Developing robust, scalable, and maintainable software is hard. A lot of the complexity though does not reside in writing the code, but ensuring that all the interested stakeholders are rowing in the same direction. People tend to forget that ensuring a group, as well as the organization, walks along the same planned journey is the single greatest challenge in a software-based company. Why is that? What makes it so hard for people to understand what needs to be built? And ensure that it gets built as they imagine. In this talk we will explore different reasons teams are misaligned, we will uncover some of the friction points that might afflict you and your colleagues and we will try to establish some basic practices we can integrate into our workflow to minimize the amount of misalignment happening within your organization.