Individual differences in cognitive processing relate to critical performance differences in real-world environments. Task switching is required for many of them and especially for task management during overload. Research exploring individual differences related to switching behavior (both frequency, and adherence to "optimal" switch times) is, however, sparse. We examined these relationships here, using the attentional network task to index executive control, and an ongoing tracking task (within a larger suite of concurrent task demands) to examine switching behavior. The results failed to support a general relationship between executive control and frequency in a complex, heterogeneous multi-task environment. However, higher executive control participants more successfully exploited "optimal" switching times, highlighting the varying role of individual differences in task management, when choice is unconstrained.