Midrash sa Genesis 49:20: Bamidbar Rabbah, Midrash Tanchuma, Aggadat Bereshit & Bereshit Rabbah

מֵאָשֵׁ֖ר שְׁמֵנָ֣ה לַחְמ֑וֹ וְה֥וּא יִתֵּ֖ן מַֽעֲדַנֵּי־מֶֽלֶךְ׃ (ס)

Mula kay Aser, magiging mataba ang kanyang tinapay, at siya ang magbibigay ng mga pagkaing nababagay sa hari.

Bamidbar Rabbah

“With the insignias” – there were insignias for each and every prince: a banner with a color for each, and every banner like the color of the gems that were on Aaron’s heart,7The high priest wore the choshen, a breastplate which had on it twelve different precious stones, each with a name of one of the tribes (Exodus 28:15–21). from which the empire learned to make a banner, with colors for each and every banner. For each and every tribe, the prince’s banner was like the color of his stone. Reuben, its stone was a ruby and its banner was dyed red, and mandrakes were depicted on it. Simeon, [its stone was] a peridot, its banner was dyed green, and Shekhem was depicted on it. Levi, [its stone was] an emerald, its banner was dyed one-third white, one-third black, and one-third red, and the urim and tumim were depicted on it.
Judah, [its stone was] a turquoise, the color of its banner was in its image, like the heavens, and a lion was depicted on it. Issachar, [its stone was] a sapphire, its banner was dyed bluish-black, and the sun and the moon were depicted on it, based on: “From the children of Issachar, possessors of understanding of the times” (I Chronicles 12:33). Zebulun, [its stone was] a clear quartz, the color of its banner, white, and a ship was depicted on it, based on: “Zebulun will dwell at the seashore, [and he shall be a shore for ships]” (Genesis 49:13).
Dan, [its stone was] a jacinth, the color of its banner was like a sapphire, and a serpent was depicted on it, based on: “Dan will be a serpent” (Genesis 49:17). Gad, [its stone was] an agate, and the color of its banner was neither white nor black, but rather white and black intermingled, and an encampment was depicted on it, based on: “Gad will wage war by regiment” (Genesis 49:19). Naphtali, [its stone was] an amethyst, the color of its banner was similar to clear wine whose redness is not deep, and a hind was depicted on it, based on: “Naphtali is a hind let loose” (Genesis 49:21).
Asher, [its stone was] a beryl, and the color of its banner was like the gem8Of that name. with which women adorn themselves, and an olive tree was depicted on it, based on: “From Asher, his bread is rich [shemena]” (Genesis 49:20).9The allusion to the olive tree is based on the fact that it produced olive oil [shemen]. Joseph, [its stone was] onyx, the color of its banner was exceedingly black, and it was depicted for two princes, Ephraim and Manasseh: Egypt, because they were born in Egypt.10The banners of Ephraim and Manasseh shared the same background. On the banner of Ephraim an ox was depicted, based on: “The firstborn of his bull [is his majesty]” (Deuteronomy 33:17); this is Joshua bin Nun, who was from the tribe of Ephraim. On the banner of Manasseh, an aurochs, based on: “And his horns are the horns of an aurochs” (Deuteronomy 33:17); this is Gideon son of Yoash, who was from the tribe of Manasseh. Benjamin, [its stone was] a chalcedony, the color of his banner was like all the colors of the twelve colors, and a wolf was depicted on it, based on: “Benjamin is a mauling wolf” (Genesis 49:27). That is why it is stated: “With the insignias,” as each and every prince had his own sign.
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Midrash Tanchuma

"But with a lot, etc." (Numbers 26:55). This is [the meaning of] that which is stated (Proverbs 18:18), "The lot puts an end to strife." Since a sign was written for each and every tribe from Yaakov - "Zevulun will dwell on the shore of the seas" (Genesis 49:13); "Yissachar is a boney donkey, etc." (Genesis 49:14); "From Asher, his bread is fat" (Genesis 49:20) - you are only permitted to divide [the land] by the lot. And there were miraculous acts in the lottery: Elazar the Priest wears the Urim and Tumim. And the slips of the lottery were in front of Yehoshua, as stated (Joshua 18:6) "And I will cast the lot for you here in front of the Lord, our God." But before the lot went up, Elazar said with the holy spirit, "The lot of tribe x is coming up, to take place y." And Yehoshua would extend his hand and [it] would come up [into his hand. It was] as it is stated (Joshua 19:51), "These are the inheritances that Elazar the Priest and Yehoshua ben Nun apportioned." And this was [even] more; that the lot would yell out at the time that it went up, "I am the lot of tribe x; I have gone up to it in place y." And from where [do we know] that the lot speaks? As it is stated (Numbers 26:56), "By the mouth of (according to) the lot."
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Midrash Tanchuma

As for Asher, his bread shall be fat (Gen. 49:20). That is, his daughters shall be beautiful, as it is said: For my daughters make me happy (Gen. 30:13). Blessed be Asher above sons, let him be favored of his brethren (Deut. 33:24) because of his daughters.
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