Background: A more rewarding choice, even if it requires more effort, is usually preferred by individuals; yet, in some cases, individuals choose less profitable and less tiring options. This study explored the behavioral and electrophysiological (EEG) correlates of healthy adults performing a task, designed to investigate the decision-making process behind the selection of more effortful (but highly monetarily rewarding) and less effortful (but less monetarily rewarding) options. Methods: A sample of 20 healthy adults (mean age = 46.40) performed the decision-making task, while behavioral data and EEG frequency bands (delta, theta, alpha, and beta) were collected. The Maximization Scale (MS) was administered to evaluate individuals’ differences in the tendency to maximize their choices. Results: the results showed a general preference for selecting more compared to less effortful options, while no significant differences were obtained for the response times. Individuals who score higher on the MS High Standards subscale are more inclined to choose less effortful options; conversely, those with lower scores are more likely to choose a more effortful and rewarding option. However, no significant correlations were found between the behavioral data and the alternative search, or the decision difficulty subscales of the MS. EEG findings reported a significant interaction effect Choice × Electrode in delta, theta, alpha and beta bands. Specifically, the choice of less effortful options is associated with a higher increase in delta, theta, alpha, and beta band power in the right temporoparietal area (TP10) and by a lower activation of delta and theta in the contralateral site (TP9). The delta band decreased in left frontal area (AF7) during the task for the less versus more effortful options. Conclusions: Overall, despite more effortful and more monetarily rewarding options seeming to be the most rational ones to choose, less effortful choices are associated with specific EEG correlates, suggesting that there is a perceived advantage in avoiding automatisms, delaying gratification, and maximizing future possibilities.