Hi Matt,

I am not familiar with VSS add-ins (where is the Add-in Manager in the VSS
Explorer and which is the extensibility dll?) but anyway the usual way in MS
dev tools to add a context menu is to use the CommandBars collection of the
app object (VBE in VB6, DTE in VS.NET, etc.), locate by name the commandbar
of the context menu and then call CommandBar.Controls.Add(...).

To give you an idea, see these articles of mine

HOWTO: Adding buttons, commandbars and toolbars to Visual Studio .NET from
an add-in.
HOWTO: Add a popup command bar to the context menu of a code window of
Visual Studio .NET.
HOWTO: Guessing the name of a command bar to add a custom menu entry in
Visual Studio .NET add-ins.

at:

http://www.mztools.com/resources_vsnet_addins.htm

While they refer to VS.NET, for VB6 (cousing of VSS 6.0) they were
similar,with the only difference that VS.NET introduced commands and you use
Command.AddControl(commandBar) while VB6 lack them and you use
CommandBar.Controls.Add.