Kommentar zu Dewarim 11:23

הוריש ה׳ THEN THE LORD WILL DRIVE OUT [ALL THESE NATIONS FROM BEFORE YOU] — If you do what devolves upon you, “I” will do what devolves upon Me (Sifrei Devarim 49:3; cf. Rashi on v. 14).

והוריש, He will give you a chance to earn your livelihood easily so as to have time to serve Him.

והוריש ה' את כל הגוים האלה מלפניכם, “Hashem will drive out all these nations from before you.” This refers to the ones that reside near the Israelites’ present location. Afterwards He will also do so to the nations which reside further away, הרחוקים, i.e. wherever you will set foot. Seeing that G’d here indicates a certain order in which the conquest of the land of Canaan has to proceed, we know that David erred when he did not follow this sequence by first driving out the nations which lived further away from the Israelites such as Aram Tzovah, Aram Naharayim. He conquered the nearby countries only afterwards including Jerusalem, i.e. the Jebusite (compare Sifri Eykev 51 ). Our sages also ruled that lands conquered by an individual (with fewer than 600,000 Israelite soldiers) does not have the legal status of a conquest based on milchemet mitzvah. When the land is conquered in the true order, the conquered territories all become part of the Holy Land with all that this entails, i.e. the need to tithe its product, and to give the Levites and Priests all the gifts prescribed by the Torah. Lands conquered as כבוש יחיד, as the result of a private initiative is not subject to the Shemittah and Yovel legislation by Biblical decree. The Rabbis applied this legislation to such lands only so as not to encourage Jews to settle in such lands and to circumvent the intent of Torah legislation.

You have fulfilled your obligations, etc. The meaning of Rashi here is the same as I explained above (v. 14).

ועצמים מכם [YE SHALL POSSESS NATIONS] MIGHTIER THAN YOURSELVES — You are mighty, but they are mightier than you; for if this does not mean to suggest that the Israelites are mighty, what superiority is it that he ascribes to the Amorites by saying “mightier than yourselves”? But the meaning must be: you are mightier than other nations and they are mightier than you (cf. Sifrei Devarim 50:3).