Most districts aren't broken. They're held together. Held together by staff who know every workaround. By processes that survive on institutional memory. By administrators who absorb the friction so their teams don't have to. At some point, the question stops being "Can we make this work?" and starts being "Should we still be making this work?" In this conversation, we sit down with Jessica Preisig, Assistant Superintendent for Technology Services at the School District of Pickens County, to talk honestly about what it costs when district operations run on "good enough" and what it actually takes to find a partner worth trusting.