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Life 
is full of hard choices between less than perfect alternatives. According to the 
Bible, even God is faced with such choices. It is part of the greatness of the 
Bible that it poses the problem that God, as well as humans, faces in choosing 
between less than perfect alternatives, even in connection with those whom it 
presents unequivocally as God's special people. The Bible does so even at the 
risk of exposing the ancient Israelites and hence the Jewish people to unjust 
criticism, based upon showing them, as Oliver Cromwell once said to his portrait 
painter, "warts and all." That may be a situation less than pleasant 
for Jews to face and indeed in previous generations as well as the present there 
were those Jews who either ignored those critical parts or reinterpreted them to 
show that the Jewish forefathers were always God-fearing models of what the 
Almighty expected. In this respect the Bible is far more honest than some of its 
interpreters.
Frequently, 
the Bible presents characters whose personalities and roles confront those of 
other characters in order to make its point. This part of the biblical message 
reaches its apogee in the parallel cases of Joseph and Moses who are presented 
as binary opposites, Joseph because of his assimilation into Egypt and his 
unrestrained service to the pharaoh in subordinating the Egyptians and bringing 
his brother Israelites down to Egypt, is not counted among the patriarchs and 
indeed represents the end of the patriarchal line, while Moses, who represents 
the new leadership that inherits the mantle of the patriarchs, liberates his 
people not only from Egypt but, insofar as possible, from Egyptian culture, 
after starting at the very heart of that culture in the pharaoh's palace and 
family. 
Here 
we examine a different confrontation, not so stark as that between Joseph and 
Moses but more direct between Jacob and Esau, two brothers, the sons of Isaac 
and the grandsons of Abraham, at least one of whom is destined to carry on the 
patriarchal tradition. They ultimately give birth to the Jewish people as a 
covenanted people, invested with the task of doing God's will through their 
polity and society.
The 
story of the two brothers, Jacob and Esau, is a classic example of that dilemma 
and how God faces it in determining who shall carry on the Abrahamic line that 
will serve His purposes in the development of a societal model for the world. 
Jacob and Esau share both good and bad traits upon which to try to build 
leadership for the future. God is faced with having to choose between two 
combinations of traits and to select what would be better for leadership of his 
people. The Bible leaves us with the problem of trying to understand the choice 
between two flawed individuals and what that means for us, the readers and 
students of the Bible in every generation.
Neither 
portrait is all that flattering and it is too easy to move quickly from them to 
negative assessments of the individuals portrayed without fully understanding 
their complexities as individuals. We must remember that the Bible starts from 
the assumption that all human beings are flawed in one way or another by the 
very nature of things and that its purpose is not to demonstrate the flawed 
character of individuals but to suggest some lessons about the problems by 
choosing among human weaknesses by focusing on human strengths, to be prudent in 
our choices yet to maintain our moral vision.
 
Esau 
and Jacob are introduced as struggling (vayitrotzetzu) with each other 
from the womb (Genesis 25:22). The homiletic treatment of this has been 
extensive, considering the way each has come to symbolize conflicting dimensions 
of power and authority. The common element uniting both is their tremendous 
energy which must be directed and harnessed. Jacob is to become Israel 
(literally: one who struggles with God) whose energy is to be directed by the 
covenant with God, while Esau will struggle with men and animals (nature) to 
become, in the eyes of the Midrash, the exemplar of a non-Jewish imperial ruler.
The 
future of the two struggling fetuses is foretold by God and is stated in 
ethno-political terms. The fathers of the two nations -- goiim and leumim 
are the terms used -- are struggling. Jacob emerges as he is to live the first 
half of his life, struggling for personal advantage, as Yaakov, one who grasps 
at the heel of his brother, trying to get out first.
