Hello rayf121 and welcome to Apple Support Communities.
It appears you are having some difficulty updating a Series 1 Apple Watch. Try these steps:
1) Make sure the companion iPhone is updated to the most current version of iOS (14.1 at the time of this post).
2) Shut down both devices and the restart them one at a time and one immediately after the other.
3) If at all possible, try the update on a different Wi-Fi network.
If these steps don't resolve the issue, reach out directly to Apple Support for additional options.
Contact Apple for support and service - Apple Support
Cheers.