Hello, Allusernames.
Thanks for posting in Apple Support Communities. We see from your post that after updating your iPhone and Apple Watch, alarms no longer push to your Apple Watch.
Are you setting the alarm from the Alarms app on the Apple Watch, or from the Clock app on your iPhone?
Check the settings in the Watch app on your iPhone using the last two sections of this support article:
Add an alarm on Apple Watch - Apple Support
The Sleep app shouldn't affect the alarm notifications from being pushed to your Apple Watch. Check to make sure you don't have Do Not Disturb enabled on either device. Depending on your iPhone model, you may also need to adjust the Attention Aware settings.
Notifications on your Apple Watch - Apple Support
About Attention Aware features on your iPhone X or iPad Pro - Apple Support
Let us know if this information helps! Take care.