Updating from OSX Server 10.4.11 to OSX Server 10.5.x

(This has also been posted in the 10.5 section as well.)
Question - We have a server running OSX 10.4 that we would like to
update. Currently it's running in a local user mode, all of the users
and user passwords and profiles are local to the server, and we have
no open directory or domain services running.
It is also running a separate Kerio mail server and Rumpus FTP server on
this server.
We perform a system clone using Carbon Copy Cloner, and then proceed
with the update to 10.5.x.
The only update that completes successfully is for an Advanced Server,
but there are no users and all of the
accounts are missing including the admin account which needs to be
rebuilt. If we choose Standard or Workgroup, the upgrade hangs during
the "configuring the server" step.
What can we do to get at least a Workgroup upgrade to complete, and/or
what can we do to
preserve the user accounts, profiles and passwords going forward?
As part of this process we would like to convert the existing user
base from a local user to a open directory user data base to better
manage the users. Do we need to do this first before we upgrade?

Readers in the Server 10.5 forums are more likely to have conquered the issues you are wrestling with.
You can't easily export and re-import your users' passwords. So you should "talk up" the idea that everyone will be getting a default password or something simple and unique like their home Zipcode as their password after the conversion.
The Upgrade and Migration Guide for 10.5 should have some ideas for exporting user records. There MAY be a way to export the User records to a file, then re-import that file as Open Directory Users. Otherwise, you may be better off retyping them, if there are fewer than hundreds.
Users' files should be directly re-useable as their Home Directories, BUT Make sure you have two or more backups. There is no quicker way to be a bum than to lose users files completely.

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