I'm having the same problem. I bought a license (not a subscription) for 1Password, and I bought the Pro version for iOS, but only on Login items do I see the option to add to Apple Watch, and that option actually doesn't seem to work. Is there an update coming?
Even data in my primary value that I've selected to add to Apple Watch is never actually synced to the Apple Watch.
@jeremy1: I hope you don't mind, but I've split the comments you left in separate threads off into its own discussion so we can focus on your issue without confusing anyone else.
I'm sorry that you're having trouble with this. While it sounds like you've already edited some items to Add to Apple Watch, have you turned the feature on in 1Password Settings > Apple Watch > Enable Apple Watch? Also make sure that you're adding items from your Primary vault. Any other vaults are not supported currently. And keep in mind that Add to Apple Watch is only available for specific item types in a Primary vault. I hope this helps. Let me know if you have any other questions!
Add to Apple Watch
If you're still having trouble, please do the following:
This process has worked for myself and others who've encountered issues with various Watch apps. I hope this helps. Please let me know how it turns out!