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Hello. Firstly, that pop up is not saying that AE crashed, only that it may APPEAR frozen. Secondly, make sure you have a comp selected when you press squirt and that there are no special characters in the name of the comp or the path of the project file.

Thank you for your reply @GunSquid. I renamed the comp with the title "Test" 
Pressed "Quirt Gif" and it loads the comp to the Render Queue 

However it doesn't render the project out, and does not load up DOS like it does for Project Cuddlephish.