the Ferrari Luce's design, expressing that its appearance deviates from traditional Ferrari aesthetics, making it hard to identify as a Ferrari without its nameplate. He also reflects on Apple's design philosophy, emphasizing their commitment to creating products that prioritize functionality and user experience over following market trends. Additionally, Gruber highlights the challenges Apple faces in integrating AI technologies, noting the importance of balancing innovation with maintaining the company's core values and user trust. (01:11:16) - Ronak Malde, formerly an AI researcher at Windsurf and Google DeepMind, co-founded Trajectory, a startup focused on building a platform for continual learning in AI systems. In the conversation, he discusses raising $15 million from Conviction and partnering with companies like Harvey, Decagon, Clay, Rogo, and Mercor to develop agents that learn from real-world user interactions, enabling AI products to improve daily. Malde emphasizes the importance of creating AI agents with practical experience that understand business-specific rewards, allowing for efficient post-training and continual enhancement of AI capabilities. (01:19:18) - Zane Mountcastle, co-founder and CEO of Picogrid, discusses the company's recent $45 million Series A funding led by Bessemer Venture Partners, aimed at expanding their team and scaling production to meet increasing demand. He explains that Picogrid develops technology to integrate mission-critical systems like sensors, drones, and weapon systems, primarily for military applications, by building open infrastructure that enables these systems to work together. Mountcastle also highlights the company's active contracts with the Pentagon, NATO, and allied partners, emphasizing their focus on serving military needs while acknowledging potential future commercial applications. (01:25:10) - Jamie Cuffe, CEO of Pace, announced the company's $46 million Series B funding co-led by Thrive Capital and Sequoia, with participation from Emergence and Pruven. He discussed how Pace's AI agents are automating back-office operations for major insurers like Prudential and Convex, achieving over 99.9% accuracy and enabling clients to autonomously complete hundreds of thousands of tasks daily. Cuffe emphasized that this automation is helping insurers close the $9 trillion protection gap by making insurance more accessible and efficient. (01:32:57) - Kyle Kuzma, an American professional basketball player for the Milwaukee Bucks, discusses his journey into investing, inspired by mentors like Kobe Bryant, and emphasizes the importance of focusing on basketball while exploring ventures in the tech and private investment sectors. He highlights the significance of leveraging his unique position as an athlete to access investment opportunities and stresses the value of surrounding himself with knowledgeable individuals to navigate the complexities of the investment landscape. Kuzma also touches on the evolving role of AI in basketball, expressing a cautious perspective on its influence on the game. (01:50:08) - Brad Gerstner is the founder and CEO of Altimeter Capital, a technology-focused investment firm that invests across public and private markets. Known for his high-conviction bets on companies such as Snowflake, Meta, and Uber, he is a frequent commentator on technology, AI, capital markets, and long-term investing. Follow TBPN: https://TBPN.com https://x.com/tbpn https://open.spotify.com/show/2L6WMqY3GUPCGBD0dX6p00?si=674252d53acf4231 https://podcasts.apple.com/us/podcast/technology-brothers/id1772360235 https://www.youtube.com/@TBPNLive

Special guest John Gruber joins us to break down Eddy Cue’s statements on AI replacing the iPhone in 10 years, using AI search in Safari, Apple’s continued fight for App Store control, and what we’ll hear about Siri and Apple Intelligence at WWDC 2025. Bonus Episode: John Gruber on iPhone battery percentage, macOS Dock placement, and most importantly, Pencil direction. Listen here! Show Notes via Email Sign up to get exactly one email per week from the Primary Tech guys with the full episode show notes for your perusal. Click here to subscribe. Watch on YouTube! Subscribe and watch our weekly episodes plus bonus clips at: https://youtu.be/WKqSvsiIftc Join the Community Discuss new episodes, start your own conversation, and join the Primary Tech community here: social.primarytech.fm Support the show Get ad-free versions of the show plus exclusive bonus episodes every week! Subscribe directly in Apple Podcasts or here if you want chapters: primarytech.memberful.com/join Reach out: Stephen's YouTube Channel @stephenrobles on Threads Stephen on Bluesky Stephen on Mastodon @stephenrobles on X Jason's Inc.com Articles @jasonaten on Threads @JasonAten on X Jason on Bluesky Jason on Mastodon We would also appreciate a 5-star rating and review in Apple Podcasts and Spotify Podcast artwork with help from Basic Apple Guy . Those interested in sponsoring the show can reach out to us at: podcast@primarytech.fm Links from the show John Gruber at Daring Fireball Apple's Eddy Cue: AI Could Replace iPhone in 10 Years - MacRumors Apple is looking at adding Perplexity and other AI search engines to Safari | The Verge Apple Q2 2025 results and charts: $95.4B revenue – Six Colors Apple Asks Court to Pause Order that Would Upend Its US App Store Business - Bloomberg Amazon now

For part two of a two-part conversation, Federico and John are joined by John Gruber of Daring Fireball and The Talk Show to talk about independent writing in 2019, staying relevant, reputation, the role priorities play in defining your writing voice, the impact of podcasting on writing, Markdown, and more. This episode is sponsored by: Luna Display – Turn your iPad into a second display Working Copy – Git client for iOS that works well with other apps Links and Show Notes Daring Fireball The Talk Show John Gruber on Twitter Introducing Markdown Dive Into Markdown Markdown Markdown: Basics Markdown: Syntax Markdown: Dingus Follow us on Twitter Dialog Federico Viticci John Voorhees Follow us on Instagram Federico Viticci John Voorhees

For part one of a two-part conversation, Federico and John are joined by John Gruber of Daring Fireball and The Talk Show to talk about how he got started, the role of luck, privilege, hard work, and talent in success, the toxicity of social media, building a business writing online, advertising, sponsorships, hairpieces, and more. This episode is sponsored by: Luna Display – Turn your iPad into a Second Display Calory – A quick, simple, and easy way to count your calories. Links and Show Notes Daring Fireball The Talk Show This is How Apple Rolls Independent Days Something Daring Sponsor This Markdown Follow us on Twitter Dialog Federico Viticci John Voorhees Follow us on Instagram Federico Viticci John Voorhees