My favorite Apple accessory
April 27, 2026 at 11:42 AM by Dr. Drang
I meant to write this last week, shortly after I finished listening to Episode 612 of Upgrade. But things didn’t work out the way I hoped, so now I’m rushing to finish these few paragraphs before this week’s episode comes out (they’re recording as I type). I have nothing to say about the Tim Cook/John Ternus news that hasn’t already been said. I want to focus on Jason and Myke’s choices—made and unmade—in their Apple at 50 Draft.
My favorite picks were the oddballs, the products that weren’t Macs, iPhones, iPads, iPods, or Apple IIs. In other words: the accessories. I was particularly pleased with Jason’s picks of the LaserWriter, the Apple Disk II, the Apple Watch Sport Band, and the second generation Apple Pencil. I confess I was a little disappointed in Myke’s choice of the first generation Pencil, but he more than made up for it by later choosing the Magic Trackpad.
Those of you who weren’t around in the 80s and 90s may think Jason went overboard in putting the LaserWriter in as his third pick, but you’d be wrong. It was both a great product and incredibly important to Apple. Similar comments apply to the Apple Disk II. I never had one—I never owned an Apple II—but I did have its successor, the Integrated Woz Machine, in all of my early Macs.
My oddball entry would have been the AirPort Express. This is not in the “I can’t believe you didn’t pick” category1 because it’s an oddball even among oddballs, but for a short period of time for a specific subset of users, it was a great accessory.

If you were a business traveler during those few years in the mid-00s when hotels had wired internet access in their rooms but hadn’t yet outfitted themselves with WiFi, the first generation AirPort Express was one of the best things you could pack. It was about the same size as the wall wart power supply that came with your Apple notebook, and it set up a little WiFi network that gave you the freedom to work (or play) anywhere in your room. Even after hotel WiFi became common, I still packed my AirPort Express because it gave me a faster and more reliable wireless network.
I should also mention that “AirPort” was one of Apple’s best product names. Too bad they don’t have any reason to bring it back.
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I’m trying to avoid Jason’s wrath here. ↩