Naomi Milstein

Executive Director  |

Naomi has worked in the field of youth development, organizing, and community education since 2002. Prior to joining the Chicago Freedom School, Naomi worked in Indianapolis, Detroit, and Mississippi to build youth voice and leadership for educational justice.  After moving to Chicago in 2008 from Ann Arbor, MI, Naomi managed the Restorative Justice Program at Alternatives Inc. where she worked with over 100 public schools across Chicago to implement restorative discipline systems to combat the school to prison pipeline. 


Tony Alvarado-Rivera

Youth Programs Director   |

Tony is a multi-issue community organizer working and living within an anti-oppression and harm reduction framework. With over 15 years of youth work experience - Tony worked with the groundbreaking About Face Youth Theatre, using art as a tool for activism. In New York, they worked with the Gay, Lesbian and Straight Education Network (GLSEN-New York) where they supported student organizers in the Midwest region and organized 4-national Days of Action, including the Day of Silence and Transgender Day of Remembrance. Before working at CFS, Alvarado-Rivera completed their tenure at Broadway Youth Center as the Mentor Program Coordinator where they developed and implemented a mentorship program for LGBTQ youth. Since joining the staff of CFS in 2012, they are able to use popular education and liberatory pedagogy to build and support the next generation of freedom fighters.


Xavier Danae MaatRa

Training Consultant  |

Xavier Maatra is a community organizer and activist from Southern New Jersey currently thriving in Chicago, IL. For over a decade he has traveled the country as a labor organizer, social justice workshop facilitator, and youth advocate.  While in the midwest, he has appreciated his time working with LGBT youth through the Drop in Program at the Broadway Youth Center, helping to build a coalition of youth agencies to strengthen youth programs on Chicago's Southwest side, and being a founding member of the Chicago Black Trans and Non Gender Conforming Collective. Since joining CFS in 2013, he has created innovative popular education sessions on many topics impacting thousands of youth and adults from across the U.S. the U.K., Iraq, and various South American countries.  In 2016 Xavier launched DAB of Consulting. A DAB of Consulting specializes in innovative and interactive sessions in the areas of non profit management, youth development, organizing skills, and issues in social justice. In his free time you can find this budding poet, farmer in training, and student of Pan African Studies, seeking opportunities to use popular education, food culture, and healing traditions as tools for personal transformation and political resistance.


Jacqulyn A. Hamilton

Wellness Coordinator  |

Jacqulyn lives her work.  She blends theory and practice to address the social and institutional impact of power and oppression on our physical, emotional and political bodies.  Her work prioritizes the intersections where politics, policy, identity and institutions meet.  She draws on her background in political theory, grassroots organizing, strategy, popular education and healing justice to support others as they become agents for their physical, political and emotional wellness.  Though a seasoned facilitator, youth advocate and post-secondary school educator, you may also find her in private practice as a licensed massage therapist.  A proud daughter of Chicago's West Side, she carries the lessons and values her community has taught her as she travels to teach and learn about African diasporic technologies and traditions.