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<page type="Approaches">
 
<page type="Approaches">
 
<h1>A Portrait of Esav</h1>
 
<h1>A Portrait of Esav</h1>
<div><b><center>THIS TOPIC HAS NOT YET UNDERGONE EDITORIAL REVIEW</center></b></div>
 
 
<approaches>
 
<approaches>
<category name="">Wicked
+
 
<p>Esav is a wicked and deceitful character who rejects Hashem, commits heinous crimes and is unworthy of being the spiritual heir.</p>
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<category>Neutral
 +
<p>Esav was a mostly neutral character, with neither great attributes nor great faults.</p>
 
<mekorot>
 
<mekorot>
<multilink><a href="Jubilees25" data-aht="source">Jubilees</a><a href="Jubilees25" data-aht="source">25:2-3</a><a href="Jubilees26" data-aht="source">26:21-23</a><a href="Jubilees35" data-aht="source">35:10-42</a><a href="Jubilees37" data-aht="source">37:1-15</a><a href="Jubilees38-1" data-aht="source">38:1-15</a><a href="Jubilees" data-aht="parshan">About Jubilees</a></multilink>, <multilink><a href="PhiloQuestionsandAnswersonGenesisIV-160-161" data-aht="source">Philo</a><a href="PhiloQuestionsandAnswersonGenesisIV-160-161" data-aht="source">Questions and Answers on Genesis, IV:160-161</a><a href="PhiloQuestionsandAnswersonGenesisIV-165" data-aht="source">Questions and Answers on Genesis, IV:165</a><a href="PhiloQuestionsandAnswersonGenesisIV-171-174" data-aht="source">Questions and Answers on Genesis, IV:171-174</a><a href="PhiloQuestionsandAnswersonGenesisIV-198" data-aht="source">Questions and Answers on Genesis, IV:198</a><a href="PhiloOntheBirthofAbelandtheSacrifices24-6" data-aht="source">On the Birth of Abel and the Sacrifices 2 (4-6)</a><a href="Philo" data-aht="parshan">About Philo</a></multilink>,&#160;<multilink><a href="NeofitiBereshit25-34" data-aht="source">Targumim</a><a href="NeofitiBereshit25-34" data-aht="source">Targum Neofiti Bereshit 25:34</a><a href="PsJBereshit25-27" data-aht="source">Targum Pseudo-Jonathan Bereshit 25:27-34</a><a href="PsJBereshit26-34" data-aht="source">Targum Pseudo-Jonathan Bereshit 26:34-35</a><a href="PsJBereshit27-31" data-aht="source">Targum Pseudo-Jonathan Bereshit 27:31</a><a href="PsJBereshit32-7" data-aht="source">Targum Pseudo-Jonathan Bereshit 32:7</a><a href="PsJBereshit33-1" data-aht="source">Targum Pseudo-Jonathan Bereshit 33:1-4</a><a href="TargumYerushalmi25-34" data-aht="source">Targum Yerushalmi Bereshit 25:34</a><a href="TargumYerushalmi32-7" data-aht="source">Targum Yerushalmi Bereshit 32:7</a><a href="TargumYerushalmi33-4" data-aht="source">Targum Yerushalmi Bereshit 33:4</a><a href="Neofiti" data-aht="parshan">About Targum Neofiti</a><a href="Targum Pseudo-Jonathan" data-aht="parshan">About Targum Pseudo-Jonathan</a><a href="Targum Yerushalmi" data-aht="parshan">About Targum Yerushalmi</a></multilink>, <multilink><a href="BavliBB16b" data-aht="source">Bavli Bava Batra</a><a href="BavliBB16b" data-aht="source">16b</a><a href="Talmud Bavli" data-aht="parshan">About the Bavli</a></multilink>,&#160;<multilink><a href="BereshitRabbah63-6" data-aht="source">Bereshit Rabbah</a><a href="BereshitRabbah63-6" data-aht="source">63:6-14</a><a href="Bereshit Rabbah" data-aht="parshan">About Bereshit Rabbah</a></multilink>, <multilink><a href="PesiktaDRK3-1" data-aht="source">Pesikta DeRav Kahana</a><a href="PesiktaDRK3-1" data-aht="source">3:1 ("Zakhor")</a><a href="Pesikta DeRav Kahana" data-aht="parshan">About Pesikta DeRav Kahana</a></multilink>, <multilink><a href="TanchumaToledot8" data-aht="source">Tanchuma</a><a href="TanchumaToledot8" data-aht="source">Toledot 8</a><a href="TanchumaVayishlach4" data-aht="source">Vayishlach 4</a><a href="TanchumaBuberToledot2" data-aht="source">Toledot 2</a><a href="TanchumaBuberToledot3" data-aht="source">Toledot 3</a><a href="Tanchuma" data-aht="parshan">About the Tanchuma</a></multilink>, <multilink><a href="RasagCommentaryBereshit25" data-aht="source">R. Saadia Gaon</a><a href="RasagCommentaryBereshit25" data-aht="source">Commentary Bereshit 25</a><a href="R. Saadia Gaon" data-aht="parshan">About R. Saadia Gaon</a></multilink>, <multilink><a href="RashiBereshit25-22" data-aht="source">Rashi</a><a href="RashiBereshit25-22" data-aht="source">Bereshit 25:22</a><a href="RashiBereshit25-27" data-aht="source">Bereshit 25:27-28</a><a href="RashiBereshit25-29" data-aht="source">Bereshit 25:29</a><a href="RashiBereshit25-32" data-aht="source">Bereshit 25:32-34</a><a href="RashiBereshit26-34" data-aht="source">Bereshit 26:34-35</a><a href="RashiBereshit27-5" data-aht="source">Bereshit 27:5</a><a href="RashiBereshit32-7" data-aht="source">Bereshit 32:7</a><a href="RashiBereshit32-12" data-aht="source">Bereshit 32:12</a><a href="RashiBereshit33-4" data-aht="source">Bereshit 33:4</a><a href="R. Shelomo Yitzchaki (Rashi)" data-aht="parshan">About R. Shelomo Yitzchaki</a></multilink>,&#160;<multilink><a href="MinchatYehudaBereshit25-27" data-aht="source">Minchat Yehuda</a><a href="MinchatYehudaBereshit25-27" data-aht="source">Bereshit 25:27</a><a href="Minchat Yehuda" data-aht="parshan">About R. Yehuda b. Elazar</a></multilink>, <multilink><a href="Ran2" data-aht="source">Ran</a><a href="Ran2" data-aht="source">Derashot HaRan 2</a><a href="R. Nissim Gerondi (Ran)" data-aht="parshan">About R. Nissim Gerondi</a></multilink>, <multilink><a href="AbarbanelBereshit25-2429" data-aht="source">Abarbanel</a><a href="AbarbanelBereshit25" data-aht="source">Bereshit 25 Questions</a><a href="AbarbanelBereshit25-19" data-aht="source">Bereshit 25:19</a><a href="AbarbanelBereshit25-2429" data-aht="source">Bereshit 25:24, 29</a><a href="R. Yitzchak Abarbanel" data-aht="parshan">About R. Yitzchak Abarbanel</a></multilink>, <multilink><a href="SefornoBereshit25-27" data-aht="source">Seforno</a><a href="SefornoBereshit25-27" data-aht="source">Bereshit 25:27-34</a><a href="SefornoBereshit26-35" data-aht="source">Bereshit 26:35</a><a href="SefornoBereshit27-1" data-aht="source">Bereshit 27:1</a><a href="SefornoBereshit32-7" data-aht="source">Bereshit 32:7</a><a href="R. Ovadyah Seforno" data-aht="parshan">About R. Ovadyah Seforno</a></multilink>,&#160;<multilink><a href="RHirschBereshit25-27" data-aht="source">R. S"R Hirsch</a><a href="RHirschBereshit25-27" data-aht="source">Bereshit 25:27</a><a href="R. Samson Raphael Hirsch" data-aht="parshan">About R. Samson Raphael Hirsch</a></multilink>, <multilink><a href="MalbimBereshit27-1" data-aht="source">Malbim</a><a href="MalbimBereshit27-1" data-aht="source">Bereshit 27:1</a><a href="MalbimBereshit27-5" data-aht="source">Bereshit 27:5</a><a href="R. Meir Leibush Weiser (Malbim)" data-aht="parshan">About R. Meir Leibush Weiser</a></multilink>
+
<multilink><a href="Josephus1-18-1" data-aht="source">Josephus</a><a href="Josephus1-18-1" data-aht="source">Antiquities 1:18:1</a><a href="Josephus1-18-4" data-aht="source">Antiquities 1:18:4-8</a><a href="Josephus1-20-1" data-aht="source">Antiquities 1:20:1</a><a href="Josephus2-1-1" data-aht="source">Antiquities 2:1:1</a><a href="Josephus" data-aht="parshan">About Josephus</a></multilink>, <multilink><a href="RashbamBereshit25-22" data-aht="source">Rashbam</a><a href="RashbamBereshit25-22" data-aht="source">Bereshit 25:22,27-28</a><a href="RashbamBereshit25-31" data-aht="source">Bereshit 25:31-34</a><a href="RashbamBereshit32-7" data-aht="source">Bereshit 32:7-8</a><a href="RashbamBereshit32-21" data-aht="source">Bereshit 32:21-29</a><a href="R. Shemuel b. Meir (Rashbam)" data-aht="parshan">About R. Shemuel b. Meir</a></multilink>,&#160;<multilink><a href="RYBSBereshit25-29" data-aht="source">R. Yosef Bekhor Shor</a><a href="RYBSBereshit25-29" data-aht="source">Bereshit 25:29-30</a><a href="RYBSBereshit25-34" data-aht="source">Bereshit 25:34</a><a href="RYBSBereshit27-45" data-aht="source">Bereshit 27:45</a><a href="RYBSBereshit32-7" data-aht="source">Bereshit 32:7-8</a><a href="R. Yosef Bekhor Shor" data-aht="parshan">About R. Yosef Bekhor Shor</a></multilink>
 
