SIRI vs Clippy

I remember taking a close look at Microsoft's Clippy assistant interface as a replacement for some kinds of software support.  It actually did a fairly good job.  It used Bayesian techniques to determine the context of a need.  I even talked to it's developers with the aim to improve it with local information. Soon afterward it collapsed under a wave of undeserved derision that came with an anti-Microsoft atmosphere. Now we have SIRI as part of the latest Apple OS delivery.    It is not perfect either, though natural language analysis has improved.  Semantic context understanding has also improved.  Again I would like to be able to insert local information to improve its understanding of context. Language Log talks about it in a post.