The 
twins grow up as very different people. The description of Esau as a hunter and 
man of the field fits with the description of his appearance at birth, but that 
of Jacob as a quiet man, dwelling in tents, contradicts the first description of 
him. Given what follows immediately, one senses an irony in this description, 
although it may indicate the other dimension of Jacob's personality which also 
stays with him, namely the desire for a calm existence that remains his strong 
arm through all his struggles.
In 
the second recorded confrontation between the two, Jacob takes advantage of 
Esau's weakness, namely an unthinking impulsiveness, to press his advantage in a 
most unbrotherly way, first acquiring Esau's b'khora (birthright) for a 
bowl of lentils and then his father's blessing. The birthright has to do with 
inheritance of goods and position both. The tale is typically biblical. The 
"bottom line" is that by his actions, Esau demonstrates that he does 
not deserve to be the one who continues Abraham's responsibilities and rewards 
under God's covenant, since he does not have the steady, thoughtful qualities 
which are required. Rather than getting his own food -- after all, he was not 
really starving to death and Jacob was not the only kitchen in the encampment -- 
he responds impulsively to a good smell and, in the words of 25:34, 
"despises his birthright."
Jacob 
shows his wiliness as well as his greater intelligence and forethought. Jacob's 
eye is always on the main chance; he sees his advantage and takes it, perhaps 
not believing the foolishness of his despised -- and despising -- rival. What he 
does is not quite honorable, though not illegal. The title he gains is at least 
partially valid, although he is insecure enough about it to conspire later with 
his mother to deceive his father so as to gain the blessing for the first-born 
as well (Chapter 27). In short, he is what nineteenth century Americans would 
call "sharp," a characteristic associated with the products of 
covenantal cultures -- the term was invented to describe the New England Yankee 
descendants of the Puritans -- ever since.
Much 
later, Esau marries two wives, both Hittite women, that is, locals, in violation 
of Abraham's (and God's) injunction not to take wives from among the Canaanite 
population. Again, one gets the sense of a headstrong person who acts 
impulsively, without sufficient thought (26:34-35). His marriage is described as 
a vexation to both Rebekah and Isaac. Even his father, who has strong affection 
for him, is hurt by his act. This action alone forever rules out Esau as the 
bearer of patriarchal continuity. Esau could have overcome the sale of his 
birthright; as we see in the next chapter, Isaac was still prepared to give him 
the blessing due the firstborn. But acquiring foreign wives meant the detachment 
of his children from the Abrahamic line.
Both 
the personal and psychological and the public and national dimensions of the 
rivalry between the two brothers are noteworthy. Despite the dreadful deception 
on the part of Jacob and his mother to gain Isaac's patriarchal blessing, 
Jacob's vocation as Isaac's legitimate heir in the continued founding of the 
Jewish people is reaffirmed. In essence, the Bible tells us that a bright, 
calculating person who, at times, is less than honest, is preferable as a 
founder over a bluff, impulsive one who cannot make discriminating choices. 
Jacob continues to display characteristics which are later to become part of the 
non-Jewish stereotype of Jews (although they are only prominent, not typical -- 
witness the very different characters of Abraham and Isaac), while Esau 
continues to display characteristics which are later to become part of the 
Jewish stereotype of non-Jews ("goyim"). 
The 
public and national purposes of this story are, by now, self-evident -- that the 
Esaus of the world, however attractive they may be in some ways, cannot assume 
the mantle of Abraham because of their personal deficiencies -- is already 
brought to our attention. At the very least, the Jacobs are the lesser evil 
because they can be chastened, educated, and redirected. In subsequent chapters 
God is to test and temper Jacob to turn his intelligence and cunning to moral 
ends. 
In 
essence, what we have here is the climax of a struggle between natural man 
(Esau) and covenantal (or, in sixteenth and seventeenth century terminology, 
federal) man (Jacob). Both are presented realistically -- "warts and 
all" -- in the Bible's way. Thus it is not a confrontation between good and 
evil, but a choice between two limited and flawed human beings. Esau has the 
good and bad qualities of natural man -- principal among them, generosity and 
impulsiveness, the characteristics of natural liberty. Jacob's character is at 
least equally mixed, joining intelligence with guile. Isaac, passive and 
insecure, is easily drawn to Esau, but God chooses Jacob since He can bind him 
by covenant and hopes to restrain his sharpness through the constraints of 
federal liberty -- liberty in accordance with the terms of the covenant -- while 
natural man simply cannot be restrained except by force. 
