What are the connotations of "Ashrecha Yisrael, Mi Chamocha!"?
Rashi: After blessing each tribe individually, Moshe is expressing the futility of blessing them individually, seeing as they are all blessed with everything. 1
Targum Onkelos and Targum Yonasan: 'You have it good Yisrael! Who is like you among all the nations?!'
What is "Magen Ezrecha" referring to?
Seforno: 'After the Churban, Hashem assisted you, preventing you from becoming extinct'.
What are the connotations of "va'Asher Cherev Ga'avasecha"?
Seforno: ''Hashem is the sword of your pride who causes you to become elevated'.
Da'as Zekenim and Rosh: 'Hashem is your sword to destroy your enemies, and elevates you above everything'.
Targum Onkelos: 'Hashem is the victory of your pride'.
Targum Yonasan: 'Hashem is the mighty sword of your pride.'
Pane'ach Raza: It implies that, since Hashem is a shield to protect you, you do not need a shield or sword and that girding a sword is therefore an act of haughtiness.
What is the meaning of "Veyikachshu Oyvecha lach"? What is it referring to?
Rashi: It means 'Your enemies will lie to you, with reference to the Giv'onim, who told Yehoshua out of fear that they came from a distant land,. 1
See Yehoshua, 9:9.
What are the connotations of "ve'Atah al Bamoseimo Sidroch"?
Rashi, Targum Onkelos and Targum Yonasan: It means 'And you will tread on the necks of their kings'. 1
Seforno: It means 'Even their kings will submit themselves before you'. 2
Megilah, 16a #1: Based on a Gezeirah Shavah "ve'Atah al Bamoseimo Sidroch" "Vekarasa la'Shabbos Oneg Vehirkavticha al Bamasei Aretz", the Gemara learns that whoever enjoys the Shabbos (Oneg Shabbos) will be spared from Shibud Malchiyos - being under the jurisdiction of the nations.
Megilah, 16a #2: When, after learning about Haman's downfall, Mordechai kicked him, and Haman queried him from the Pasuk in Mishlei, 24:17 "bi'Nefol Oyicha Al Tismach", he informed him that that was confined to a fellow-Yisrael, but about people like him (Haman) the Torah writes "ve'Atah al Bamoseimo Sidroch." 3
Oznayim la'Torah: It teaches us that Yisrael wiill defeat their enemies even in the high locations where the enemy are waging gorrila warfare - and as is well-known, it is extremely difficult to fight a war with an enemy that is located in higher ground than oneself - bearing in mind that Hashem will send the hornet to destroy the enemy. 4
Which the victorious captain used to do to the king of the defeated nation as the latter knelt in submission before him. See Yehoshua, 10:24.
Seforno: As the Pasuk states in Yeshayah, 15:16.
See Torah Temimah, note 84.
See Devarim 7:20 and Yehishua, 24:12.