That's neat!
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These threads might help. I've been looking them over in an attempt to make some kind of HUD:
Create a HUD or Overlay Screen?
Dynamic dialog with realtime variable info? -
Trigger your macro with an Engine Launch trigger. Not sure when it arrived on the scene but I'm in version 10.
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Then you can set KM Engine to run when your computer starts via System Preferences > Users & Groups > Login Items > + > Cmd-Shift+G
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Standard location is '/Applications/Keyboard Maestro.app/Contents/MacOS/Keyboard Maestro Engine.app'