The Context Machine

Sep 03, 2026 — Apple has a brand new CEO. John Ternus is taking over for Tim Cook, so Bryan and Jeff take a look at how the transition has gone so far, and speculate on how the company may fare under his leadership. Chatpermarks 00:00:00 Introductions 00:00:02 The...

Aug 27, 2026 — Bryan and Jeff break down Apple’s just announce M6 and M5 Pro Mac mini, and M5 Max and Ultra Mac Studio. They also work through which models and configurations to buy, along with how they fit in with Jeff’s new computer strategy. SPONSOR: Framer –...

Aug 20, 2026 — Bryan and Jeff go at it on the best way to work with text files and writing when bouncing back and forth between Mac and iPad. Bryan says Scrivener is best while Jeff stubbornly clings to Obsidian. Which one is right? Sources referenced in this...

Aug 13, 2026 — Jeff has had an epiphany, and he and Bryan talk about how an iPad Pro might be the right device for his on-the-go computer, rather than a MacBook. They also discuss Jeff’s recent Black Hat 2026 experience and how AI dominated the event. SPONSOR: MacPaw...

Aug 06, 2026 — Bryan is joined by guest host Jeff Butts to talk about Apple’s impending iOS 27 and macOS 27 updates, including Genmoji autoprompts. They also look at the maker space and how much ground Apple hardware has made with developer support. SPONSOR: Framer –...