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You start with Quick Tips that tighten up your daily Apple workflow fast. You learn how CarPlay scrubbing actually works while driving, how Siri can jump forward or back in precise time chunks, and why Apple’s vision for Siri, Gemini, and personal intelligence matters more than the hype suggests. You unlock practical wins like copying Voice Memos transcripts, using Continuity for clipboard magic across devices, mastering iPhone copy and paste gestures, and understanding when dragging photos quietly converts them to JPEGs. Along the way, you revisit Apple Newton roots, discover why tools like Yoink still matter, and pick up slick tricks for prepping images in Messages and pausing voice recordings mid-thought.

Then you move into real-world problem solving. You figure out how to record a selfie video on iPhone while reading a script without breaking your flow, why Sign in With Apple is still worth using, and how to monitor drive health without guessing. You finally get clarity on weird Trash behavior, stop your mouse from waking your Mac, and understand why green bubble RCS and SMS sometimes fail on macOS. The episode wraps with a discussion about Apple Creator Studio tools like Logic Pro, Final Cut Pro, Pixelmator Pro, Compressor, MainStage, and premium content across Apple’s productivity apps. Listen to sharpen your instincts so when it counts, you 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!

2 Comments

Pilot Pete · January 19, 2026 at 9:36 pm EST

What you’re seeing is a side effect of how macOS now treats cloud services like Dropbox and how it integrates with the system (explained nicely in this TidBITS article: https://tidbits.com/2023/03/10/apples-file-provider-forces-mac-cloud-storage-changes). When Lightroom is working with photos stored in Dropbox, macOS now treats that location as a special cloud container that often doesn’t support the normal Mac Trash, so Lightroom can only offer “permanent” delete instead of “move to Trash.”

The good news is that Dropbox still keeps anything you delete for about 30 days in its own “Deleted files” area on dropbox.com, so you still have a safety net even though the files skip the Mac Trash. If you really want classic Trash behavior, you can keep those photo folders on a regular local volume (like Documents or another local drive) or make sure specific folders are set to be available offline, then use Dropbox to sync or back them up from there.

BobDavis · January 19, 2026 at 8:40 pm EST

I heard your comments on “Trash” in episode 1125 which brought to mind a problem I’m having with Adobe Lightroom Classic. I have used Lightroom for years and never had a problem sending photos to trash. However, recently, after an update, possibly OS 26.1 (I am now on 26.3). When I try to delete a photo from the Lightroom catalog, it says, “The files are on a volume that does not support Trash. Would you like to permanently delete them?” I am able to delete the photos, but I like sending them to Trash first. This only happens on my photos that are stored on DropBox. I tried deleting photos from a folder stored in Documents and I am able to send them to Trash. I like using DropBox for my photo folders though. Any ideas?

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