With ObjectDock 1.9, is there any way to make it so that when I open program X, program Y will open shortly afterwards?

You could make a simple script for that..

If you want, I can make you an .exe file that will do just that.
Just tell me what it should run (.exe) first (give complete path, e.g. C:\Program Files\My App\test.exe, and how long it should wait before launching the second .exe.