What you're looking for is an FTP server and client combination that both support resuming transfers. For the client, the only one I'm readily familiar with is
ncftp. It will auto-resume downloads and resume uploads with the -z flag. For the server, it appears that
wuftpd and
proftpd both support resuming, although you may have to do some configuration to get it working.
Even that may not satisfy your boss, since you'll still have to re-initiate the transfer. There's really no helping that but you can code your application so it automatically attempts to resume for a given period of time before giving up.
-sam
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