Once 
again, God's choices are limited by the realities of human frailty. He makes the 
best choice that He can but we need not exaggerate the goodness of one or the 
badness of the other.
 
After 
Jacob steals his father's blessing and enrages Esau, Isaac responds to Rebekah's 
request by sending off Jacob with a second blessing, actually commanding him not 
to take a Canaanite wife and to go to the family hearth for one instead (Chap. 
27). The Bible conveys the sense of Isaac as a not-very-strong person, much 
influenced by his wife, attempting to play a role of strength by issuing 
commands (27:1 -- vayetzavehu), something which even God does not 
ordinarily do. The reader knows how absurd it is for him to be commanding Jacob 
to do what Rebekah set him up to do in the first place to save Jacob's life. 
Isaac 
transmits Abraham's promise to Jacob for the first time. His blessing includes 
both personal fertility and national promise. Up to this point, whatever 
legitimation Jacob has obtained has been obtained by deceit. Here, for the first 
time, he obtains a blessing more or less on his own. Whatever the source of the 
suggestion and the reasons behind it, Isaac knows it is a valid one. Perhaps it 
also brings with it recognition that, with Esau's marriage to a Hittite woman, 
only Jacob can be the bearer of the berakhah. Isaac gives it fully.
Shocked 
by his father blessing Jacob, Esau suddenly realizes what his Canaanite wife has 
meant to Isaac. He makes one last attempt to remedy the situation by also 
marrying a first cousin, the daughter of Ishmael. The effort to parallel Jacob 
is both clear and insufficient. Ishmael's is not the favored side of the family. 
 
Jacob 
leaves home to avoid Esau's wrath and his transformation into a man suitable to 
carry on God's enterprise begins (Chapter 28). While Esau is left trying 
desperately to please his father, Jacob confronts God for the first time on the 
road, at Beth El. God proffers His covenant to Jacob, who, lacking more than 
sharpness, immediately turns it into a contractual arrangement. The careful 
reader cannot fail to perceive that a new dimension needs to be developed by the 
clever, often devious, younger brother. He has begun his testing. 
Jacob's 
first encounter with God (28:10-22) in a Divinely-inspired vision is perfectly 
appropriate: a ladder set up on the earth and reaching to heaven. No one is more 
of this world than devious, scheming, jealous, ambitious Jacob who is here 
called to raise himself heavenward. God could hardly appear to him directly; 
first He had to get his attention. Hence the device of the ladder and the 
heavenly beings going up and down, bringing Jacob's gaze and thoughts toward 
heaven.
God 
then becomes very personal in His guarantees and promises to Jacob, knowing His 
customer, as it were. God's revelation to Jacob is a reaffirmation of the 
promise to Abraham in even more practical and earthy terms suitably attractive 
to Jacob, given his character. The promises of territory and kith are repeated, 
along with the statement that all the people of the earth will be blessed, that 
is legitimized through Jacob's descendants. 
Jacob's 
response is equally in character. He is awed by God's presence but still tries 
to make a deal with Him by vowing that if God keeps His promise in four 
specifically personal ways (protection on his way, food, clothing, and a safe 
return home), he will acknowledge Him and even reward Him by tithing -- to 
"sweeten the pot" for God, as it were, a sure sign of Jacob's 
contractual approach to the matter. Jacob understands that God is not Esau, to 
be taken advantage of in a bargain. Nor is He Isaac, to be deceived. God is a 
real power, hence the deal should be a good one for Him. God does not respond to 
all of this. What is most notable at the end of the chapter is God's silence. 
