How can I repeat a 'Watch Me Do' action?

The Loop action will loop back to the beginning of your workflow, and your workflow will run without Automator if you save it as an application.

The initial click that switches windows might have been recorded. That is, you hit "record" click to switch windows, click what you want to click and then loop.

The loop goes back to the click when you switched windows and things are not as they were and you get an error.

If this is the problem, go back to the Watch Me Do action and delete the first click. You'll have to click over manually after you hit "run" or use the "activate" action in the loop to switch over. If the application is already active nothing happens and it just keeps going.