Today's Tech Trends & Troubles explores the evolving challenges school districts face in managing educational technology. The session focuses on helping K–12 leaders make informed technology decisions by evaluating total cost of ownership, device protection strategies, repair versus replacement models, and end-of-life device management. The discussion also addresses current political and economical challenges such as tariffs, rising Chromebook and laptop costs, procurement pressures, and policy changes affecting school technology programs. Attendees will walk away with practical strategies for balancing innovation with fiscal responsibility, maximizing the value of retired devices, planning refresh cycles effectively, and leveraging collaborative purchasing to stretch technology budgets further.