Some of them i drew in cad others I downloaded from the tool makers site as dxf. You put the DXF into DCAD and trace round the tip first making sure you call it Tip and then you can trace round any other parts of the tool you wish to show. There are instructions in the Turn Help files, open the Help and on the Search tab type in Tooling and when you press list topics you should see as in pic below, click on the "Tooling - Define Turning Tool Using a Drawing" then press display and you should get the info.
Its fairly easy to do but you have to orient the tool, pick the correct datum and fill in the angles/names etc all correctly or it doesnt work right.
Hood