How do you connect to the server to upload the files? If you use FTP then you should look at the Net::FTP module. If uploading is done via browser then WWW::Mechanize should be a good place to start. Databases can be queried and manipulated by using DBI. Do you wish to edit these image prior to upload? I am curious as to why you have mentioned imagemagick.

Should you need help installing modules read Installing Modules from the tutorials section of this site.

Hope this helps

Update: Fixed typo.

Martin