</mekorot>
 
</mekorot>
<point><b><i>In utero</i></b> – According to Bereshit Rabbah and Rashi, Esav displayed his wicked tendencies already <i>in utero</i>.&#160; Whenever Rivka passed a house of idolatry, he would push in the womb,<fn>This is the midrashic understanding of the phrase, "וַיִּתְרֹצֲצוּ הַבָּנִים בְּקִרְבָּהּ".</fn> drawn to worship there.&#160; R. Yochanan and Resh Lakish further suggest that the fetal movements ("וַיִּתְרֹצֲצוּ") were attempts on the part of the fetuses to kill or overpower one another, and that even Esav's animosity towards Yaakov began before they were born.<fn>It should be noted, though, that according to these sages the attempts are two-sided.&#160; Both brothers try to kill or overpower the other, and so the statement is not meant to vilify Esav as much as to portray the eternal battle between the siblings.</fn></point>
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<point><b><i>In utero</i></b> – These sources understand the movement of the twins&#160;("וַיִּתְרֹצֲצוּ") to be the regular fetal exertions of babies,<fn>Josephus only alludes to the struggle in the womb in his words, "her belly was greatly burdened", perhaps hesitant to speak openly about the struggle between Israel and Esav=Rome.&#160; L. Feldman, <i>Josephus' Interpretation of the Bible</i> (Los Angeles, 1999): 314-324, notes that, throughout his work, Josephus was faced with a great dilemma in deciding how to portray the character of Esav.&#160; In this era (according to Feldman; not all agree) Esav was already associated with Rome and Josephus could not antagonize his Roman audience by denigrating his character. Yet the Biblical text obviously rejects Esav in favor of Yaakov.&#160; Thus, he walked an exegetical "tightrope", attempting to neither extol one nor belittle the other.&#160; <br/>In Josephus' reporting of the prophecy received by Rivka this tension is already manifest.&#160; He chooses to write that "the younger will excel the older" rather than "the older shall serve the younger" so as not to imply that Rome will inevitably be weaker than Judea.&#160; In light of Rome's recent victory, this would have sounded absurd to his readers.</fn> exacerbated due to the fact that there were two.&#160; They do not suggest that it revealed anything about the character of the brothers themselves, despite the Torah's stating that it was symbolic of the future struggles between their two nations.</point>
<point><b>"אַדְמוֹנִי כֻּלּוֹ כְּאַדֶּרֶת שֵׂעָר"</b> – According to many, this description of Esav's external appearance is indicative of internal failings as well.&#160; R. Abba b. Kahana in Bereshit Rabbah and Rashi maintain that the term "אַדְמוֹנִי" denotes one who spills blood. Abarbanel explains similarly, and further suggests that hairiness, too, is associated with a nature of cruelty and anger. Malbim, instead associates redness with cruelty and the hairiness with an intellectual and moral deficit.</point>
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<point><b>"אַדְמוֹנִי כֻּלּוֹ כְּאַדֶּרֶת שֵׂעָר"</b> – According to these sources, this is just an external description of Esav which had no bearing on his inner qualities. Josephus, interestingly, makes no mention of Esav's redness, perhaps due to the negative connotations often associated with it in antiquity.<fn>See above that Josephus was wary of antagonizing his Roman patrons by painting a negative portrait of Esav.&#160; L. Feldman (see above note) points out that, in Roman society, red hair was a sign of servitude, with many slaves depicted as redheaded and called Rufus (red).</fn></point>
<point><b>"אִישׁ יֹדֵעַ צַיִד אִישׁ שָׂדֶה"</b> – Many of these sources understand this phrase as describing Esav's character rather than his profession:<fn>On a textual level, the fact that Yaakov is described by two terms, one of which describes his nature ("אִישׁ תָּם") and one which supplies his profession ("יֹשֵׁב אֹהָלִים"), might have led commentators to suggest that the parallel two terms by Esav must also speak of both his character and his profession.</fn>&#160;<br/>
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<point><b>"אִישׁ יֹדֵעַ צַיִד אִישׁ שָׂדֶה"</b> – These sources do not read into these terms a description of Esav's character, apparently understanding them to simply be a statement of his occupation,<fn>Rashbam similarly explains that Yaakov was simply a shepherd, not a Torah scholar sitting in the tents of the Beit Midrash (cf. Midrashim below).</fn> carrying no negative connotation.<fn>Cf. Y. Bin-Nun, <a href="http://www.ybn.webzit.co.il/maamrey-tanach/%D7%99%D7%93%D7%99-%D7%A2%D7%A9%D7%95-%D7%A7%D7%95%D7%9C-%D7%99%D7%A2%D7%A7%D7%91-2/">"ידי עשו – קול יעקב"</a>, who views it in a positive light.&#160; Like R. Avraham b. HaRambam below, he notes the parallel to the description of Nimrod:&#160; "הוּא הָיָה גִבֹּר צַיִד לִפְנֵי ה'&#8207;" in Bereshit 10:9, and suggests that in both cases it means a great warrior.&#160; He suggests that Yitzchak looked favorably on this trait and recognized its benefits in warding off the Philistines and other enemies.</fn></point>
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<point><b>Contrast between the brothers</b> – Josephus omits the contrast entirely, perhaps to ensure that one not be drawn to make a negative evaluation of Esav based on the foil to Yaakov's innocence.<fn>Rashbam and R"Y Bekhor Shor's understanding of the verse to focus on the brothers' professions has a similar effect.</fn></point>
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<point><b>Scorning the birthright</b> – Most of these sources do not find Esav's scorning of the birthright problematic and view it neither as a foolhardy dismissal of a lofty status, nor as a rejection of Hashem:
 
<ul>
 
<ul>
<li><b>Trickster</b> – Bereshit Rabbah, Tanchuma, Rashi, Abarbanel<fn>It is unclear from Abarbanel if he thinks the words are a metaphor or if he assumes that Esav chose the hunting profession since it was suited to his deceitful nature.</fn> and R. Hirsch assert that the words "אִישׁ יֹדֵעַ צַיִד" refer to one who is deceitful and traps (צד) people<fn>R. Hirsch does not read the phrase in this manner but rather suggests Esav's very essence was that of a hunter who stalks his prey, insidious and full of cunning.</fn> with his words.<fn>Tanchuma describes how he would trick his father into believing that he was God-fearing by asking questions even about the minutiae of legal practice, such as the laws of tithing salt.</fn></li>
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<li><b>Life over money</b> – R"Y Bekhor Shor assumes that Esav was literally on the verge of death when he sold his birthright, and thus he does not fault him for his actions, pointing out that Esav rightfully recognized that all the money in the world is not worth one's life.<fn>For elaboration, see <a href="Sale of the Birthright – A Fair Deal" data-aht="page">Sale of the Birthright – A Fair Deal</a>.</fn>&#160; Josephus goes even further, portraying Esav as the victim and Yaakov as taking advantage of his hunger to force him into the sale.<fn>Josephus, perhaps aware that some readers would view the willingness to sell a birthright as a fault, omits mention of the fact that "Esav scorned the birthright".&#160; In addition, he glosses over the story as a whole, including it only after the recording of the death of Yitzchak, as an appendix which comes to explain the origins of the name "Edom".</fn></li>
<li><b>Murderer</b> – Targum Pseudo-Jonathan makes Esav even more wicked, suggesting that the phrase teaches that Esav killed people as well as animals.<fn>See above that some assume that the term "אַדְמוֹנִי" also refers to this murderous trait.</fn> Jubilees similarly suggests that he learned the art of war.</li>
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<li><b>Logical deal</b> – Rashbam also assumes that Esav's actions were understandable, believing as he did that he might very well die before his father due to the dangers involved in hunting.&#160; In addition, Rashbam asserts that Yaakov paid for the birthright not just with the stew but with actual money.&#160; Thus, Esav was not throwing away the birthright for nothing.<fn>Nonetheless, Rashbam does point out that afterwards Esav regretted his decision, proving that he did act somewhat impetuously.&#160; See <a href="Sale of the Birthright – A Fair Deal" data-aht="page">Sale of the Birthright – A Fair Deal</a>.</fn>&#160;</li>
<li><b>Asocial</b> – Abarbanel asserts that the term "אִישׁ שָׂדֶה" refers to one who distances himself from society.<fn>R. Hiyya in Bereshit Rabbah instead suggests that Esav "הפקיר עצמו כשדה". See Rashi who explains similarly, describing Esav as a loafer.</fn></li>
 
</ul></point>
 
<point><b>Contrast between the brothers</b><ul>
 
<li><b>Black and white</b> – Many of these sources portray the twins as total opposites, making Esav the wicked counterpart of the righteous Yaakov. Abarbanel goes as far as to suggest that all the negative traits inherited from Rivka's deceitful ancestors went to Esav, while all the positive traits from Avraham's side went to Yaakov.</li>
 
<li><b>Potentially equal</b> – R. Hirsch asserts that the fact that the two brothers had such different natures in and of itself did not mean that one was to follow a path or righteousness while the other turned away from such a path.<fn>Radak notes that even the original prophecy of the "וְרַב יַעֲבֹד צָעִיר" is ambiguous.&#160; without the identifying "את" it is unclear if it should read, "the elder shall serve the younger" or "the elder, shall the younger serve".</fn> Esav's traits of energetic strength and courage, and even his cunning could all have been harnessed for the good, had his parents recognized these and taught him according to his nature.&#160; The fact that they did not is what led to his downfall.</li>
 
</ul></point>
 
<point><b>"וַיָּבֹא עֵשָׂו מִן הַשָּׂדֶה וְהוּא עָיֵף"</b> – Most of the midrashic sources<fn>Rashi follows partially in their interpretation, mentioning murder but not rape.</fn> and Targum Pseudo-Jonathan find hints in this clause to two great sins of Esav, both murder and illicit relations.<fn>As evidence, they point to&#160;<a href="Devarim22-25" data-aht="source">Devarim 22:25</a> where the laws of raping an engaged woman speak of it occurring "בשדה" and to&#160;<a href="Yirmeyahu4-31" data-aht="source">Yirmeyahu 4:31</a> which mentions being "עיף" in connection to killing.</fn></point>
 
<point><b>"הִנֵּה אָנֹכִי הוֹלֵךְ לָמוּת"</b> – Most of these sources<fn>See <b> </b>Bavli Bava Batra, the various Targumim, Bereshit Rabbah, R.Saadia Gaon and Malbim.</fn> read into these words a denial of the principle of resurrection of the dead or the world to come.</point>
 
<point><b>Scorning the birthright</b> – According to Rashi and Seforno, the birthright merited one to act as priest in serving Hashem.&#160; Thus in rejecting it, Esav was in effect scorning Hashem.<fn>R. Saadia does not explain exactly what the birthright constituted be he also views the sale as evidence of Esav's misplaced priorities: "בא לגנות את עשו שמכר במחיר נמוך כזה את המעלה הרמה". Bavli Bava Batra and Targum Pseudo-Jonathan similarly view the rejection&#160; as a sin, but do not elaborate.</fn> R. Hirsch points out that this was Esav's general tendency, to always give up the spiritual for material gain.</point>
 
<point><b>Esav's marriage</b> – Jubilees, Targum Pseudo-Jonathan, Rashi and R. Hirsch assert that Esav married idolaters, and this is why they were a source of distress to his parents.&#160; Jubilees adds that they were full of fornication and debauchery, without any righteousness.</point>
 
<point><b>Yaakov and Esav's reunion</b><ul>
 
<li>According to most of these sources, Esav went to greet Yaakov with an army of 400 men, intent to battle his brother.<fn>Abarbanel presents Yaakov's messengers as assuming that Esav's entourage was a show of respect to his brother, but Yaakov himself understanding it to be a gathering for war.&#160; It is unclear from Abarbanel who was correct and what Esav's intentions actually were.</fn> Many of the midrashic sources and Targumim further suggest that Esav's kiss upon greeting Yaakov was not sincere, but rather an attempt to bite his brother.&#160;</li>
 
