The Road Rulers head into Key West, FL where they learn that their next mission requires them to go deep sea diving. One by one, each Road Ruler completes one free dive to see how deep they can go. The team will win this mission if each member sets a deeper goal for the second day dive, and they achieve it. The team gets frustrated when Theo sets an unrealistic and dangerous diving goal, jeopardizing the win for everyone. Theo meets his aggressive goal along with the rest of the team, resulting in another successful mission. The Road Rulers put together the individual flags they retrieved during the dive, which provide a clue that their next mission will occur in South Africa.
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