The 
foregoing chain of events is not a covenant and is not described as such but it 
clearly is presented as having all the elements of a pact. It is, indeed, a 
reaffirmation of the covenant with Abraham on God's part which is turned into a 
kind of contractual arrangement by Jacob. Jacob is not morally ready for a 
covenantal relationship. His transformation may have begun but it has just 
begun. God offers him a great promise for the future and Jacob concentrates on 
the details of his present well-being. (Notice that he makes no reference 
whatsoever to the covenantal future in his vow.) Significantly, God, 
understanding Jacob, offers both possibilities. He needs Jacob to continue the 
unfolding of His plan, hence must educate him and bring him along. 
The 
whole incident teaches us about the similarities and differences between 
covenant and contract, how they can be confused with one another because of 
their common emphasis on the freedom and integrity of the partners, their roots 
in negotiation, and the resultant mutual obligation, yet how they differ in 
their scope, in the basis of the obligation incurred, and, perhaps most 
important, in the spirit which surrounds and informs them. This relationship 
between the two species of pact is an enduring one, encountered in every 
situation where one or the other is used. There is place for both in our 
imperfect world, not only by using a contractual relationship as a way station 
toward a covenantal one but also for each in its own place and situation, but, 
as much as their relationship to one another should be understood, they should 
not be confused. 
 
Jacob 
goes on to meet a greater artist at deception than he, his uncle Laban (Chapter 
29). First, he is deceived in his marriages, thereby acquiring two wives, Leah 
and Rachel, and their handmaidens who are to mother the tribes of Israel, and in 
his work relationships. Jacob's hatred for Leah is not explained. One is led to 
deduce that her very presence is a constant reminder to Jacob of how he, the 
deceiver, was deceived in turn, forced into an unwanted marriage and seven 
years' additional free service to his uncle, in order to claim his beloved 
Rachel. Given what we know about Jacob's concern for his personal well-being, 
this was a deception that hurt greatly. Hence there is nothing that Leah can do 
to win her husband's love. 
Here 
we have another example of Jacob's callousness toward other human beings. Leah 
is caught in a tragic web no less than Esau, and Jacob, while not the weaver of 
either, is very much involved in heightening the pain of their respective 
tragedies. In the end, each is somewhat compensated by God; Esau becomes wealthy 
and powerful in his own right (Chapter 36), Leah (and her concubine) provide 
most of Jacob's sons, and Jacob loses Rachel (Chapter 35), lives for years in 
the belief that Joseph, his favorite son, is dead (Chapter 37), and finally is 
forced to end his days in Egypt (Chapter 46). It is through Jacob's tempering by 
life that he is transformed to become Israel. 
After 
twenty years, Jacob and Laban reach the parting of ways, not without bitterness, 
fear, and further deception, causing God to intervene to protect Jacob and his 
household. The end result is a covenant between the two men, defining their 
future relationship by separating them one from the other. Up to this point, 
covenants have only been used to bind; here we learn that they can be used to 
separate as well. There are certain relationships that are best preserved from a 
distance and this is certainly one of them. In a sense, the covenant is a sign 
of the good sense of the two principals who are both crafty and prudent. 
 
Jacob 
moves out of one dangerous situation toward another, both with members of his 
family -- Laban and Esau -- and, on the way, decisively confronts God (Chapter 
32). Through that very mysterious confrontation, crafty, self-centered Jacob 
becomes one who strives or wrestles with God (yisrael), thereby 
establishing his destiny and that of his heirs forever. This destiny is to be 
embodied in the name of the people who inherit him. A new relationship is 
thereby established, one of striving with God.