<li>Jubilees does not depict the reunion, but instead has Esav's clan convince him, after his parents' death, to actively approach Yaakov to seek vengeance.<fn>This is presumably related to Esav's thoughts in the Biblical text that when the mourning of his father passed he would avenge Yaakov.&#160; According to Jubilees the attack ends with Esav dying at Yaakov's hands and a sweeping victory to Yaakov who then puts his brother's men into servitude.</fn></li>
 
</ul></point>
 
<point><b>Yitzchak's preference for Esav</b><ul>
 
<li><b>Unaware of wickedness</b>&#160;According to many of these sources, Yitzchak was unaware of Esav's true nature either because Esav tricked him into believing he was righteous,<fn>See Targum Pseudo-Jonathan, Tanchuma, Rashi and R. Hirsch who explain that "כִּי צַיִד בְּפִיו" refers to tricking Yitzchak with his words.&#160; Bereshit Rabbah seems to suggest, instead, that through feeding Yitzchak, he gained his favor.</fn> or because he had a natural love for his eldest son and was convinced of his bravery and strength by his tales of hunting.<fn>This is how Abarbanel explains the term "כִּי צַיִד בְּפִיו"; Esav's mouth was filled with stories of his hunting.&#160; Malbim and R. Hirsch raise this possibility as well.</fn> R. Hirsch adds that often people are attracted to their opposites, so Esav's active nature appealed to Yitzchak, and he did not see beyond to the negatives that lay underneath.</li>
 
<li><b>No preference for Esav</b> – According to Seforno the verse is not saying that Yitzchak preferred Esav, but that he loved him also<fn>See Radak below who explains similarly.</fn> (in contrast to Rivka who loved only Yaakov).<fn>He does agree, though, that he did not appreciate the full level of Esav's wickedness and that he even contributed to it by not rebuking him.</fn>&#160;</li>
 
<li><b>Split the blessing</b> – Malbim&#160; suggests that Yitzchak was aware of his son's ways<fn>He suggests that it was Esav's marriage which allowed him to see that his son was unworthy.</fn> and had never intended to give him the blessing of Avraham, but only a material blessing. He thought that both his children would be partners.&#160; Yaakov would devote his life to service of Hashem, while Esav would provide for all his physical needs.</li>
 
 
</ul></point>
 
</ul></point>
<point><b>Esav's descendants</b> – Esav's descendant, Amalek and Edom=Rome, have come to represent the arch-enemies of Israel throughout the ages.&#160; It is not surprising, then, that many might have been inclined to view their ancestor, Esav, as already evil.&#160; Moreover, midrashic literature which consistently associated Esav with their contemporary enemy, Rome,&#160;&#160; was especially likely to take a harsh reading of Esav.</point>
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<point><b>Esav's marriage</b> – This approach might suggest that though Esav erred in marrying Hittite wives,<fn>Josephus attempts to mitigate this action as well, noting that Esav acted without the permission or approval of his father, but omitting that the wives were a source of bitterness for his parents.</fn> when he realized that this was against his parents' wishes, he took an additional wife from Avraham's family in order to please them.</point>
 +
<point><b>Yaakov and Esav's reunion</b> – According to Josephus and Rashbam, Esav was happy to see Yaakov and was bringing 400 men as an honor guard.&#160; As evidence, Rashbam points to Esav's embrace of his brother in chapter 33.<fn>Rashbam goes as far as to suggest that Yaakov's unwarranted fear of his brother and attempts to flee were punished.&#160; See <a href="Wrestling With Angels and Men" data-aht="page">Wrestling With Angels and Men</a>.</fn></point>
 +
<point><b>Yitzchak's preference for Esav</b> – None of these sources elaborate on the reasons for Yitzchak's preference for Esav, perhaps because they do not find it surprising that he might do so.&#160; If Esav is not a negative character, but provides for Yitzchak and is his first born, there would be no reason for Yitzchak not to love him or bless him.&#160; R"Y Bekhor Shor even suggests that Yitzchak knew of the sale of the birthright and decided to bless Esav before his death so that he could evade paying the consequences of his action.</point>
 +
<point><b>Esav's descendants</b> – While the association of Esav and Rome might have motivated numerous Midrashic sources (see below) to paint a negative picture of Esav, the same connection had the opposite effect on Josephus, a Roman lackey.&#160; He was loathe to denigrate his superiors, and thus paints a far more neutral portrait of the Biblical character.<fn>This factor did not impact Rashbam or R"Y Bekhor Shor, who instead were motivated by a desire to adhere to the simple sense of the text.</fn></point>
 
</category>
 
</category>
<category name="">Negative
+
<category>Negative
<p>Esav is an unworthy character with several faults, but not wicked and immersed in terrible crimes.<fn>The sources below range in their evaluation of Esav, with Ibn Ezra, Sadal and Ramban viewing him as only mildly negative and Radak and Ralbag viewing him much more so.</fn></p>
+
<p>Esav was an unworthy character with several faults, but he was not wicked or implicated in terrible crimes.<fn>The sources below range in their evaluation of Esav, with Ibn Ezra, Ramban, and Shadal viewing him as only mildly negative, and Radak and Ralbag viewing him as much worse.</fn></p>
 
<mekorot>
 
<mekorot>
<multilink><a href="IbnEzraBereshit25-27" data-aht="source">Ibn Ezra</a><a href="IbnEzraBereshit25-27" data-aht="source">Bereshit 25:27</a><a href="IbnEzraBereshit25-32" data-aht="source">Bereshit 25:32-34</a><a href="IbnEzraBereshit27-40" data-aht="source">Bereshit 27:40</a><a href="R. Avraham ibn Ezra" data-aht="parshan">About R. Avraham ibn Ezra</a></multilink>, <multilink><a href="RadakBereshit25-22-23" data-aht="source">Radak</a><a href="RadakBereshit25-22-23" data-aht="source">Bereshit 25:22-23</a><a href="RadakBereshit25-27" data-aht="source">Bereshit 25:27-28</a><a href="RadakBereshit25-31" data-aht="source">Bereshit 25:29, 31-34</a><a href="RadakBereshit26-34-35" data-aht="source">Bereshit 26:34-35</a><a href="RadakBereshit27-4" data-aht="source">Bereshit 27:4-5</a><a href="RadakBereshit32-7" data-aht="source">Bereshit 32:7</a><a href="R. David Kimchi (Radak)" data-aht="parshan">About R. David Kimchi</a></multilink>, <multilink><a href="RAvrahamBereshit25-23" data-aht="source">R. Avraham b. HaRambam</a><a href="RAvrahamBereshit25-23" data-aht="source">Bereshit 25:23</a><a href="RAvrahamBereshit25-27" data-aht="source">Bereshit 25:27-29</a><a href="RAvrahamBereshit25-31" data-aht="source">Bereshit 25:31, 34</a><a href="RAvrahamBereshit26-34" data-aht="source">Bereshit 26:34</a><a href="RAvrahamBereshit32-7" data-aht="source">Bereshit 32:7</a><a href="R. Avraham Maimonides" data-aht="parshan">About R. Avraham Maimonides</a></multilink>, <multilink><a href="RambanBereshit25-22-2328" data-aht="source">Ramban</a><a href="RambanBereshit25-22-2328" data-aht="source">Bereshit 25:22-23,28</a><a href="RambanBereshit25-34" data-aht="source">Bereshit 25:34</a><a href="RambanBereshit28-25" data-aht="source">Bereshit 28:25</a><a href="RambanBereshit32-8" data-aht="source">Bereshit 32:8</a><a href="R. Moshe b. Nachman (Ramban)" data-aht="parshan">About R. Moshe Nachmanides</a></multilink>,&#160;<multilink><a href="RalbagBereshit25P23" data-aht="source">Ralbag</a><a href="RalbagBereshit25P23" data-aht="source">Beiur Divrei HaParashah Bereshit 25:23-34</a><a href="RalbagBereshit25T4" data-aht="source">Bereshit 25:19-34 Toelet 4</a><a href="RalbagBereshit27T2" data-aht="source">Bereshit 27:1-28:9 Toelet 2</a><a href="RalbagBereshit27T8" data-aht="source">Bereshit 27:1-28:9 Toelet 8</a><a href="R. Levi b. Gershon (Ralbag)" data-aht="parshan">About R. Levi b. Gershon</a></multilink>, <multilink><a href="ShadalBereshit25-31" data-aht="source">Shadal</a><a href="ShadalBereshit25-31" data-aht="source">Bereshit 25:31</a><a href="ShadalBereshit32-7" data-aht="source">Bereshit 32:7</a><a href="R. Shemuel David Luzzatto (Shadal)" data-aht="parshan">About R. Shemuel David Luzzatto</a></multilink>
+
<multilink><a href="IbnEzraBereshit25-27" data-aht="source">Ibn Ezra</a><a href="IbnEzraBereshit25-27" data-aht="source">Bereshit 25:27</a><a href="IbnEzraBereshit25-32" data-aht="source">Bereshit 25:32-34</a><a href="IbnEzraBereshit27-40" data-aht="source">Bereshit 27:40</a><a href="R. Avraham ibn Ezra" data-aht="parshan">About R. Avraham ibn Ezra</a></multilink>, <multilink><a href="RadakBereshit25-22-23" data-aht="source">Radak</a><a href="RadakBereshit25-22-23" data-aht="source">Bereshit 25:22-23</a><a href="RadakBereshit25-27" data-aht="source">Bereshit 25:27-28</a><a href="RadakBereshit25-31" data-aht="source">Bereshit 25:29, 31-34</a><a href="RadakBereshit26-34-35" data-aht="source">Bereshit 26:34-35</a><a href="RadakBereshit27-4" data-aht="source">Bereshit 27:4-5</a><a href="RadakBereshit32-7" data-aht="source">Bereshit 32:7</a><a href="R. David Kimchi (Radak)" data-aht="parshan">About R. David Kimchi</a></multilink>, <multilink><a href="RAvrahamBereshit25-23" data-aht="source">R. Avraham b. HaRambam</a><a href="RAvrahamBereshit25-23" data-aht="source">Bereshit 25:23</a><a href="RAvrahamBereshit25-27" data-aht="source">Bereshit 25:27-29</a><a href="RAvrahamBereshit25-31" data-aht="source">Bereshit 25:31, 34</a><a href="RAvrahamBereshit26-34" data-aht="source">Bereshit 26:34</a><a href="RAvrahamBereshit32-7" data-aht="source">Bereshit 32:7</a><a href="R. Avraham Maimonides" data-aht="parshan">About R. Avraham Maimonides</a></multilink>, <multilink><a href="RambanBereshit25-22-2328" data-aht="source">Ramban</a><a href="RambanBereshit25-22-2328" data-aht="source">Bereshit 25:22-23,28</a><a href="RambanBereshit25-34" data-aht="source">Bereshit 25:34</a><a href="RambanBereshit28-25" data-aht="source">Bereshit 28:25</a><a href="RambanBereshit32-8" data-aht="source">Bereshit 32:8</a><a href="R. Moshe b. Nachman (Ramban, Nachmanides)" data-aht="parshan">About R. Moshe b. Nachman</a></multilink>,&#160;<multilink><a href="RalbagBereshit25P23" data-aht="source">Ralbag</a><a href="RalbagBereshit25P23" data-aht="source">Beiur Divrei HaParashah Bereshit 25:23-34</a><a href="RalbagBereshit25T4" data-aht="source">Bereshit 25:19-34 Toelet 4</a><a href="RalbagBereshit27T2" data-aht="source">Bereshit 27:1-28:9 Toelet 2</a><a href="RalbagBereshit27T8" data-aht="source">Bereshit 27:1-28:9 Toelet 8</a><a href="R. Levi b. Gershom (Ralbag, Gersonides)" data-aht="parshan">About R. Levi b. Gershom</a></multilink>, <multilink><a href="ShadalBereshit25-31" data-aht="source">Shadal</a><a href="ShadalBereshit25-31" data-aht="source">Bereshit 25:31</a><a href="ShadalBereshit32-7" data-aht="source">Bereshit 32:7</a><a href="R. Shemuel David Luzzatto (Shadal)" data-aht="parshan">About R. Shemuel David Luzzatto</a></multilink>
 
