It is easy to feel impatient with the pace for change when it comes to developing truly sustainable culture yet things are happening all over the world to lay the ground work, create the architecture and language of sustainability as a cultural reality. In Weaving Pedagogies of Possibility the authors seek to leverage from such developments. In this chapter the authors share their adventure in designing an open learning system within, across and between their instititutions. We insists this work involves peagogies in the plural as we seek to affirm and embrace alternative approaches to learning that draw on many cultures and places. We take it axiomatic that the word is always becoming other then it appears to be; that this is contested space; and thus it is in the play of environment, context, structure, culture an identity that the future lies. The sensitivity to the multiple and contested nature of social and ecological space lies at the heart of our vision an practice of pedagogies of possibiliy