Consider why someone would turn to a bot in the first place. According to an upcoming HubSpot research report, of the 71% of people willing to use messaging apps to get customer assistance, many do it because they want their problem solved, fast. And if you've ever used (or possibly profaned) Siri, you know there's a much lower tolerance for machines to make mistakes.
Chatting with a bot should be like talking to a human that knows everything. If you're using a bot to change an airline reservation, the bot should know if you have an unused credit on your account and whether you typically pick the aisle or window seat. Artificial intelligence will continue to radically shape this front, but a bot should connect with your current systems so a shared contact record can drive personalization.