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Upgrade Ubuntu 8.04.1 to Ubuntu 10.4LTS potential issues

Currently in place - Ubuntu 8.04.1, as a File Server (Samba)/Web/Mail
Looking to upgrade to Ubuntu 10.4LTS

I have given a cursory look at

I have no Ubuntu experience, less installing it on a desktop.  
I have good knowledge of Microsoft Updates
Is there anything that I should pay particular attention to/to watch out for?
Server is RAID1

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8/22/2022 - Mon