I've saw an odd error just appear while I was playing around (there's my first mistake) with some of the Railo settings.
Bean creation exception during init() of transfer.TransferFactory
After tracing back my steps it comes down to the Local scope mode setting under Settings»Scope. This basically defines how the local scopein functions is invoked when a variable with no scope definition is used. As soon as I set this to always boom! Leaving this as Update(CFML standard)resolved my problem instantly.