</mekorot>
 
</mekorot>
<point><b><i>In utero</i></b> – These commentators do not read into the fetal movement any significance regarding the character of Esav, but Radak, R. Avraham b. HaRambam and Ramban do suggest that it foreshadowed the rivalry and hatred between the brothers and their future nations.</point>
+
<point><b><i>In utero</i></b> – These commentators do not read into the fetal movement any significance for the character of Esav himself.&#160; It only foreshadowed the future rivalry between the brothers and their future nations.</point>
 
<point><b>"אִישׁ יֹדֵעַ צַיִד אִישׁ שָׂדֶה"</b> – Most of these sources suggest that this description sheds negative light on Esav's character:<br/>
 
<point><b>"אִישׁ יֹדֵעַ צַיִד אִישׁ שָׂדֶה"</b> – Most of these sources suggest that this description sheds negative light on Esav's character:<br/>
 
<ul>
 
<ul>
<li><b>Deceitful</b>&#160;– Ibn Ezra, Ralbag and Shadal<fn>Shadal suggests that this is&#160; the implication of the contrast to Yaakov' innocence. He does note, though, that Yaakov, too, was at times deceitful but asserts that one can still be called upright if one tricks so as to be saved from those who want to harm you or the like.&#160; One whose whole occupation revolves around setting snares and does so regularly can no longer be seen as an "איש תם".</fn> see in Esav's chosen profession a sign of his devious nature, since the way of a hunter is to catch his prey by traps and cunning.</li>
+
<li><b>Deceitful</b>&#160;– Ibn Ezra, Ralbag, and Shadal<fn>Shadal suggests that this is the implication of the contrast to Yaakov's innocence. He does note, though, that Yaakov, too, was at times deceitful.&#160; But he asserts that one can still be called upright if one uses guile to be saved from those who want to harm you or the like.&#160; However, one whose entire occupation revolves around setting snares can no longer be seen as an "אִישׁ תָּם".</fn> see in Esav's chosen profession a sign of his devious nature, since the way of a hunter is to catch his prey by traps and cunning.</li>
<li><b>Power-hungry</b> – R. Avraham b. HaRambam compares this phrase to the similar one by Nimrod, "הוּא הָיָה גִבֹּר צַיִד", and asserts that it connotes one who chases power and wealth.<fn>Nimrod is the first person described to rule over a vast kingdom, so R. Avraham understands his description as a "גִבֹּר צַיִד" to be related to this role as ruler.</fn></li>
+
<li><b>Power hungry</b> – R. Avraham b. HaRambam compares this phrase to the similar one by Nimrod, "הוּא הָיָה גִבֹּר צַיִד", and asserts that it connotes one who chases power and wealth.<fn>Nimrod is the first person described to rule over a vast kingdom, so R. Avraham understands his description as a "גִבֹּר צַיִד" to be related to this role as ruler.</fn></li>
<li><b>Physical</b> – Radak more simply asserts that Esav chose a worldly path rather than a spiritual one marked by wisdom, while Shadal suggests that "אִישׁ שָׂדֶה" refers to a hard man of the wilderness.</li>
+
<li><b>Physical</b> – Radak more simply asserts that Esav chose a worldly path rather than a spiritual one marked by wisdom, while Shadal suggests that "אִישׁ שָׂדֶה" refers to a toughened man of the wilderness.</li>
 
</ul></point>
 
</ul></point>
<point><b>Scorning the birthright</b> – These commentators split in their evaluation of Esav's actions during the sale:<br/>
+
<point><b>Scorning the birthright</b> – These commentators differ in their evaluation of Esav's actions during the sale:<br/>
 
<ul>
 
<ul>
<li><b>Neutral</b> –&#160; Ibn Ezra and Shadal do not fault Esav for scorning the birthright, claiming that Esav thought it likely that he would die before his father.<fn>Due to the dangers involved in hunting, Esav assumed that he might die an early death.</fn> Ibn Ezra adds that the birthright was not worth much in any case, as Yitzchak was poor.<fn>See Ramban's many arguments against this supposition.</fn>&#160; His willingness to sell it, thus, was understandable.<fn>Ralbag explains similarly but nonetheless thinks that Esav was wrong not to value it.</fn> Shadal even points out that Esav independently kept his side of the deal, moving to Seir and leaving Canaan to be inherited by his brother.</li>
+
<li><b>Neutral</b> –&#160; Ibn Ezra and Shadal do not fault Esav for scorning the birthright, claiming that Esav thought it likely that he would die before his father.<fn>Due to the dangers involved in hunting, Esav assumed that he might die an early death.&#160; Cf. Rashbam above.</fn> Ibn Ezra adds that the birthright was not worth much in any case, as Yitzchak was poor.<fn>See <a href="Sale of the Birthright – A Fair Deal" data-aht="page">Sale of the Birthright – A Fair Deal</a> for a discussion of Ibn Ezra's thesis and Ramban's numerous arguments against it.</fn>&#160; Thus, Esav's willingness to sell it was very understandable.<fn>Ralbag explains similarly but nonetheless thinks that Esav was wrong not to value it.</fn> Shadal even points out that Esav, on his own, kept his side of the deal, moving to Seir and leaving Canaan to be inherited by his brother.</li>
 
<li><b>Negative</b> –&#160; Ramban asserts that Esav's action betrayed his need for immediate gratification, saying that he acted as a fool who thinks only of the moment and not the future.&#160; Radak similarly points to his gluttony, while R. Avraham faults his disregard for the spiritual.</li>
 
<li><b>Negative</b> –&#160; Ramban asserts that Esav's action betrayed his need for immediate gratification, saying that he acted as a fool who thinks only of the moment and not the future.&#160; Radak similarly points to his gluttony, while R. Avraham faults his disregard for the spiritual.</li>
 
</ul></point>
 
</ul></point>
<point><b>Esav's marriage</b> – Radak and R. Avraham suggest that in marrying at forty Esav was attempting to emulate his father.&#160; Nonetheless, all these sources fault him for not consulting with his parents or realizing on his own that the marriage was problematic.<fn>Shadal adds that Rivka is referred to superfluously as the "mother of Yaakov and Esav" (28:5) to imply that as her son, he should have known better than to marry against her will and cause her distress.&#160; In contrast to the above approach, though, none of these exegetes say that the wives were idolaters.</fn> Ramban points out that even when Esav corrects his mistake by marrying into Yishmael's family, he does so only halfheartedly, for he neither divorces his first wife nor goes to his mother's family to find a new wife.</point>
+
<point><b>Esav's marriage</b> – Radak and R. Avraham Maimonides suggest that, in marrying at forty, Esav was attempting to emulate his father.&#160; Nonetheless, these sources fault him for not consulting with his parents or realizing on his own that the marriage was problematic.<fn>Shadal adds that Rivka is referred to superfluously as the "mother of Yaakov and Esav" (28:5) to imply that as her son, he should have known better than to marry against her will and cause her distress.&#160; In contrast to the approach below, though, none of these exegetes say that the wives were idolaters.</fn> Ramban points out that even when Esav corrects his mistake by marrying into Yishmael's family, he does so only halfheartedly, for he neither divorces his first wives nor goes to his mother's family to find a new wife.</point>
<point><b>Yaakov and Esav's reunion</b> – Most of these sources<fn>Shadal asserts that it is not clear what Esav's true intentions were.&#160; It i s possible that he harbored no more resentment and was coming to honor Yaakov, but Yaakov nonetheless feared when he heard that he was accompanied by 400 men.</fn> assume that Esav went to greet Yaakov with evil intent, but that he was appeased by the gifts and Yaakov's show of subservience.&#160; Radak goes further to say that he forgave Yaakov and was filled with feelings of mercy towards him.<fn>In his very next comment, though, he brings the midrash which discusses the masoretic dots above the word "וַיִּשָּׁקֵהוּ" and mentions both understandings of the phenomenon, that it either emphasizes Esav's sincerity or his lack thereof.&#160; Radak does not choose between the two options, though his earlier comment would work better with the first explanation.</fn></point>
+
<point><b>Yaakov and Esav's reunion</b> – Most of these sources<fn>Shadal asserts that it is not clear what Esav's true intentions were.&#160; It is possible that he harbored no more resentment and was coming to honor Yaakov, but nonetheless Yaakov was naturally fearful when he heard that Esav was accompanied by 400 men.</fn> assume that Esav went to greet Yaakov with evil intent, but that he was appeased by the gifts and Yaakov's show of subservience.&#160; Radak goes further to say that he forgave Yaakov and was filled with feelings of mercy towards him.<fn>In his very next comment, though, he brings the Midrash which discusses the Masoretic dots above the word "וַיִּשָּׁקֵהוּ" and mentions both understandings of the phenomenon, that it either emphasizes Esav's sincerity or his lack thereof.&#160; Radak does not choose between the two options, though his earlier comment would fit better with the first explanation.</fn></point>
 
<point><b>Yitzchak's preference for Esav</b><ul>
 
<point><b>Yitzchak's preference for Esav</b><ul>
<li><b>No preference</b> – Radak suggests that in reality Yitzchak loved Yaakov more than Esav; the verse is simply saying that the<i> only</i> reason he liked Esav was due to the food he brought him.&#160; He chose to bless him, similarly, not because he was deserving and&#160; beloved, but precisely because he was not and thus needed the blessing more than Yaakov.<fn>According to Radak, the blessing given was not the legacy of Avraham, which would automatically go to the deserving child, but a more material blessing.&#160; Yitzchak assumed that bopth son were to blessed, Yaakov with the spiritual blessing of ברכת אברהם, and Esav with a physical one.&#160; Cf. Malbim above who explains similarly and develops this idea.</fn></li>
+
<li><b>No preference</b> – Radak suggests that, in reality, Yitzchak loved Yaakov more than Esav; the verse is simply saying that the<i> only</i> reason he liked Esav was due to the food he brought him.&#160; He similarly chose to bless him, not because he was deserving and more beloved, but precisely because he was not and thus needed the blessing more than Yaakov.<fn>According to Radak, the blessing given was not the legacy of Avraham, which would automatically go to the deserving child, but a more material blessing.&#160; Yitzchak assumed that both sons were to blessed, Yaakov with the spiritual blessing of ברכת אברהם, and Esav with a physical one.&#160; Cf. Malbim above who explains similarly and develops this idea.</fn></li>
 
