Thank you! We tried telling a story with each character's personality. Sleeping Simon was put in to show the player to exit the conversation rather than selling him something, he won't give a correct item bonus for anything you sell (basically waste a item). Nancy, you are able to help on the first encounter but it was her personality to become scared of the player and keep leaving the shop.
We're not too sure what's causing the issue in the menu, it seems that when the menu is reloaded the buttons become inactive. Sorry about that.
Thank you for the kind words and feedback :)!