More than three years later and the situation still isn’t great. I’ve found three apps that offer automatically repeating timers on the Watch: MultiTimer, Repeat Timer, and Time Timer. The first two suffer from the fundamental flaw that they only signal the end of a timer when the Watch display is on (or not dimmed when using the Always-On-Display feature). This pretty much defeats the purpose of a timer. The third, Time Timer, sometimes signals the end of a timer while the display is off or dimmed but sometimes doesn’t (with no rhyme or reason, it worked half an hour ago, now it doesn’t work), making it also essentially useless.
All three apps also stop updating the countdown once the display dims when using the Always-On-Display, further limiting their usefulness. You can let Repeat Timer send you a notification when a timer ends, solving the screen off/dimmed issue, but then you won’t be able to see the actual countdown unless you dismiss the notification, compromisung the concept of an automatically repeating timer that doesn’t require user interaction. You can extend the time before the Watch display shuts off or dims from 15 to 70 s but this only applies to switching on the display via a tap, not to when you raise your wrist.
The built-in timer app of the Watch has more privileges, it will signal the end of a timer while the display is off or dimmed. It will even continue to show the countdown while the display is dimmed, though the visual countdown will not show while the display is dimmed.
In the end, it is easier just to keep my phone in my line of sight, running an automatically repeating timer with a setting that lets you keep the screen on while the app is in the foreground (I am using MultiTimer for this, it has a nice visual countdown).
—— Miscellaneous ——
- Time Timer cannot be launched via Watch face complications or the three-app launcher in the watchOS 10 widgets, requiring a trip to the full list of apps or to the list of most recently used apps (which is a shorter list but requires more vertical scrolling per app). watchOS also seems to shut down Time Timer after some time while running ‘in the background’ (ie, with the screen off/dimmed).
- Repeat Timer requires an annual subscription for timers longer than 2 min or more than six repetitions.
- Time Timer is slightly visually jarring because the visual countdown disk uses a different colour that the numerical countdown.