Why would you pull the load, and give yourself just 60 seconds to do it, ever in real life, even in a historical context?
You are proud of yourself because you just loaded from the bag for your first time. This station is the apex of that operation and you may never get into that game. The time limit is because it's part of a contest. However, you might dryball in the field and have to pull a load.
In the historical context, the situation woodswalk tests your equipment knowledge, your historical knowledge, and the ability to adapt to situations which might have occurred during that time frame. It's what trekkers and members of the AMM do to test themselves for the ultimate in preparedness.