Conversational Artificial Intelligence (AI) personalities are playing an increasing role in our everyday lives. In addition to our personal assistants, industries such as education, healthcare, hospitality, transportation, and law are using AI to varying degrees. As conversational AI becomes integrated in our society, we need to give serious thought to mindfully creating these personalities and conversations. These are personalities that are not only going to be keeping us company and helping to make our daily lives easier, but coaching us into changing our behavior, helping us navigate the world, and teaching our children.