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iCloud Calendar invitations not sending | Outlook Forums Oct 18, 2019 iCloud email not sending - iCloud email not sending. 06.07.2020 0 0. My iCloud email gets stuck in the outbox. It seems like it gets disconnected from the outgoing server. Click to rate this post! [Total: 0 Average: 0] email iCloud sending. Share 0. previous post. Copy and Paste text to and from G-Mail. next post iPhone Contacts Not Syncing with iCloud? Tips to Fix the Check out your Internet Connection. Make sure you have proper internet connection. If the contacts … How to Change/Reset iCloud Email or Apple ID Password?