Irongladiator,
Unfortunately the OAISYS Server is just a Call Recording Server, although a very good one that integrates well with the Mitel 5000.
So, as for a solution to your problem you will most likely have to look into Dwayneg's solution with the Intelligent Router and then build scripts to monitor to you agents calls that would then play the recording when the customer answers. This is not a normal request and I don't know of any system that could do this out of the box. You could build your own, custom solution, I guess using the System OAI as it holds all of the information for everything the system is doing, but this is how the Intelligent Router works so it may be a faster solution. The good thing is that the Intelligent Router comes with Mitel's Customer Service Manager/ MiContact Center Office
Thanks,
TE