Emphatically Kind Requests

Customize your Finder icons for instant recognition, stretch your Apple Watch battery on long workouts with Low Power Mode, and jump months back in your Messages history with a single tap. You’ll also learn how to force macOS 27 to download from Terminal when Software Update won’t show it, and how to run separate Claude Desktop apps for work and home. Then your two geeks and a pilot tackle whether you can migrate to a new iPhone from an iOS beta, whether you need Mail.app running to feed Apple Intelligence, and the one Search setting that might be keeping Siri from your data. The big revelation is that you can now ask Siri why something failed, and she might actually tell you. No yelling required, though an emphatically kind request helps. You’ll get the best ways to connect to your Synology DiskStation without certificate warnings, and find out why Apple Watch battery service may get you a whole new watch, possibly with blood oxygen intact. Cool Stuff Found brings SetShot for tracking macOS settings changes, Marked QL for previewing Markdown in Quick Look, a folding case for iPhone Duo, and news that Apple will replace the Duo’s screen layer when the crease shows up. Press play, ask better questions, and Don’t Get Caught! 00:00:00 Mac Geek Gab 1163 for Monday, October 12th, 2026 October 12th: National Gumbo Day MGG Monthly Giveaway – Win a MGG T-Shirt! The MGG Merch Store is Live! Quick Tips 00:00:01 Pilot Pete-QT-Customize macOS Finder icons 00:03:37 Jonathan-QT-Put your Apple Watch in Low Power Mode during extended workout sessions 00:06:00 PilotPete-QT-Getting to earlier messages quickly 00:09:14 NASANut-Try the Terminal if you can’t see macOS 27 in Software Update softwareupdate –list-full-installers softwareupdate –fetch-full-installer –full-installer-version 27.0.1 Dash for macOS 00:16:32 PorthosJon-QT-Run multiple Claude Desktop Apps for work/home For a second account I have it running `open -n -a “Claude” –args –user-data-dir=”$HOME/.claude-instances/work”` Sponsors 00:20:50 SPONSOR: CleanMyMac. Get Tidy