In fields such as medicine, management, cyber operations, and military strategy, the choice between sequential and parallel strategies is crucial for achieving operational objectives, such as maximizing success likelihood or minimizing the time to success. This study examines a scenario where a hacker aims to destroy a rival system using multiple attack tools. We assume that each tool has an equal and independent probability of successfully destroying the system. The execution of an attack is time-consuming, and it is assumed that this time increases exponentially with the number of tools used simultaneously. We explore different attack schemes that balance simultaneous and sequential steps. Our findings indicate that when the attack time for a multi-tool attack is extremely short, the optimal solution is a purely simultaneous attack. Conversely, if the attack time nears the total time required for a sequential attack, the optimal solution becomes a purely sequential approach. In situations between these extremes, a mixed strategy proves to be optimal. Notably, our numerical analysis reveals that in mixed cases, it is consistently more advantageous to start with a simultaneous attack and then follow up with a sequential one. Additionally, we demonstrate that as the probability of success increases, the optimal strategy increasingly favors a sequential attack.