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It was terrible when something like that happened... 
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A DVD and a postage stamp?
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I'm running out of emoticons...
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..and a small instruction saying "do not fold" 
Bastard Programmer from Hell 
If you can't read my code, try converting it here[^]
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This is SpartaSpain!
Here instruction manuals are not used... 
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Only one of you needs to set up an ftp server to transfer files bidirectionally. So, since it's easier for you to do that than your customer, then that's what you do.
You will need to teach them how to use the ftp client that's built into windows so they can do the transfer. If you want their end to be even simpler, you might try the ftp support built into IE -- as I recall, it gives the user a file-browser like view where they can copy files into and out of the directory using the standard drag-and-drop user interface.
If that's all too complicated, then use a flash drive. Seriously. If they can't figure out how to use a simple file transfer program like FTP in a very limited way, with you walking them through it, then you'll be lucky if they can figure out how to put the file on a flash drive and send it to you.
We can program with only 1's, but if all you've got are zeros, you've got nothing.
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For the last FTP server I managed (using FileZilla) I still remember having two pages of screenshots and step-by-step instructions which were super-easy to follow (in fact it was impossible to miss if they followed the steps).
But you all know how this ended... depending on the customer profile accessing an FTP server is out of reach.
I was supper happy with it: you knew always the state of the transfers... but now it is not on consideration.
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If you use FileZilla, you can export the SiteManager entries as an XML file, (edit it to remove anything they don't need, obviously) then email then the XML which they import into FileZilla. They can then connect easily, and drag and drop the files to / from your selected FTP server.
Simple, efficient, and can be made secure so your client(s) only get to see files they are authorised to.
Sound complex, but it's trivial: install FZ, "File...Import", browse to XML, open.
Click on the server in the drop down and it all does it for you.
It's actually less hassle than DropBox - because they don't have to work out how to expose files to you!
Bad command or file name. Bad, bad command! Sit! Stay! Staaaay...
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I solved this by adding ftp functions in the software itself. My clients simply have to browse to a file and click a button.
If all else fails, get on a quick remote desktop and do it for 'em through windows. 
"Go forth into the source" - Neal Morse
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An African swallow.
But seriously, Folks: take a look at MEGA[^] and http://basefolder.com[^]
One of them ought to do the job for you.
I wanna be a eunuchs developer! Pass me a bread knife!
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Bittorrent. Sure, it's actually meant for p2p clusters, but you will still get:
- awesome resumability
- plenty of corruption prevention
- portable clients, no one has to install anything
- rate limiting support, just in case you need it
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It must be a good option, but it sounds so awful here in this country (as every single one here is using it to download films)... 
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Of course, they use it because it works so well to share large files 
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True, but it works best when there are multiple senders and receivers.
A torrent, for example, is fantastic if you have multiple customers who want to upload/download the same file, but is actually worse than boring-ol' FTP if it's one to one (which is why I didn't suggest it, even though it has proven fantastically useful, in the past).
I wanna be a eunuchs developer! Pass me a bread knife!
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US Postal Service.
burn to CD, mail overnight
If it's not broken, fix it until it is
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I'm wondering why nobody has proposed using pigeons... 
But given the alternatives...
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Ask him to create a web service that supports base64Binary attachments, let him to set credentials, and you consume the file trough a small WCF application. Simple!
There is only one Vera Farmiga and Salma Hayek is her prophet!
Advertise here – minimum three posts per day are guaranteed.
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I'm confused now... imagine my customer...
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Not sure if it was mentioned before, but WeTransfer?[^] It's free for up to 2GB.
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And looks ultra-easy to use...
Nice! thank you! 
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We (the "DAO" in Chinese, see the insider news  ) developed a system called 1-NET that can do large file transfers in P2P or distributed relay mode. It is in public test mode now. Anybody here is welcome to try and we would like to thank any kind of feedbacks.
For your use case, it would be better to use the desktop version of the client that can be downloaded here[^]. Ihe transfer is P2P based and is capable of resuming. All one needed is register an account and all his/her endpoints becomes connectable to each other after logged into the same account...
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Sounds good, but I've already recommended them to use google drive or wetransfer (as previous recommendations pointed to them) but thank you, I'll keep an eye on it.
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