High mental workload, in addition to changes in workload, can negatively affect operators, but it is not clear how sudden versus gradual workload transitions influence performance and visual attention allocation. This knowledge is important as sudden shifts in workload are common in multitasking domains. The objective of this study was to investigate, using performance and eye tracking metrics, how constant versus variable levels of workload affect operators in the context of a dual-task paradigm. An unmanned aerial vehicle command and control simulation varied task load between low, high, gradually transitioning from low to high, and suddenly transitioning from low to high. Performance on a primary and secondary task and several eye tracking measures were calculated. There was no significant difference between sudden and gradual workload transitions in terms of performance or attention allocation overall; however, both sudden and gradual workload transitions changed participants’ strategy in dealing with the primary and secondary task as compared to low/high workload. Also, eye tracking metrics that are not frequently used, such as transition rate and stationary entropy, provided more insight into performance differences. These metrics can potentially be used to better understand operators’ strategies and could form the basis of an adaptive display.