Hey @pika27 
Currently, we can only import completed Outside TrainerRoad Workouts from Apple Health.
Unstructured outside rides, as well as run and swim workouts, won’t be imported.
If your completed TrainerRoad Outside Workouts aren’t being pushed from Apple Health into your TrainerRoad account, be sure to check that you have enabled all available permissions for TrainerRoad within the Settings app of your iOS device, as described above.
Note: This is only a connection between the Apple Watch and TrainerRoad to sync TrainerRoad outside cycling workouts. We hope to make a full sync with Apple Health in the future.
More info here: