TL;DR: Create a new calendar event.

After a friend of mine 3d-printed me a new back cover for my Pebble classic (I fucked up the screw holes, probably by screwing them too tight), I reactivated my Pebble, by pairing it with Gadgetbridge again.

First, pairing itself was a PITA. Gadgetbridge would show the pairing screen, Android would show its pairing screen, I would acknowledge on Android, then on the Pebble, and then Gadgetbridge would endlessy show a spinner. Also, the Pebble wasn’t paired with Android.

So I manually paired the watch with Android in the OS, and then in GB. Fine.

But then, calendar events wouldn’t be synced, although I enabled the setting in GB. Disconnecting/Reconnecting multiple times didn’t help. What did help was creating a new calendar event. For some reason, only this seems to trigger syncing.

Infuriating.