Can't send attachments using Messages 8.0

I am unable to send/receive attachments to people using messages. I'm running Mavericks 10.9 and Messages 8.0. I constantly get send failed when looking at the file transfers section. All my settings match the chat service.

Hi,
If it is a corporate thing then if it is using a OS X server it will be iChat Sever which is in fact Jabber.
There is a good chance it will be Jabber anyways.
Jabber uses port 1080 to Sending files normally.
However if Server to Server (i.e the Buddy is on a different server) then port 7777 is sometimes used for a particular Jabber Proxy.
With a domestic router you login using a web browser.
Most will then offer several methods of opening Ports.
The simplest is UPnP as it is an On/Off setting.
This will allow multiple devices use the same ports - handy when iPhone, iPads and Macs can be doing things in Messages and iMessages
Port Forwarding tends to have a table where you list the ports you want to open.
These are then (generally) pointed at one IP (Computer) to the exclusions of others.
There are other methods.
If it is via a server you will need to contact the IT guys and gals about what they have open and whether they will allow others.
9:56 pm      Wednesday; February 19, 2014
  iMac 2.5Ghz 5i 2011 (Mavericks 10.9)
 G4/1GhzDual MDD (Leopard 10.5.8)
 MacBookPro 2Gb (Snow Leopard 10.6.8)
 Mac OS X (10.6.8),
 Couple of iPhones and an iPad

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