There 
are those who, like Abraham, hearken to God and those, like Isaac, who passively 
accept God's dictates. Jacob has none of the characteristics appropriate for 
either role; witness how he has tried to contract with God for protection. But 
he can be brought to at least strive with God, wrestle with Him in the spirit of 
his heritage. Thus, Jacob's wrestling with God completes the patriarchal cycle 
of relationships with the Almighty, from Abraham's powerful and dignified 
service to Isaac's submissiveness to Jacob's ambivalence. Earlier covenant 
negotiations give way to wrestling and bargaining for a blessing. 
The 
story is constructed as follows: Jacob completes his arrangement with Laban only 
to learn of Esau's approach with a large body of men at his side, frightening 
Jacob, who takes steps to save as much of his people and property as he can if 
there is trouble, without resorting to force of arms. Jacob has no military 
resources at his disposal so he can only maneuver, another paradigm of the 
Jewish condition throughout much of Jewish history. 
He 
then turns to God in a very carefully phrased prayer (as we would expect -- his 
every move and word reflects forethought) which:
a. invokes his fathers (v. 10);
b. reminds God that he is returning to his land and kith at God's request (v. 10);
c. emphasizes his unworthiness (certainly true in this case) to be one of God's hassidim (v. 11);
d. indicates that he had taken what steps he could to protect his camp (v. 11);
e. asks God to save him, and especially his sons (v.12), from Esau because of His promise to multiply Jacob's descendants (v. 13).
Every 
element is appropriate in a petition which is, at the same time, the opening of 
a negotiation. Jacob terms God's response to His servants the patriarchs, hasadim 
or loving expressions of covenant obligation and emet or true 
manifestations of covenant loyalty.
The 
third element in Jacob's preparations is the assembly of gifts for Esau on a 
grand scale and the arrangement for their presentation in the most effective 
way, prior to their meeting and in waves, to soften him up for the actual 
encounter. What we have before us is vintage Jacob in a defensive posture -- 
prudent, crafty, careful, covering all his bets. He divides his camp so that at 
least half of his wealth is likely to be preserved, he asks God's help in a 
carefully constructed prayer, he not only arranges to present Esau with abundant 
gifts but takes care to arrange the manner of their delivery, and then he 
secretly transfers his immediate family to safety, just in case. 
Finally 
alone by his own doing, Jacob is now open to the climax of his life, the 
encounter with the mysterious stranger who speaks in the name of God. In the 
wrestling that follows, Jacob displays two of his strongest characteristics -- 
tenacity and the ability to make it pay. Jacob wrestles the stranger to the 
point where he can ask for a blessing. 
As 
his blessing, Jacob's name is changed, to Yisrael. Unlike the firm faith of 
Abraham and the accepting faith of Isaac, Jacob wrestles with God all his life, 
doing His will only after that wrestling. This becomes his people's destiny 
until the end of days. Thus it is the unique destiny of the Jews -- Israel -- to 
wrestle with God as well as be witness to His covenant. Israel's future is not 
one of blind faith and obedience to God's will but one of difficult covenant 
partnership, of wrestling with their own inclinations and doubts in the face of 
a mystery which will not fully reveal itself. Covenants do not necessarily end 
strife; they contain it within a framework or, better, within certain bonds. In 
that sense, the imagery of the conflict between Jacob and the stranger is 
paradigmatic. The Jews are still holding the mystery in their arms and will not 
let go without a blessing, while it grasps the hollow of their thighs. 
Jacob 
perceives what has happened to him -- that he has seen the face of God and that 
his destiny is now changed. At the same time, he has acquired a permanent limp 
because of his wounded thigh. One does not emerge from such a conflict without 
some scar. 
Jacob, 
now Israel, is ready for his confrontation with Esau -- prudently prepared by 
his own agency and properly chastised yet blessed by Divine agency. The 
confrontation continues the saga of the complex relationship between the two 
brothers and sharpens the biblical description of natural versus federal man. 
Esau remains as open and impulsive as Jacob is prudent and crafty. Jacob 
determines to make peace between them but to keep their relationship at arm's 
length. After his three confrontations, Jacob reaches Canaan and begins to 
settle into a new set of tribulations.