<li><b>Unaware of true nature</b> - Ralbag asserts that Yitzchak was not aware of Esav's faults since Esav would deceive him.&#160; When he discovered that Yaakov was more worthy, he switched his allegiance.<fn>This is why he tells Yaakov to marry from within the family.</fn></li>
 
<li><b>Unaware of true nature</b> - Ralbag asserts that Yitzchak was not aware of Esav's faults since Esav would deceive him.&#160; When he discovered that Yaakov was more worthy, he switched his allegiance.<fn>This is why he tells Yaakov to marry from within the family.</fn></li>
<li><b>First born and food supplier</b> - Ibn Ezra, Ramban, and Shadal assert that Yitzchak's preference related to the fact that he brought him delicacies, as the simple reading of the verse suggests.&#160; Ramban further asserts that Yitzchak meant to give Esav the blessing of Avraham<fn>Shadal disagrees, suggesting that Yitzchak assumed that both brothers would share the blessing of Avraham,a nd that Yitzchak was simply planning on giving his beloved an extra blessing of dominion.</fn> since he was the first born.<fn>He assumes that only Rivka had heard the prophecy that "the elder will serve the younger" and that she did not share it with her husband.</fn> As these commentators do not posit that Esav had any grievous faults, Yitzchak's thoughts were quite natural.</li>
+
<li><b>First born and food supplier</b> - Ibn Ezra, Ramban, and Shadal assert that Yitzchak's preference was related to the fact that he brought him delicacies, as the simple reading of the verse suggests.&#160; Ramban further asserts that Yitzchak meant to give Esav the blessing of Avraham<fn>Shadal disagrees, suggesting that Yitzchak assumed that both brothers would share the blessing of Avraham, and that Yitzchak was simply planning on giving his beloved an extra blessing of dominion.</fn> since he was the firstborn.<fn>He assumes that only Rivka had heard the prophecy that "the elder will serve the younger" and that she did not share it with her husband.</fn> As these commentators do not posit that Esav had any grievous faults, Yitzchak's thoughts were quite natural.</li>
 
</ul></point>
 
</ul></point>
 
<point><b>Esav's descendants</b></point>
 
<point><b>Esav's descendants</b></point>
 
</category>
 
</category>
<category name="">Neutral
+
<category>Wicked
<p>Esav is a fairly neutral character, with neither great attributes nor great faults.</p>
+
<p>Esav was a wicked and deceitful character who rejected Hashem, committed heinous crimes and was unworthy of being Yitzchak's spiritual heir.</p>
 
<mekorot>
 
<mekorot>
<multilink><a href="Josephus1-18-1" data-aht="source">Josephus</a><a href="Josephus1-18-1" data-aht="source">Antiquities 1:18:1</a><a href="Josephus1-18-4" data-aht="source">Antiquities 1:18:4-8</a><a href="Josephus1-20-1" data-aht="source">Antiquities 1:20:1</a><a href="Josephus2-1-1" data-aht="source">Antiquities 2:1:1</a><a href="Josephus" data-aht="parshan">About Josephus</a></multilink>, <multilink><a href="RashbamBereshit25-22" data-aht="source">Rashbam</a><a href="RashbamBereshit25-22" data-aht="source">Bereshit 25:22,27-28</a><a href="RashbamBereshit25-31" data-aht="source">Bereshit 25:31-34</a><a href="RashbamBereshit32-7" data-aht="source">Bereshit 32:7-8</a><a href="RashbamBereshit32-21" data-aht="source">Bereshit 32:21-29</a><a href="R. Shemuel b. Meir (Rashbam)" data-aht="parshan">About R. Shemuel b. Meir</a></multilink>,&#160;<multilink><a href="RYBSBereshit25-29" data-aht="source">R. Yosef Bekhor Shor</a><a href="RYBSBereshit25-29" data-aht="source">Bereshit 25:29-30</a><a href="RYBSBereshit25-34" data-aht="source">Bereshit 25:34</a><a href="RYBSBereshit27-45" data-aht="source">Bereshit 27:45</a><a href="RYBSBereshit32-7" data-aht="source">Bereshit 32:7-8</a><a href="R. Yosef Bekhor Shor" data-aht="parshan">About R. Yosef Bekhor Shor</a></multilink>
+
<multilink><a href="Jubilees25" data-aht="source">Jubilees</a><a href="Jubilees25" data-aht="source">25:2-3</a><a href="Jubilees26" data-aht="source">26:21-23</a><a href="Jubilees35" data-aht="source">35:10-42</a><a href="Jubilees37" data-aht="source">37:1-15</a><a href="Jubilees38-1" data-aht="source">38:1-15</a><a href="Jubilees" data-aht="parshan">About Jubilees</a></multilink>, <multilink><a href="PhiloQuestionsandAnswersonGenesisIV-160-161" data-aht="source">Philo</a><a href="PhiloQuestionsandAnswersonGenesisIV-160-161" data-aht="source">Questions and Answers on Genesis, IV:160-161</a><a href="PhiloQuestionsandAnswersonGenesisIV-165" data-aht="source">Questions and Answers on Genesis, IV:165</a><a href="PhiloQuestionsandAnswersonGenesisIV-171-174" data-aht="source">Questions and Answers on Genesis, IV:171-174</a><a href="PhiloQuestionsandAnswersonGenesisIV-198" data-aht="source">Questions and Answers on Genesis, IV:198</a><a href="PhiloOntheBirthofAbelandtheSacrifices24-6" data-aht="source">On the Birth of Abel and the Sacrifices 2 (4-6)</a><a href="Philo" data-aht="parshan">About Philo</a></multilink>,&#160;<multilink><a href="NeofitiBereshit25-34" data-aht="source">Targumim</a><a href="NeofitiBereshit25-34" data-aht="source">Targum Yerushalmi (Neofiti) Bereshit 25:34</a><a href="PsJBereshit25-27" data-aht="source">Targum Yerushalmi (Yonatan) Bereshit 25:27-34</a><a href="PsJBereshit26-34" data-aht="source">Targum Yerushalmi (Yonatan) Bereshit 26:34-35</a><a href="PsJBereshit27-31" data-aht="source">Targum Yerushalmi (Yonatan) Bereshit 27:31</a><a href="PsJBereshit32-7" data-aht="source">Targum Yerushalmi (Yonatan) Bereshit 32:7</a><a href="PsJBereshit33-1" data-aht="source">Targum Yerushalmi (Yonatan) Bereshit 33:1-4</a><a href="TargumYerushalmi25-34" data-aht="source">Targum Yerushalmi (Fragmentary) Bereshit 25:34</a><a href="TargumYerushalmi32-7" data-aht="source">Targum Yerushalmi (Fragmentary) Bereshit 32:7</a><a href="TargumYerushalmi33-4" data-aht="source">Targum Yerushalmi (Fragmentary) Bereshit 33:4</a><a href="Targum Yerushalmi (Neofiti)" data-aht="parshan">About Targum Yerushalmi (Neofiti)</a><a href="Targum Yerushalmi (Yonatan)" data-aht="parshan">About Targum Yerushalmi (Yonatan)</a><a href="Targum Yerushalmi (Fragmentary)" data-aht="parshan">About Targum Yerushalmi (Fragmentary)</a></multilink>, <multilink><a href="BavliBB16b" data-aht="source">Bavli Bava Batra</a><a href="BavliBB16b" data-aht="source">16b</a><a href="Talmud Bavli" data-aht="parshan">About the Bavli</a></multilink>,&#160;<multilink><a href="BereshitRabbah63-6" data-aht="source">Bereshit Rabbah</a><a href="BereshitRabbah63-6" data-aht="source">63:6-14</a><a href="Bereshit Rabbah" data-aht="parshan">About Bereshit Rabbah</a></multilink>, <multilink><a href="PesiktaDRK3-1" data-aht="source">Pesikta DeRav Kahana</a><a href="PesiktaDRK3-1" data-aht="source">3:1 ("Zakhor")</a><a href="Pesikta DeRav Kahana" data-aht="parshan">About Pesikta DeRav Kahana</a></multilink>, <multilink><a href="TanchumaToledot8" data-aht="source">Tanchuma</a><a href="TanchumaToledot8" data-aht="source">Tanchuma Toledot 8</a><a href="TanchumaVayishlach4" data-aht="source">Tanchuma Vayishlach 4</a><a href="TanchumaBuberToledot2" data-aht="source">Tanchuma Buber Toledot 2</a><a href="TanchumaBuberToledot3" data-aht="source">Tanchuma Buber Toledot 3</a><a href="Tanchuma" data-aht="parshan">About the Tanchuma</a></multilink>, <multilink><a href="RasagCommentaryBereshit25" data-aht="source">R. Saadia Gaon</a><a href="RasagCommentaryBereshit25" data-aht="source">Commentary Bereshit 25</a><a href="R. Saadia Gaon" data-aht="parshan">About R. Saadia Gaon</a></multilink>, <multilink><a href="RashiBereshit25-22" data-aht="source">Rashi</a><a href="RashiBereshit25-22" data-aht="source">Bereshit 25:22</a><a href="RashiBereshit25-27" data-aht="source">Bereshit 25:27-28</a><a href="RashiBereshit25-29" data-aht="source">Bereshit 25:29</a><a href="RashiBereshit25-32" data-aht="source">Bereshit 25:32-34</a><a href="RashiBereshit26-34" data-aht="source">Bereshit 26:34-35</a><a href="RashiBereshit27-5" data-aht="source">Bereshit 27:5</a><a href="RashiBereshit32-7" data-aht="source">Bereshit 32:7</a><a href="RashiBereshit32-12" data-aht="source">Bereshit 32:12</a><a href="RashiBereshit33-4" data-aht="source">Bereshit 33:4</a><a href="R. Shelomo Yitzchaki (Rashi)" data-aht="parshan">About R. Shelomo Yitzchaki</a></multilink>,&#160;<multilink><a href="MinchatYehudaBereshit25-27" data-aht="source">Minchat Yehuda</a><a href="MinchatYehudaBereshit25-27" data-aht="source">Bereshit 25:27</a><a href="Minchat Yehuda" data-aht="parshan">About R. Yehuda b. Elazar</a></multilink>, <multilink><a href="Ran2" data-aht="source">Ran</a><a href="Ran2" data-aht="source">Derashot HaRan 2</a><a href="R. Nissim Gerondi (Ran)" data-aht="parshan">About R. Nissim Gerondi</a></multilink>, <multilink><a href="AbarbanelBereshit25-2429" data-aht="source">Abarbanel</a><a href="AbarbanelBereshit25" data-aht="source">Bereshit 25 Questions</a><a href="AbarbanelBereshit25-19" data-aht="source">Bereshit 25:19</a><a href="AbarbanelBereshit25-2429" data-aht="source">Bereshit 25:24-34</a><a href="R. Yitzchak Abarbanel" data-aht="parshan">About R. Yitzchak Abarbanel</a></multilink>, <multilink><a href="SfornoBereshit25-27" data-aht="source">Sforno</a><a href="SfornoBereshit25-27" data-aht="source">Bereshit 25:27-34</a><a href="SfornoBereshit26-35" data-aht="source">Bereshit 26:35</a><a href="SfornoBereshit27-1" data-aht="source">Bereshit 27:1</a><a href="SfornoBereshit32-7" data-aht="source">Bereshit 32:7</a><a href="R. Ovadyah Sforno" data-aht="parshan">About R. Ovadyah Sforno</a></multilink>,&#160;<multilink><a href="RHirschBereshit25-27" data-aht="source">R. S"R Hirsch</a><a href="RHirschBereshit25-27" data-aht="source">Bereshit 25:27</a><a href="R. Samson Raphael Hirsch" data-aht="parshan">About R. Samson Raphael Hirsch</a></multilink>, <multilink><a href="MalbimBereshit27-1" data-aht="source">Malbim</a><a href="MalbimBereshit27-1" data-aht="source">Bereshit 27:1</a><a href="MalbimBereshit27-5" data-aht="source">Bereshit 27:5</a><a href="R. Meir Leibush Weiser (Malbim)" data-aht="parshan">About R. Meir Leibush Weiser</a></multilink>
 
