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Garmin → TrainingPeaks sync issue: completed workouts not uploading automatically (worked fine until Dec 2025)

bibianaconrad

Hi everyone,

I’m having an issue with the Garmin Left right arrow TrainingPeaks sync and I’m hoping someone can help.

What’s happening:

Planned workouts sync from TrainingPeaks to Garmin (both app and watch) without any problem.

Completed workouts sync to Garmin normally.

However, completed workouts do NOT sync back to TrainingPeaks automatically.

They only appear in TrainingPeaks if I manually force the upload for the current day’s workout.

Important detail:
This workflow worked 100% fine until December 2025. The issue started after that.

What I’ve already tried:

  1. Disconnected and reconnected Garmin Left right arrow TrainingPeaks
  2. Enabled historical data sync on Garmin
  3. Uninstalled and reinstalled both apps
  4. Re-paired my watch from scratch
  5. Checked permissions and connected apps on Garmin Connect (web)

None of these solved the issue.

At this point, it feels like:

  1. either a recent sync limitation,
  2. a bug introduced after recent updates,
  3. or a change in how historical workouts are handled.

Has anyone experienced this recently?
Is there any known fix, workaround, or setting I might be missing?

Thanks in advance for any help Pray