Upgrade Ubuntu 8.04.1 to Ubuntu 10.4LTS potential issues

bmsjeff
bmsjeff used Ask the Experts™
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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
http://data-recovery-software-articles.blogspot.com/2010/05/how-to-upgrade-from-ubuntu-910-or-804.html

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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Top Expert 2011

Commented:
- Backup or clone the disk first.
Upgrade on the clone disk first.

- apply all updates to your current version of Ubuntu before you upgrade.

- Do not use ext4 if it prompt you.
Top Expert 2011
Commented:
- apply all updates to your current version of Ubuntu before you upgrade.
Let me elaborate this is M$ Windows term:
Apply all the SP3 and latest patches on the XP before you upgrade to Vista.

Here is another similar article:
https://help.ubuntu.com/community/LucidUpgrades

So apply all updates is
# sudo apt-get update
# sudo apt-get upgrade

Upgarde is
# sudo do-release-upgrade
Dave BaldwinFixer of Problems
Most Valuable Expert 2014

Commented:
Here is the Ubuntu page on the upgrade: https://help.ubuntu.com/community/LucidUpgrades  Note that it says it's for Desktop upgrades as opposed to Server upgrades.  There is a link to the release notes that tells about all the known broken things.

If this system is in daily use, you might want to hire an expert to do this upgrade.
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Commented:
What should I expect to pay for an expert to do this upgrade?
How much time should it take, in general?
Dave BaldwinFixer of Problems
Most Valuable Expert 2014

Commented:
That's a good question, maybe some others can give you a better estimate based their own rates.  Hourly consulting rates vary a great deal, maybe as low as $40 per hour to $200 per hour.  If everything went perfectly, maybe as little as two hours but I would not expect things to go perfectly which is why I'm recommending you find someone experienced.

The first thing I would do is make a list of the softwares that you are using.  Pay especial attention to any servers that you have running including SMB, web, and email.  Then I would check to make sure they are included in the upgrade or find out what to do if they aren't.  The servers probably have to be stopped while the upgrade is done.

I have an Ubuntu 8.04 server and I've decided that I'm going to put 10.04 on another machine instead of doing an upgrade.  I installed 8.04 from a Live CD and then added all the servers and I don't think the upgrade will properly handle all that.  Every recommendation I found suggested a clean install instead of an upgrade.  And I have spare machine to put it on so that's what I will do.  Soon.  When I get to it...
Top Expert 2011

Commented:
Check local IT consulting company for the expertise and price (then you don't need to pay travel and hotel fee).
With hardware ready, it should be 1 day project (consulting company will not estimate 2 hours).
I don't recommend pay by hour rate unless you know the person.

I agree that clean installation is better. However, for a non-experience staff, upgrade and play aside is the the learning chance. Once you get familiar with Linux world, then you can do a clean install and setup/migration.

Good luck.

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