My apologies beforehand for the length of the question, I didn't want to leave anything out.
Some background information
I'm trying to automate a data entry process by writing a Python application that uses the Windows API to simulate keystrokes, mouse movement and window/control manipulation. I have to resort to this method because I do not (yet) have the security clearance required to access the datastore/database directly (e.g. using SQL) or indirectly through a better suited API. Bureaucracy, it's a pain ;-)
The data entry process involves the correction of sales orders due to changes in article availability. The unavailable articles are either removed from the order or replaced by another suitable article.
Initially I want a human to be able to monitor the automatic data entry process to make sure everything goes right. To achieve this I slow down the actions on the one hand but also inform the user of what is currently going on through a pinned window.
The actual question
To allow the user to halt the automation process I'm registering the Pause/Break key as a hotkey and in the handler I want to pause the automation functionality. However, I'm currently struggling to figure out a way to properly pause the execution of the automation functionality. When the pause function is invoked I want the automation process to stop dead in its tracks, no matter what it is doing. I don't want it to even execute another keystroke.
UPDATE [23/01]: I actually want to do more than just pause, I want to be able to communicate with the automation process while it is running and request it to pause, skip the current sales order, give up completely and perhaps even more.
Can anybody show me The Right Way (TM) to achieve what I want?
Some more information
Here's an example of how the automation works (I'm using python windows multithreading