My work can be described as a dérive (Debord, 1955), an experimentation over the urban territory that included some emotional disorientation and, where some ideas came up in the form of serendipity. It wouldn't be possible without understanding my background. My bachelor degree in Graphic Design and my master in Urban Studies. As a practitioner, in my first years of professional career, I've been developing graphic material, websites and interactive installations. Then I've moved to the public sector to work in public policy assessment and advice. In the meanwhile, I've developed different projects for civil society. By experimenting with the three sectors, and facing the difficulties of trying to leverage and generate spaces of communication between them, I have been questioning the differences and similarities of one and another.Thus, my concern of the otherness became useful as the central idea for this thesis. Empathy, as I understand it, is a curious expression. From the beginning, many had questioned me about the term, and I had no clear answer. Although, I followed my instincts and I could sort the unexpectedness and unknowns. In that sense, the process of my research started in a sort of weaving around rough ideas, taking me to discover an entire world of disciplines and scholars looking forward to answering the same questions by different means. For that reason, I'm glad to present to you this work as a trip with an exploratory soul.Consequently, the reader will find that along the text, the style of writing is set up in a second person. Not only because I made this work in collaboration with others, but because this work is an effect and a result of interacting with others. At the same time, this text is unfinished until the act of reading it. Hence, you are part of it as well.On behalf of this dissertation, the text of this thesis is partly based upon the following publications: