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We have a ton of code written in Dexterity, whose only Source Control integration option is SourceSafe. Are there any products out there that could act as a bridge so that Dexterity would believe it was talking to a SourceSafe server, but all the commands were actually translated to TFS (2010) actions?
Yes – that’s exactly what the TFS MSSCCI Provider (2010 Beta 2 version) does.
Dexterity doesn’t appear in the list of supported apps so it’s probably not very well tested, if at all. On the bright side, Michal is very receptive to bug reports; hopefully he’d be able to fix any issues you encounter before the final 2010 power tools are released.