</mekorot>
 
</mekorot>
<point><b><i>In utero</i></b> – These sources understand the twin's pushing to be the regular fetal movement of babies,<fn>Josephus only alludes to the struggle in the womb in his words, "her belly was greatly burdened", perhaps hesitant to speak openly about the struggle between Israel and Esav=Rome.&#160;&#160; L. Feldman, in <i>Jospehus' Interpretation of the Bible</i> (Los Angeles, 1999):314-324, points out that throughout his work, Josephus was faced with a great dilemma in deciding how to portray the character of Esav.&#160; In his time Esav was already associated with Rome and Josephus could not antagonize his Roman audience by denigrating him. Yet the Biblical text obviously rejects Esav in favor of Yaakov.&#160; Thus he walked a "tightrope", trying to neither extol one nor belittle the other.&#160; <br/>In reporting the prophecy received by Rivka one already sees this tension.&#160; Josephus chooses to write that "the younger will excel the older" rather than "the older shall serve the younger" so as not to imply that Rome will inevitably be weaker than Judea.&#160; In light of Rome's recent victory, this would have sounded absurd to his readers.</fn> exacerbated due to the fact that there were two.&#160; They do not suggest that it revealed anything about the character of the boys, though it was symbolic of the future hatred between the two nations.</point>
+
<point><b><i>In utero</i></b> – According to Bereshit Rabbah and Rashi, Esav displayed his wicked tendencies even while he was still <i>in utero</i>.&#160; Whenever Rivka passed a house of idolatry, he would push forward in the womb,<fn>This is the Midrashic understanding of the phrase, "וַיִּתְרֹצֲצוּ הַבָּנִים בְּקִרְבָּהּ".</fn> drawn to worship there.&#160; R. Yochanan and Resh Lakish further suggest that the fetal movements were attempts on the part of the fetuses to kill or overpower one another, and that Esav's personal animosity towards Yaakov began even before they were born.<fn>It should be noted, though, that according to these sages the attempts are two-sided.&#160; Both brothers try to kill or overpower the other, and so the statement is not meant to vilify Esav as much as to portray the eternal battle between the siblings.</fn></point>
<point><b>"אַדְמוֹנִי כֻּלּוֹ כְּאַדֶּרֶת שֵׂעָר"</b> – According to these sources, this is just an external description of Esav which had no bearing on his inner qualities. Josephus, interestingly, makes no mention of Esav's redness, perhaps due to the negative connotations often associated with it in antiquity.<fn>See above that Josephus was wary of antagonizing his Roman audience by painting a negative portrait of Esav.&#160; L. Feldman (see above note) points out that in Roman society red hair was a sign of servitude, with many slaves being depicted as red haired and being called Rufus (red).</fn></point>
+
<point><b>"אַדְמוֹנִי כֻּלּוֹ כְּאַדֶּרֶת שֵׂעָר"</b> – According to many, the description of Esav's external appearance is indicative of internal failings as well.&#160; R. Abba b. Kahana in Bereshit Rabbah and Rashi maintain that the term "אַדְמוֹנִי" denotes one who spills blood.&#160; Abarbanel explains similarly, and further suggests that hairiness, too, is associated with a nature of cruelty and anger.&#160; Malbim, instead associates redness with cruelty and the hairiness with an intellectual and moral deficit.</point>
<point><b>"אִישׁ יֹדֵעַ צַיִד אִישׁ שָׂדֶה"</b> – These sources do not read into these terms a description of Esav's character, apparently understanding them to be simply a statement of his occupation.</point>
+
<point><b>"אִישׁ יֹדֵעַ צַיִד אִישׁ שָׂדֶה"</b> – Many of these sources understand this phrase as describing Esav's character rather than his profession:<fn>On a textual level, the fact that Yaakov is described by two terms, one of which describes his nature ("אִישׁ תָּם") and one which supplies his profession ("יֹשֵׁב אֹהָלִים"), might have led commentators to suggest that the parallel two terms by Esav must also speak of both his character and his profession.</fn>&#160;<br/>
<point><b>Contrast between the brothers</b> – Josephus omits the contrast entirely, perhaps to ensure that one not be drawn to make a negative conclusion based on the foil to Yaakov's innocence..<fn>Rashbam and R. Yosef Bekhor Shor's understanding of the verse to focus on the brothers' professions has a similar effect.</fn></point>
 
<point><b>Scorning the birthright<br/></b> – Most of these sources<fn>Josephus does not include the episode at all.</fn> do not find Esav's scorning of the birthright problematic, and view it neither as a foolhardy dismissal of a lofty status, nor as a rejection of Hashem:<br/>
 
