Scott Cowles Jacobs, thank you for reporting this bug and helping make
Ubuntu better. This issue was unreproducible via Ubuntu 10.10
LibreOffice Writer at the Terminal:

cd ~/Desktop && wget
https://bugs.launchpad.net/ubuntu/+source/openoffice.org/+bug/614956/+attachment/1480959/+files/Bewerbung.doc
&& lowriter -nologo Bewerbung.doc

Click File -> Save As -> File type: Microsoft Word 97/2000/XP (.doc)
drop down -> Save button -> Yes button -> Keep Format button -> close
then reopen at the Terminal:

lowriter -nologo Bewerbung.doc

Notice all the .jpg files are still there. Does this work for you?

 lsb_release -rd
Description:    Ubuntu 10.10
Release:        10.10

sudo add-apt-repository ppa:libreoffice/ppa && sudo apt-get update &&
sudo apt-get -y upgrade && sudo apt-get -y install libreoffice-writer

apt-cache policy libreoffice-writer
libreoffice-writer:
  Installed: 1:3.3.0-1maverick1
  Candidate: 1:3.3.0-1maverick1
  Version table:
 *** 1:3.3.0-1maverick1 0
        500 http://ppa.launchpad.net/libreoffice/ppa/ubuntu/ maverick/main i386 
Packages
        100 /var/lib/dpkg/status

** Changed in: openoffice.org (Ubuntu)
       Status: New => Incomplete

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https://bugs.launchpad.net/bugs/614956

Title:
  Embedded .jpeg files not always saved correctly in .doc file format

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