Safe space conversations can be the foundations to build bridges between our differences of race, culture, social issues, and all things that affect everyday people. This workbook is intended to help professors and other educators, public leaders, non-profits, community organizers, and the public interested in having the dialogues that can bring about community growth and positive change. Each chapter contains a Tupac song that we will break down and discuss through conversation and questions. The chapters begin and end with relatable quotes by prolific writers from, Tzu Sun, St. Augustine, and Harriet Tubman to Jay Z, Beyonce, KRS One, Meek Mill and Barack Obama. These quotes are intended to spark our brains into thinking of things greater than ourselves. The challenge would be to ask ourselves, "Why did this person say this?" and "Did it need to be said at all?" What were the conditions that would drive someone to say something so profound? The goal is to encourage heartfelt dialogue between people from different communities and perspectives that is challenging yet inviting. Professors and group leaders can use this tool to guide these deep and at times very uncomfortable conversations and differences of opinion in safe space atmospheres without the fear of backlash due to the perception of a position. Incorporating hip-hop lyrics from an artist such as Tupac can aid in the growth of what we have in common and better understand what we don't have in common in a more meaningful way.