 
<ul>
 
<ul>
<li><b>Life over money</b> – R. Yosef Bekhor Shor assumes that Esav was literally on the verge of death when he sold his birthright and thus does not fault him for his actions, pointing out that Esav rightfully recognized that all the money in the world is not worth one's life.&#160; Josephus goes even further, portraying Esav as the victim and Yaakov as taking advantage of his hunger to force him into the sale.<fn>Josephus, perhaps aware that some readers would view the willingness to sell a&#160; birthright as a fault, omits mention of the fact that "Esav scorned the birthright".&#160; In addition, he glosses over the story, including it only after the death of Yitzchak and presenting it as a tangent which comes to explain the origins of the name ""Edom".&#160;</fn></li>
+
<li><b>Trickster</b> – Bereshit Rabbah, Tanchuma, Rashi, Abarbanel,<fn>It is unclear from Abarbanel if he thinks the words are a metaphor, or if he assumes that Esav chose the hunting profession since it was suited to his deceitful nature.</fn> and R. Hirsch assert that the words "אִישׁ יֹדֵעַ צַיִד" refer to one who is deceitful and traps (צד) people<fn>R. Hirsch does not read the phrase in this manner but rather suggests Esav's very essence was that of a hunter who stalks his prey, insidious and full of cunning.</fn> with his words.<fn>The Tanchuma describes how he would trick his father into believing that he was God-fearing by asking questions about even the minutiae of legal practice, such as the laws of tithing salt.&#160; See Bereshit Rabbah which similarly interprets "וְיַעֲקֹב אִישׁ תָּם יֹשֵׁב אֹהָלִים" in an non-literal way, asserting that Yaakov was a fixture in the Beit Midrash.</fn></li>
<li><b>Logical deal</b> – Rashbam also assumes that Esav's actions were understandable, believing as he did that he might very well die before his father due to the dangers involved in hunting. In addition, Rashbam asserts that Yaakov paid for the birthright not just with the stew but with actual money. Thus, Esav was not throwing away the birthright for nothing.<fn>Nonetheless, Rashbam does point out that afterwards Esav regretted his decision, proving that he did act somewhat impetuously.</fn>&#160;</li>
+
<li><b>Murderer</b> – Targum&#160;Yerushalmi (Yonatan) makes Esav even more wicked, suggesting that the phrase teaches that Esav killed people as well as animals.<fn>See above that some assume that the term "אַדְמוֹנִי" also refers to this murderous trait.</fn> Jubilees similarly suggests that he learned the art of war.</li>
 +
<li><b>Asocial</b> – Abarbanel asserts that the term "אִישׁ שָׂדֶה" refers to one who distances himself from society.<fn>R. Hiyya in Bereshit Rabbah instead suggests that Esav "הפקיר עצמו כשדה". See Rashi who explains similarly, describing Esav as a loafer.</fn></li>
 +
</ul></point>
 +
<point><b>Contrast between the brothers</b><ul>
 +
<li><b>Black and white</b> – Many of these sources portray the twins as total opposites, making Esav the wicked counterpart of the righteous Yaakov.&#160; Abarbanel goes as far as to suggest that all the negative traits inherited from Rivka's deceitful ancestors were passed to Esav, while all the positive traits from Avraham's side went to Yaakov.</li>
 +
<li><b>Potentially equal</b> – R. Hirsch asserts that the fact that the two brothers had such different natures in and of itself did not mean that one was to follow a path or righteousness while the other turned away from such a path.<fn>Radak notes that even the original prophecy of the "וְרַב יַעֲבֹד צָעִיר" is ambiguous.&#160; Without the identifying "את" it is unclear whether it should read, "the elder shall serve the younger" or "the elder, shall the younger serve".</fn> Esav's traits of energetic strength and courage, and even his cunning, could all have been harnessed for the good, had his parents recognized these and taught him according to his nature.&#160; The fact that they did not is what led to his downfall.</li>
 +
</ul></point>
 +
<point><b>"וַיָּבֹא עֵשָׂו מִן הַשָּׂדֶה וְהוּא עָיֵף"</b> – Most of the Midrashic sources<fn>Rashi follows partially in their interpretation, mentioning murder but not rape.</fn> and Targum&#160;Yerushalmi (Yonatan) find hints in this clause at two cardinal sins of Esav, both murder and illicit relations.<fn>As evidence, they point to&#160;<a href="Devarim22-25" data-aht="source">Devarim 22:25</a> where the laws of raping an engaged woman speak of it occurring "בַּשָּׂדֶה" and to&#160;<a href="Yirmeyahu4-31" data-aht="source">Yirmeyahu 4:31</a> which mentions being "עיף" in connection to killing.</fn></point>
 +
<point><b>"הִנֵּה אָנֹכִי הוֹלֵךְ לָמוּת"</b> – Most of these sources<fn>See <b> </b>Bavli Bava Batra, the various Targumim, Bereshit Rabbah, R. Saadia Gaon, and Malbim.</fn> read into these words, not just a personal assessment, but a theological denial of the principles of the Resurrection of the Dead or the World to Come.</point>
 +
<point><b>Scorning the birthright</b> – According to Rashi and Sforno, the birthright earned one the privilege to act as priest in serving Hashem.&#160; Thus, in rejecting it, Esav was in effect scorning Hashem.<fn>See <a href="Sale of the Birthright – A Fair Deal" data-aht="page">Sale of the Birthright – A Fair Deal</a> for a fuller discussion of this position.&#160; R. Saadia does not explain exactly what the birthright constituted, but he also views the sale as evidence of Esav's misplaced priorities: "בא לגנות את עשו שמכר במחיר נמוך כזה את המעלה הרמה".&#160; Bavli Bava Batra and Targum Yerushalmi (Yonatan) similarly view the rejection as a sin, but do not elaborate.</fn>&#160; R. Hirsch points out that this was Esav's general tendency, to always give up the spiritual for material gain.&#160; Abarbanel goes further, depicting an Esav who did not believe that Hashem was going to fulfill His promise and give the Land of Israel to Avraham's descendants.<fn>Regarding this position and its development by Lekach Tov and Abarbanel, see <a href="Sale of the Birthright – A Fair Deal" data-aht="page">Sale of the Birthright – A Fair Deal</a>.</fn></point>
 +
<point><b>Esav's marriage</b> – Jubilees, Targum Yerushalmi (Yonatan), and Rashi all assert that Esav married idolaters, and this is why they were a source of distress to his parents.&#160; Jubilees adds that they were full of fornication and debauchery, without any righteousness.</point>
 +
<point><b>Leah's "tender eyes"</b> – Rashi understands that Leah's eyes were tender due to the many tears she shed as she mistakenly assumed that it was her lot to marry the evil Esav.&#160; This reading is consistent with Rashi's negative view of Esav's character.<fn>Rashbam, in contrast, understands the verse to mean that Leah's eyes were pretty. As he does not assume that Esav was wicked, he has no reason to associate the description of Leah's eyes with crying.</fn></point>
 +
<point><b>Yaakov and Esav's reunion</b><ul>
 +
<li>According to most of these sources, Esav went to greet Yaakov with an army of 400 men, intent to battle his brother.<fn>Abarbanel may be an exception.&#160; He presents Yaakov's messengers as assuming that Esav's entourage was a show of respect to his brother, but Yaakov himself understanding it to be a gathering for war.&#160; It is unclear from Abarbanel who was correct and what Esav's intentions actually were.</fn>&#160; Many of the Midrashic sources and Targumim further suggest that Esav's kiss upon greeting Yaakov was insincere, and rather an attempt to bite his brother.&#160;</li>
 +
<li>Jubilees does not depict the reunion, but instead has Esav's clan convince him, after his parents' death, to actively attempt to eliminate Yaakov.<fn>This is presumably related to Esav's thoughts in&#160;<a href="Bereshit27-1" data-aht="source">Bereshit 27:41</a> that when the mourning of his father passes he will kill Yaakov.&#160; According to Jubilees, the attack ends with Esav dying at Yaakov's hands and a sweeping victory for Yaakov who then puts his brother's men into servitude.</fn></li>
 +
</ul></point>
 +
<point><b>Yitzchak's preference for Esav</b><ul>
 +
<li><b>Unaware of wickedness</b>&#160;According to many of these sources, Yitzchak was unaware of Esav's true nature, either because Esav tricked him into believing he was righteous,<fn>See Targum Yerushalmi (Yonatan), Tanchuma, Rashi, and R. Hirsch who explain that "כִּי צַיִד בְּפִיו" refers to tricking Yitzchak with his words.&#160; Bereshit Rabbah seems to suggest, instead, that through feeding Yitzchak, he gained his favor.</fn> or because he had a natural love for his eldest son and was convinced of his bravery and strength by his tales of hunting.<fn>This is how Abarbanel explains the term "כִּי צַיִד בְּפִיו"; Esav's mouth was filled with stories of his hunting.&#160; Malbim and R. Hirsch raise this possibility as well.</fn> R. Hirsch adds that often people are attracted to their opposites, so Esav's active nature appealed to Yitzchak, and he did not see beyond to the negatives that lay beneath.</li>
 +
<li><b>No preference for Esav</b> – According to Sforno, the verse is not saying that Yitzchak preferred Esav, but rather that he loved him also<fn>See Radak above who explains similarly.</fn> (in contrast to Rivka who loved only Yaakov).<fn>Sforno does agree, though, that Yitzchak did not appreciate the full level of Esav's wickedness, and that he even contributed to it by not disciplining him.</fn>&#160;</li>
 +
<li><b>Split the blessing</b> – Malbim suggests that Yitzchak was aware of his son's ways<fn>Malbim suggests that it was Esav's marriage which allowed Yitzchak to see that his son was unworthy.</fn> and had never intended to give him the blessing of Avraham, but only a material blessing.&#160; He thought that both his children would be partners.&#160; Yaakov would devote his life to service of Hashem, while Esav would provide for all his physical needs.<fn>See N. Guttman, <a href="http://www.herzog.ac.il/tvunot/fulltext/mega21_guttman.pdf">"הקל קול יעקב והידים ידי עשו"</a>, Megadim 21 (5754): 17-22 who develops this approach.</fn></li>
 
</ul></point>
 
</ul></point>
<point><b>Esav's marriage</b> – This approach might suggest that though Esav erred in marrying Hittite wives,<fn>Josephus attempts to mitigate this action as well, noting that Esav acted without the permission or approval of his father, but not that the wives were a source of bitterness for his parents.</fn> when he realized that this was against his parents' wishes, he remarried from Avraham's family to try and please them.</point>
+
<point><b>Esav's descendants</b> – Esav's descendants, Amalek and Edom (later associated with Rome and Christianity), have come to represent the arch-enemies of Israel throughout the ages.&#160; It is not surprising, then, that many might have been inclined to view their ancestor, Esav, as&#160; evil.&#160; Moreover, Midrashic literature which consistently associated Esav with their contemporary enemy, Rome, was especially likely to adopt a harsh reading of Esav.</point>
<point><b>Yaakov and Esav's reunion</b> – According to Josepus and Rashbam, Esav was happy to see Yaakov and was bringing 400 men as a show of honor to his brother.&#160; As evidence, Rashbam points to Esav's embrace of his brother in chapter 33.<fn>Rashbam goes as far as to suggest that Yaakov's unwarranted fear of his brother and attempts to flee were punished.</fn></point>
 
<point><b>Yitzchak's preference for Esav</b> – None of these sources elaborate on the reasons for Yitzchak's preference for Esav, perhaps because they do not find it surprising that he might do so.&#160; If Esav is not a negative character, but feeds Yitzchak and is his first born, there should be no reason for Yitzchak not to love him or want to bless him.&#160; R. Yosef Bekhor Shor even suggests that Yitzchak knew of the sale of the birthright and decided to bless Esav before his death so that he would not lose out due to it..</point>
 
<point><b>Esav's descendants</b> – While the association of Esav and Rome might have motivated the midrashic sources above to paint a negative picture of Esav, the same connection had the opposite effect on Josephus, a Roman lackey.&#160; He was loathe to denigrate his superiors, and thus paints a far more neutral portrait of the Biblical character.<fn>This, of course, would not affect&#160; Rashbam or R. Yosef Bekhor Shor, who might instead be motivated by a desire to keep to the simple sense of Scripture.</fn></point>
 
 
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Latest revision as of 11:50, 28 January 2023

A Portrait of Esav

Exegetical Approaches

Neutral

Esav was a mostly neutral character, with neither great attributes nor great faults.

In utero – These sources understand the movement of the twins ("וַיִּתְרֹצֲצוּ") to be the regular fetal exertions of babies,1 exacerbated due to the fact that there were two.  They do not suggest that it revealed anything about the character of the brothers themselves, despite the Torah's stating that it was symbolic of the future struggles between their two nations.
"אַדְמוֹנִי כֻּלּוֹ כְּאַדֶּרֶת שֵׂעָר" – According to these sources, this is just an external description of Esav which had no bearing on his inner qualities. Josephus, interestingly, makes no mention of Esav's redness, perhaps due to the negative connotations often associated with it in antiquity.2
"אִישׁ יֹדֵעַ צַיִד אִישׁ שָׂדֶה" – These sources do not read into these terms a description of Esav's character, apparently understanding them to simply be a statement of his occupation,3 carrying no negative connotation.4
Contrast between the brothers – Josephus omits the contrast entirely, perhaps to ensure that one not be drawn to make a negative evaluation of Esav based on the foil to Yaakov's innocence.5
Scorning the birthright – Most of these sources do not find Esav's scorning of the birthright problematic and view it neither as a foolhardy dismissal of a lofty status, nor as a rejection of Hashem:
  • Life over money – R"Y Bekhor Shor assumes that Esav was literally on the verge of death when he sold his birthright, and thus he does not fault him for his actions, pointing out that Esav rightfully recognized that all the money in the world is not worth one's life.6  Josephus goes even further, portraying Esav as the victim and Yaakov as taking advantage of his hunger to force him into the sale.7
  • Logical deal – Rashbam also assumes that Esav's actions were understandable, believing as he did that he might very well die before his father due to the dangers involved in hunting.  In addition, Rashbam asserts that Yaakov paid for the birthright not just with the stew but with actual money.  Thus, Esav was not throwing away the birthright for nothing.8 
Esav's marriage – This approach might suggest that though Esav erred in marrying Hittite wives,9 when he realized that this was against his parents' wishes, he took an additional wife from Avraham's family in order to please them.
Yaakov and Esav's reunion – According to Josephus and Rashbam, Esav was happy to see Yaakov and was bringing 400 men as an honor guard.  As evidence, Rashbam points to Esav's embrace of his brother in chapter 33.10
Yitzchak's preference for Esav – None of these sources elaborate on the reasons for Yitzchak's preference for Esav, perhaps because they do not find it surprising that he might do so.  If Esav is not a negative character, but provides for Yitzchak and is his first born, there would be no reason for Yitzchak not to love him or bless him.  R"Y Bekhor Shor even suggests that Yitzchak knew of the sale of the birthright and decided to bless Esav before his death so that he could evade paying the consequences of his action.
Esav's descendants – While the association of Esav and Rome might have motivated numerous Midrashic sources (see below) to paint a negative picture of Esav, the same connection had the opposite effect on Josephus, a Roman lackey.  He was loathe to denigrate his superiors, and thus paints a far more neutral portrait of the Biblical character.11

Negative

Esav was an unworthy character with several faults, but he was not wicked or implicated in terrible crimes.12

