Rashi on Numbers 10:29/רש"י על במדבר י׳:כ״ט

1חבב is identical with Jethro, as it is said, (Judges 4:11) of the sons of Hobab, the father-in-law of Moses”. (Thus חתן משה in our verse is to be connected with חבב and not with רעואל המדיני immediately preceding). — But why then does it state (Exodus 2:18) “and they (the daughters of Jethro) came to Reuel, their father”, since he was their grandfather and not their father? It teaches us that children are in the habit of calling their grandfather by the term “father”. — He (Jethro) was called by several names: Jethro, because he added (it was through him there was added) a section to the Torah (viz., Exodus 18:21 ff.); Hobab (חֹבָב) because he loved (חֹבֵב) the Torah, etc.

2נוסעים אנחנו אל המקום WE ARE JOURNEYING UNTO THE PLACE — Immediately — within three days — we shall enter the Land of Canaan. They said this, because on this first journey after leaving Sinai they really set out with a view to entering the Land of Israel, only that they sinned at the incident of “those who complained” which prevented their further progress (Numbers 11:1). — But why did Moses include himself with them in the statement “ we are journeying” to enter the land? Because the decree that he should not enter it had not yet been made regarding him, and he was yet under the belief that he would enter (cf. Sifrei Bamidbar 78:3).