Consider the pressures and incentives. Adding new features can help you sell the software to more users. Fixing bugs… unless the application is practically falling apart, it does not make much of a difference. After all, the bugs will only get noticed by people who already use your application, i.e. they already paid for it.
For the artificial intelligence, I assume the “killer app” will be its integration with SharePoint.
It could be an interesting experiment to build up this list iteratively. Like, every question you ask for the third time, the answer gets added at the bottom of the list. How long will the list get, and what will it contain?