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Addendum: I'm just now actually using my iPad to have a Messages conversation with my daughter. I'm holding the iPad. Messges is on the screen. My daughter sends a message. Where does the notification go? To my iPhone which is asleep on the floor of the living room.
Does your iPad have fID? I have an idea: try Accessibility > Face ID & Attention > Attention Aware Features to OFF.
 
Getting this issue as well, and have been for quite a number of weeks. Updated my 12 Pro Max to iOS14 yesterday, and unforunately still the same.

Making dinner earlier this evening, and an iMessage popped up on my Apple Watch. I just glanced at it as it flashed up, but didn't interact with my watch in any way. Picked up my phone later on, and no notification of the message on it whatsoever.

Hugely infuriating. :confused:
 
Hugely infuriating. :confused:
This morning I'm on the front porch putting on my cycling gear. My watch is on my wrist and my phone is in my hand while I figure out what to listen to while working out. A message comes but where does the Notification go? Not to my phone and not to my watch, but to my iPad which is asleep on the living room floor.
 
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This morning I'm on the front porch putting on my cycling gear. My watch is on my wrist and my phone is in my hand while I figure out what to listen to while working out. A message comes but where does the Notification go? Not to my phone and not to my watch, but to my iPad which is asleep on the living room floor.
And you know that, if you took it to the Genius Bar, they'd ask 'It everything backed up? When's the last time you totally wiped it, and restored to OS?' 🙄

At this point, you'd probably have to remove all devices from your Apple ID & sign out of all devices simultaneously, clean-wipe restore each to factory, wait a day for Apple's servers to forget your devices and their connection, then set up each as brand new devices.

Terrible system.
 
I just got a notification on my iMac about an iMessage that failed to send. That message failed yesterday morning, almost 24 hours ago. I received notification of the failure on my iPhone at the time the message failed. No idea why it took almost an entire day to make it to my iMac.
 
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