Abstract Vertical heat exchange within the upper ocean critically influences regional climate but remains difficult to observe directly. In the Gulf of Mexico, the Loop Current and its associated eddies significantly enhance this exchange. High‐resolution glider observations reveal that this transport is dominated by sub‐daily variability an order of magnitude greater than background conditions. When the glider trajectory crosses the Loop Current, we observe vertically coherent heat flux pulses extending to 800 m depth. These pulses intensify within frontal corridors—high‐shear regions between the Loop Current and detached eddies—acting as hotspots for mid‐depth vertical heat redistribution. Our results demonstrate that these high‐frequency dynamics facilitate significantly deeper vertical connectivity than recognized in current regional budgets. Identifying these deep‐reaching hotspots underscores the necessity of resolving small‐scale processes to improve ocean climate models and hurricane intensity forecasts.