>This might be a bit off-topic, but has anyone found a way to use Visual
>SourceSafe from within IDEA (or from the command line at all)?

You need to set the VSS environment variables: 
        SSDIR   points to your VSS database directory
        SSUSER  is your VSS username

I have IntelliJ external tool commands for Checkin/Checkout/GetLatest/Add.
If you're interested, send me email and I'll send them to you.

========================
Jordan Zimmerman
Altura International
www.altura.com
www.catalogcity.com

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