Can't Insert Text by Typing in Password Field, El Capitan

[peternlewis]

Yes, this would be the same issue discussed here:

Press Button Action Freezes

The accessibility command for pressing the button is synchronous, so it does not complete until the targeting application finishes the action, which in this case includes putting up the dialog and getting some sort of answer. The error returned is kAXErrorCannotComplete This is either because you clicked Cancel, or because the application took so long to respond, either way the system reported that pressing the button failed, and Keyboard Maestro is reporting that. This is just an indication…