In utero – These commentators do not read into the fetal movement any significance for the character of Esav himself.  It only foreshadowed the future rivalry between the brothers and their future nations.
"אִישׁ יֹדֵעַ צַיִד אִישׁ שָׂדֶה" – Most of these sources suggest that this description sheds negative light on Esav's character:
  • Deceitful – Ibn Ezra, Ralbag, and Shadal13 see in Esav's chosen profession a sign of his devious nature, since the way of a hunter is to catch his prey by traps and cunning.
  • Power hungry – R. Avraham b. HaRambam compares this phrase to the similar one by Nimrod, "הוּא הָיָה גִבֹּר צַיִד", and asserts that it connotes one who chases power and wealth.14
  • Physical – Radak more simply asserts that Esav chose a worldly path rather than a spiritual one marked by wisdom, while Shadal suggests that "אִישׁ שָׂדֶה" refers to a toughened man of the wilderness.
Scorning the birthright – These commentators differ in their evaluation of Esav's actions during the sale:
  • Neutral –  Ibn Ezra and Shadal do not fault Esav for scorning the birthright, claiming that Esav thought it likely that he would die before his father.15 Ibn Ezra adds that the birthright was not worth much in any case, as Yitzchak was poor.16  Thus, Esav's willingness to sell it was very understandable.17 Shadal even points out that Esav, on his own, kept his side of the deal, moving to Seir and leaving Canaan to be inherited by his brother.
  • Negative –  Ramban asserts that Esav's action betrayed his need for immediate gratification, saying that he acted as a fool who thinks only of the moment and not the future.  Radak similarly points to his gluttony, while R. Avraham faults his disregard for the spiritual.
Esav's marriage – Radak and R. Avraham Maimonides suggest that, in marrying at forty, Esav was attempting to emulate his father.  Nonetheless, these sources fault him for not consulting with his parents or realizing on his own that the marriage was problematic.18 Ramban points out that even when Esav corrects his mistake by marrying into Yishmael's family, he does so only halfheartedly, for he neither divorces his first wives nor goes to his mother's family to find a new wife.
Yaakov and Esav's reunion – Most of these sources19 assume that Esav went to greet Yaakov with evil intent, but that he was appeased by the gifts and Yaakov's show of subservience.  Radak goes further to say that he forgave Yaakov and was filled with feelings of mercy towards him.20
Yitzchak's preference for Esav
  • No preference – Radak suggests that, in reality, Yitzchak loved Yaakov more than Esav; the verse is simply saying that the only reason he liked Esav was due to the food he brought him.  He similarly chose to bless him, not because he was deserving and more beloved, but precisely because he was not and thus needed the blessing more than Yaakov.21
  • Unaware of true nature - Ralbag asserts that Yitzchak was not aware of Esav's faults since Esav would deceive him.  When he discovered that Yaakov was more worthy, he switched his allegiance.22
  • First born and food supplier - Ibn Ezra, Ramban, and Shadal assert that Yitzchak's preference was related to the fact that he brought him delicacies, as the simple reading of the verse suggests.  Ramban further asserts that Yitzchak meant to give Esav the blessing of Avraham23 since he was the firstborn.24 As these commentators do not posit that Esav had any grievous faults, Yitzchak's thoughts were quite natural.
Esav's descendants

Wicked

Esav was a wicked and deceitful character who rejected Hashem, committed heinous crimes and was unworthy of being Yitzchak's spiritual heir.

Sources: Jubilees25:2-326:21-2335:10-4237:1-1538:1-15About Jubilees, PhiloQuestions and Answers on Genesis, IV:160-161Questions and Answers on Genesis, IV:165Questions and Answers on Genesis, IV:171-174Questions and Answers on Genesis, IV:198On the Birth of Abel and the Sacrifices 2 (4-6)About PhiloTargumimTargum Yerushalmi (Neofiti) Bereshit 25:34Targum Yerushalmi (Yonatan) Bereshit 25:27-34Targum Yerushalmi (Yonatan) Bereshit 26:34-35Targum Yerushalmi (Yonatan) Bereshit 27:31Targum Yerushalmi (Yonatan) Bereshit 32:7Targum Yerushalmi (Yonatan) Bereshit 33:1-4Targum Yerushalmi (Fragmentary) Bereshit 25:34Targum Yerushalmi (Fragmentary) Bereshit 32:7Targum Yerushalmi (Fragmentary) Bereshit 33:4About Targum Yerushalmi (Neofiti)About Targum Yerushalmi (Yonatan)About Targum Yerushalmi (Fragmentary), Bavli Bava Batra16bAbout the BavliBereshit Rabbah63:6-14About Bereshit Rabbah, Pesikta DeRav Kahana3:1 ("Zakhor")About Pesikta DeRav Kahana, TanchumaTanchuma Toledot 8Tanchuma Vayishlach 4Tanchuma Buber Toledot 2Tanchuma Buber Toledot 3About the Tanchuma, R. Saadia GaonCommentary Bereshit 25About R. Saadia Gaon, RashiBereshit 25:22Bereshit 25:27-28Bereshit 25:29Bereshit 25:32-34Bereshit 26:34-35Bereshit 27:5Bereshit 32:7Bereshit 32:12Bereshit 33:4About R. Shelomo YitzchakiMinchat YehudaBereshit 25:27About R. Yehuda b. Elazar, RanDerashot HaRan 2About R. Nissim Gerondi, AbarbanelBereshit 25 QuestionsBereshit 25:19Bereshit 25:24-34About R. Yitzchak Abarbanel, SfornoBereshit 25:27-34Bereshit 26:35Bereshit 27:1Bereshit 32:7About R. Ovadyah SfornoR. S"R HirschBereshit 25:27About R. Samson Raphael Hirsch, MalbimBereshit 27:1Bereshit 27:5About R. Meir Leibush Weiser
In utero – According to Bereshit Rabbah and Rashi, Esav displayed his wicked tendencies even while he was still in utero.  Whenever Rivka passed a house of idolatry, he would push forward in the womb,25 drawn to worship there.  R. Yochanan and Resh Lakish further suggest that the fetal movements were attempts on the part of the fetuses to kill or overpower one another, and that Esav's personal animosity towards Yaakov began even before they were born.26
"אַדְמוֹנִי כֻּלּוֹ כְּאַדֶּרֶת שֵׂעָר" – According to many, the description of Esav's external appearance is indicative of internal failings as well.  R. Abba b. Kahana in Bereshit Rabbah and Rashi maintain that the term "אַדְמוֹנִי" denotes one who spills blood.  Abarbanel explains similarly, and further suggests that hairiness, too, is associated with a nature of cruelty and anger.  Malbim, instead associates redness with cruelty and the hairiness with an intellectual and moral deficit.
"אִישׁ יֹדֵעַ צַיִד אִישׁ שָׂדֶה" – Many of these sources understand this phrase as describing Esav's character rather than his profession:27 
  • Trickster – Bereshit Rabbah, Tanchuma, Rashi, Abarbanel,28 and R. Hirsch assert that the words "אִישׁ יֹדֵעַ צַיִד" refer to one who is deceitful and traps (צד) people29 with his words.30
  • Murderer – Targum Yerushalmi (Yonatan) makes Esav even more wicked, suggesting that the phrase teaches that Esav killed people as well as animals.31 Jubilees similarly suggests that he learned the art of war.
  • Asocial – Abarbanel asserts that the term "אִישׁ שָׂדֶה" refers to one who distances himself from society.32
Contrast between the brothers
  • Black and white – Many of these sources portray the twins as total opposites, making Esav the wicked counterpart of the righteous Yaakov.  Abarbanel goes as far as to suggest that all the negative traits inherited from Rivka's deceitful ancestors were passed to Esav, while all the positive traits from Avraham's side went to Yaakov.
  • Potentially equal – R. Hirsch asserts that the fact that the two brothers had such different natures in and of itself did not mean that one was to follow a path or righteousness while the other turned away from such a path.33 Esav's traits of energetic strength and courage, and even his cunning, could all have been harnessed for the good, had his parents recognized these and taught him according to his nature.  The fact that they did not is what led to his downfall.
"וַיָּבֹא עֵשָׂו מִן הַשָּׂדֶה וְהוּא עָיֵף" – Most of the Midrashic sources34 and Targum Yerushalmi (Yonatan) find hints in this clause at two cardinal sins of Esav, both murder and illicit relations.35
"הִנֵּה אָנֹכִי הוֹלֵךְ לָמוּת" – Most of these sources36 read into these words, not just a personal assessment, but a theological denial of the principles of the Resurrection of the Dead or the World to Come.
Scorning the birthright – According to Rashi and Sforno, the birthright earned one the privilege to act as priest in serving Hashem.  Thus, in rejecting it, Esav was in effect scorning Hashem.37  R. Hirsch points out that this was Esav's general tendency, to always give up the spiritual for material gain.  Abarbanel goes further, depicting an Esav who did not believe that Hashem was going to fulfill His promise and give the Land of Israel to Avraham's descendants.38
Esav's marriage – Jubilees, Targum Yerushalmi (Yonatan), and Rashi all assert that Esav married idolaters, and this is why they were a source of distress to his parents.  Jubilees adds that they were full of fornication and debauchery, without any righteousness.
Leah's "tender eyes" – Rashi understands that Leah's eyes were tender due to the many tears she shed as she mistakenly assumed that it was her lot to marry the evil Esav.  This reading is consistent with Rashi's negative view of Esav's character.39
Yaakov and Esav's reunion
  • According to most of these sources, Esav went to greet Yaakov with an army of 400 men, intent to battle his brother.40  Many of the Midrashic sources and Targumim further suggest that Esav's kiss upon greeting Yaakov was insincere, and rather an attempt to bite his brother. 
  • Jubilees does not depict the reunion, but instead has Esav's clan convince him, after his parents' death, to actively attempt to eliminate Yaakov.41
Yitzchak's preference for Esav
  • Unaware of wickedness – According to many of these sources, Yitzchak was unaware of Esav's true nature, either because Esav tricked him into believing he was righteous,42 or because he had a natural love for his eldest son and was convinced of his bravery and strength by his tales of hunting.43 R. Hirsch adds that often people are attracted to their opposites, so Esav's active nature appealed to Yitzchak, and he did not see beyond to the negatives that lay beneath.
  • No preference for Esav – According to Sforno, the verse is not saying that Yitzchak preferred Esav, but rather that he loved him also44 (in contrast to Rivka who loved only Yaakov).45 
  • Split the blessing – Malbim suggests that Yitzchak was aware of his son's ways46 and had never intended to give him the blessing of Avraham, but only a material blessing.  He thought that both his children would be partners.  Yaakov would devote his life to service of Hashem, while Esav would provide for all his physical needs.47
Esav's descendants – Esav's descendants, Amalek and Edom (later associated with Rome and Christianity), have come to represent the arch-enemies of Israel throughout the ages.  It is not surprising, then, that many might have been inclined to view their ancestor, Esav, as  evil.  Moreover, Midrashic literature which consistently associated Esav with their contemporary enemy, Rome, was especially likely to adopt a harsh reading of Esav.