I have been looking to package some of Visual Source Safe functionality as a Web Service but not had much time to work on it yet. But I did dig up a link to VSS automation article that talks about object model. This would be a good place to start.
As an aside, I had an interesting conversation with Mark Siegel during the RUC 2003. Interestingly he used to work for a small company that provided hosting facilities for ClearCase (IIRC, the name of the company was "Clearcase Online"). Rational eventually bought this company.
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