Hi TXLogan,
We see you're posting from the Track your trends in the Fitness app page. Have you made sure both devices are up-to-date? You can learn how to update each of them below:
"Update your iPhone or iPad wirelessly
- Back up your device using iCloud or your computer.
- Plug your device into power and connect to the internet with Wi-Fi.
- Go to Settings > General, then tap Software Update.
- If you see more than one software update option available, choose the one that you want to install."
"Update your Apple Watch using your iPhone
You can wait until Apple Watch notifies you when a new update is available. Tap Update Tonight in the notification, then go to your iPhone to confirm that you want to update overnight. At the end of the day, leave your Apple Watch and iPhone charging overnight so the update can complete.
Or you can update your Apple Watch with your iPhone manually:
- On your iPhone, open the Apple Watch app, then tap the My Watch tab.
- Tap General > Software Update.
- Download the update. If asked for your iPhone passcode or Apple Watch passcode, enter it.
- Wait for the progress wheel to appear on your Apple Watch. It could take from several minutes to an hour for the update to complete."
Here are the full resources if you need them:
Update your iPhone or iPad
Update your Apple Watch
If things persist you may want to try unpairing and setting up the watch again. You can learn how to do that here: Unpair and erase your Apple Watch
If that doesn't help you can reach out for additional support here: Get Support
Take care.