Environmentally-concerned parents and educators today are asking, “How do we co-create learning environments that will foster environmental citizenry?” This reflects David Orr's claim: “More of the same kind of education that enabled us to industrialize the earth can only make things worse.” Using autoethnography to explore my decision to deschool my children, I'm placed in the position of a reflexive practitioner, as I serve as both the primary researcher and subject of that research. Upon arriving at the decision to forgo the compulsory education system I discovered the interconnectedness between deschooling, autoethnography, and 21st century theories of environmental education. I examine the rationales of environmental educators such as Orr, Weston and Jickling who call for new systems of environmental education. I expose underlying assumptions and beliefs that shape my decisions to deschool my daughters and create context for broader community discussion about how to educate for an environmentally engaged citizenry.