The 1993 Oslo Accords marked the shift from an anti-colonial liberation project into a neo-liberal state-building project for the Palestinian political establishment. This new political framework marked the torturous paradox of how the "post-Oslo" generation expected to revel in the fruits of statehood but, rather, find they have come to shoulder the burdens of a complex neoliberal colonization of their land and oppression of their people without any of the so-called enshrined rights of citizenry and sovereignty. Instead, systemic forms of oppression mounted and youth came to bear the brunt of a weakened Palestinian nation, fragmented by geography and ideology. This essay chronicles the complexity of Palestinian colonial conditions post-Oslo from the vantage point of transnational youth organizers. It chronicles the foundation, development and challenges of the Palestinian Youth Network now Palestinian Youth Movement (PYM), in the years between 2006 and 2015. The authors offer a comparative analysis of the developmental process of the PYM juxtaposed by the experiences of Palestinian youth and student movements of the 1950's and 1960's. They illustrate how and why youth engage revolutionary processes to form frameworks of political alterity for oppressed and colonized peoples.