So for the "lost (roll again)" result on travel, it is like it adds an entire extra day to travel. Let's say you know a forest is 3 days travel away, or you use the "how many" oracle and get 3, on one of those days you get a "lost" roll, well that adds an extra day of travel since you now have to roll again, since each Overland Travel roll is one per day. So on that extra day you might roll an enemy. The penalty is basically an extra roll where something else can happen. So I think we are saying the same thing!