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Your Quick Tip arsenal gets a serious upgrade this week: use the Live Text button to make scanning QR codes easier, resurrect Apple Mail’s Predicted Mailbox when it mysteriously grays out, and run softwareupdate –history in Terminal to see every macOS update your Mac has ever installed. You’ll also hear how one listener’s Shortcuts automation fixes AirPods auto-play, why BBEdit is your secret weapon for editing Excel formulas and tailing log files, and how Safari’s Show Reader option strips the junk from cluttered pages — plus a bonus riff on the real trade-offs between convenience, privacy, and the content you actually want. And yes, Siri AI in the iOS 27 betas is finally impressing people, with real-world examples to prove it.

Then Dave Hamilton and Adam Christianson dig into your questions: why Safari drops website connections (and how ping helps you diagnose it), whether those archive drives sitting in your drawer need regular care (spoiler: don’t get caught trusting a single backup you never spin up), and the smartest path for migrating your custom email domain from Google Workspace to iCloud. You’ll also get the scoop on replacing the aging Paperless app before Rosetta vanishes with macOS 28, and a challenge worth taking: get your AI out of the chat window and into doing actual work for you. Press play, take notes, and Don’t Get Caught.

Categories: Episode

Dave Hamilton

Dave Hamilton is a podcaster, a publisher, and a nerd who has spent the past three decades of his career educating thousands of computer users. In addition to Mac Geek Gab podcast (now in its 19th year!), Dave is co-host of Business Brain and Gig Gab, two other shows to check out! Dave is also the co-founder and CEO of BackBeat Media, a boutique network of podcasts and websites that represents fiercely-independent publishers, of which Dave considers himself one. He has been involved in online publishing since 1998, when he co-founded The Mac Observer, a popular Apple news site which was acquired in 2021. Technology isn't the only thing Dave's a nerd about: he's also a drummer, playing in Bitter Pill, Fling, and various other projects in and around the New Hampshire seacoast where he and his wife, Lisa, live and raised their two children. Dave's reachable for a limited amount of paid consulting at DaveTheNerd.com and you can find to him on Mastodon, Bluesky, Twitter, Instagram, and Facebook, too!

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