What does HackerNews think of InfiniTime?
Firmware for Pinetime smartwatch written in C++ and based on FreeRTOS
The most well-maintained OS for the PineTime is InfiniTime:
As far as I know, Tizen smart watches can function well on their own after setting up the account once and I believe cloud synchronization is even optional. However, Tizen for smart watches is a dead end, with Samsung getting back to Android Wearable.
There's PineTime (https://www.pine64.org/pinetime/), which is very barebones but open source. Popular firmware, such as InfiniTime (https://github.com/InfiniTimeOrg/InfiniTime) can also be flashed onto several smart watches available on your favourite Chinese import stores (for example: https://github.com/StarGate01/p8b-infinitime for the Colmi P8).
The thing that the PineTime does really well, however, is beat the price tag of basically every other smartwatch out there ($30). I'm not sure how chip-shortage prices might be affecting this though...