Early on a cold and rainy Saturday morning students from both Hellenic College and Holy Cross embarked for Harvard Square in Cambridge, MA. Upon arrival they were instructed to break up into small groups and walk around the square with the intention of meeting a homeless person and inviting him/her to breakfast and a friendly conversation.The experience was preceded the night before by a presentation on Matthew 19:21: "If you would be perfect, go, sell what you possess and give to the poor, and you will have treasure in heaven; and come, follow me" led by seminarian and student-organizer Christian Siskos. Siskos posed the question what does it mean to "sell what you possess"? Does it mean literally selling all of our material possessions, or simply not being attached and "possessed" by them? Following the breakfast in Harvard Square, students returned to campus to debrief the experience and discuss possibilities for further communication with local homeless communities.