How often do people actually end up typing these random passwords though? Personally, I almost always can copy/paste or autofill. For devices like TVs, it seems like many of them let you pair via a QR code or other mechanism. And sure, there are times where you need to manually type a password, and for those specific cases you can use a different scheme (like avoiding special characters or using something like Diceware https://diceware.dmuth.org/) but I wouldn't go so far as to never include special characters. IMO if you expect to always be able to autofill, use as many character classes as possible.
Well, I do it a lot. I do consulting in IT security and go through the onboarding process of a different company 15 times a year. My customers and co-workers are often security conscious and sometimes give me passwords like RC-A"c\EJe,0l@q. I prefer the US layout but live in Germany, so there is often a mismatch between my physical keyboard and the system I'm typing on, which causes me great frustration. Typing in the LUKS password of a VMware machine via vSphere web console does not allow copy/paste, neither does logging in to a physical device provided by the customer.
I realize I'm far from a typical use case, which is why I'm so glad when people consider password ergonomics. It makes life easier for me and does not make it harder for anyone else.
When I was doing that a lot I just patched my VNC client to send the keys for the data in the clipboard on "paste" so I could use its native "paste" command
One notable exception is the 1Password secret key. It’s long and random. I spent this summer reinstalling Linux on a laptop over and over and having to re-type this one long string was my least favorite part of it. Especially since I use multiple profiles in Chrome, and each needs to be authenticated for 1Password.
If you ever have to do that again it might be worth considering some hardware assistance. An ESP32 S2 or S3, from what I've read, can act as a USB HID and emulate a keyboard from the computer's point of view. The necessary code is included in the ESP32 libraries for Arduino, with examples [1], so for software all you'd need is the Arduino IDE or command line tools, which run fine on Linux.
With that it would be easy to build a temporary "type my secret key" dongle.
An ESP32 S2 or S3 dev kit board from a reputable source along with the other necessary hardware would probably be under $20.
There are also some models of Arduino that have the necessary USB support such as the Arduino Leonardo [2], but the Leonardo is more than an EPS32 at the non-sketchy sellers I've seen.
Even if you've never played around with microcontrollers this would be a beginner level project.
I add some of my more common passwords as macros on my keyboard. No companion software, just firmware. Saves a lot of time and now the passwords can be typed anywhere by just plugging yhe keyboard in! I've also added my email :)
This is an interesting suggestion but I’m running Ubuntu on a MacBook Air while traveling. When I set up the new home office though, I will try this tactic. Thanks for the idea.
As you note many devices now have mechanisms that let you enter the password from a phone or computer where it should be possible to copy/paste from a password manager.
But that usually requires some sort of two way communication between your computer or phone and the device you are setting up or requires that the device has a network connection to a server that your phone or computer can also connect to.
You may still need to manually enter the password for that network connection.
Many WiFi streaming TV boxes are like that if I recall correctly. Manual setup to give them network access, but then later when setting up apps on them for Disney+, Netflix, and the like the apps can use an authentication protocol that doesn't need manual password entry.
I make my WiFi password easy to type for that reason.
