Hello PN8Baker,
Let's start off by checking the helpful steps in this article which can help with this issue: If your Apple Watch isn't connected or paired with your iPhone - Apple Support. Follow this guidance:
"Check your Apple Watch connection
If you don't get notifications, messages, or calls on your Apple Watch, your Apple Watch and iPhone might not be connected. When your devices disconnect, the red iPhone icon or the red X icon appears on your watch face. You can also check your connection in Control Center. When your Apple Watch connects again, the green iPhone icon appears.
First, bring your Apple Watch and paired iPhone close together. If you still see that the devices are disconnected and need help, try the steps below. After each step, see if your devices can connect.
Try to connect your Apple Watch and iPhone again
- Keep your Apple Watch and paired iPhone close together to make sure that they're in range.
- On your iPhone, make sure that Airplane Mode is off and that Wi-Fi and Bluetooth are on. To check, open Control Center.
- If you see the Airplane Mode icon on your watch face, Airplane Mode is on. Open Control Center, then turn off Airplane Mode.
- Restart your Apple Watch and iPhone.
Unpair your devices, then pair them again
If your Apple Watch still can't connect, unpair it from your iPhone, then pair your Apple Watch and iPhone again."
Let us know if we can help with anything else at all or if this doesn't settle your issue so we can look into this further with you. Thanks and have a fabulous day!