If the workout is not pushed from TR, then TR will see it as an “unstructured outside ride” – at this time, unstructured outside rides will not sync from Apple Health to TrainerRoad.
If you’re already recording an indoor TR workout using a laptop or mobile device, we wouldn’t recommend dual recording as it can cause connectivity issues.
Adaptive Training doesn’t use data from Apple Health other than that which comes from a TR Outside Workout, so it won’t go back into your Apple Health history.
For now, TR integration with Apple Health/Apple Watch is more of a way to use an Apple Watch as a head unit for Outside Workouts if an athlete doesn’t have a Garmin or Wahoo bike computer.