Among the highlights on the Club MacStories+ Discord: Get your Rome-based pizza recommendations in! (Link) Members helpfully explained how to use Tailscale with your devices on a daily basis, sharing how they’ve implemented it in their lives. (Link) Federico dropped a quick tip to force MCP loading on demand in Claude Code, which should help...
I Have Very Mixed Feelings on AI. Maybe That’s OK.
Last week, I experienced something that blew my mind so much that it made me rethink my entire perspective on AI. It made me question some firmly held beliefs on the subject in a way I don’t think has happened with any other issue for many years. Let’s back up a bit. At the end...
Siri/Gemini Thoughts, Buying an iPad for a Student, and More
Among the highlights on the Club MacStories+ Discord: Jeff solved a strange issue with WhisprFlow and Apple Pay on the Mac. (Link) Members had thoughts on the Siri/Gemini announcement. (Link) Member Scott offered up a solution to a bizarre Shortcuts bug when setting up a new phone. One to bookmark in case it happens to...
New Year, New Mac Apps
Jonathan: Now that everyone is fully into the flow of the new year (or at least trying to be!), nothing beats a bunch of app recommendations. So this week, I’m providing exactly that, with a focus on the Mac. Each of these apps is one I’ve been trying over the past few weeks, and I...
Hopes for the Apple Watch in 2026
It’s a new year, so as I did at the start of 2025, now’s the perfect moment for me to take a look ahead and make some wishes and predictions for the Apple Watch and watchOS in 2026. Don’t Look Back in Anger Before I delve into this year’s hopes, let’s take a look back...
Dashboards, Cashmere Accessories, and More
Among the highlights on the Club MacStories+ Discord: Tommertron shared an interesting new dashboard he created that runs on a Raspberry Pi and integrates with several services. (Link) What is your desk mat made of: leather, faux leather, or cashmere? (Link) Jezza is very excited about subvocalization and how soon we might see it used...
iCloud Backups, Book Recommendations, and More
Among the highlights on the Club MacStories+ Discord: Members got into the weeds about iCloud backups and whether to trust them. (Link) Scott had a good tip for dismissing notifications from BusyCal that I’m definitely going to use. (Link) Members shared book recommendations for those looking to learn how to use AI effectively. (Link) Want...
3×3: Looking Back on 2025
It’s that time of year when you all get to read what I thought of “stuff” in 2025. It seemed like a weirder year than usual, both inside and outside of tech, but on the plus side, I finally launched my podcast and will be back for season two in January with some more great...
Having Less Courage
Last week was a truly remarkable week of change at Apple. Long-time leaders announced their departures, while a crucial one was rumored to be eyeing the exit. Many have debated whether this is a talent drain or just an inevitability. Still, the thing that struck me most when reflecting on it all was not the...