When my friend attempts at joining a minecraft server me and my other friend made (not a realm) his screen is stuck with the message "Generating World, Locating Server". He has tried multiple times at connecting and it came with the same message. I have linked an image that was the same as his screen (not a screenshot).
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Is the world your friend is trying to join over 100MB in size?

Is the world your friend is trying to join over 100MB in size?

Yes, around 213-ish megabytesΒ

Yes, around 213-ish megabytesΒ

Thank you for your report!
We're actually already tracking this issue at MCPE-90372, so I will resolve and link this ticket as a duplicate.
If you could upload a copy of the world that would be helpful. Since the world is larger than 10MB you will need to upload the world to OneDrive or a similar file sharing site, and then share the link in a comment at MCPE-90372.
If you haven't already, you might like to make use of the search feature to see if the issue has already been mentioned.
Quick Links:
π Bug Tracker Guidelines β π¬ Community Support β π§ Mojang Support
π Project Summary β βοΈ Feedback and Suggestions β π Game Wiki

Thank you for your report!
We're actually already tracking this issue at MCPE-90372, so I will resolve and link this ticket as a duplicate.
If you could upload a copy of the world that would be helpful. Since the world is larger than 10MB you will need to upload the world to OneDrive or a similar file sharing site, and then share the link in a comment at MCPE-90372.
If you haven't already, you might like to make use of the search feature to see if the issue has already been mentioned.
Quick Links:
π Bug Tracker Guidelines β π¬ Community Support β π§ Mojang Support
π Project Summary β βοΈ Feedback and Suggestions β π Game Wiki