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This study examines a critical multiple mentorship model embedded in a year-long teacher residency program. Grounded in antiracist and antiableist frameworks, we use qualitative case study methods to analyze how relational, dialogic, and humanistic mentoring tenets are enacted or constrained in practice. Findings reveal that while relationship-building and commitments to humanistic pedagogies are prioritized, mentorship remains largely hierarchical and system-centered, limiting dialogic and transformative potential. highlight persistent hierarchies and system-centered structures. We use these findings to consider how co-designed, equity-centered mentorship can disrupt traditional supervision, reimagine residency site curriculum, and better support residents and mentors in building inclusive, justice-oriented teaching practices.