We have explained in our article Biblical Formatting located on the world wide web at http://www.Rashiyomi.com/biblicalformatting.pdf, that the Biblical Author indicated bullets by using repeating keywords.

That is, if a modern author wanted to get a point across using bullets, a list of similar but contrastive items, then the Biblical Author would use repeating keywords.

This principle can be illustrated with verse Dt01-22 which discusses Moses instuction to the spiees: And you came near me every one of you, and said, We will send men before us, and they shall spy the land, and bring us word
• Of which road to go up on, and
• Of which cities to come to [for conquest.]

Here the repeating Biblical keyword, Aleph Tauv which we have translated of indicates a bullet effect. The bullets emphasize a group of two items to be searched out by the spies for the conquest. Rashi's task is to emphasize the distinctness of each of these items:
• Which road to go up: To avoid ambushes in crooked roads
• Which cities to come to: Which cities are easiest to conquer first.

In summary Rashi sees the repeating keyword as indicating bullets. The bullets in turn emphasize a group of concerns for spies: the identification of the good roads and easy cities to conquer.