From a city perspective, Chicago should be added of course. Beyond that you should have the ability to mark restaurants, food types, and neighborhoods as no gos or desired (what if i hate chinese food, don't want to go to hyde park, or need gluten free...so basically take the different categories in yelp and add those in as well for both positive and negative). At least that's off the top of my head. Another concept would be as opposed to the current scheduling to allow me to add when i want to go in a calendaring format and let you fill it (this tuesday, next wednesday...nothing the week after, etc)