The current study aims to look at the difference in coupling of EEG activity of participant pairs while they perform a cooperative, concurrent, independent yet different task at high and low difficulty levels. Participants performed the National Aeronautics and Space Administration (NASA) designed Multi-Attribute Task Battery (MATB-II) task which simulates a pilot and copilot operating an aircraft. Each participant in the pair was responsible for 2 out of 4 subtasks which were independent and different from one another while all tasks occurs concurrently in real time with difficulty levels being the frequency that adjustments are required for each subtask. We found that as the task become more difficult, there was more coupling between the pilot and copilot.