A number of years ago, a prominent Jewish educator gave a shiur with the central theme that the Book of Ruth has no real antagonists. Everyone, the speaker maintained, simply makes understandable—if sometimes tragic—choices in a difficult world. I was bewildered, to say the least: I asked her afterward about the litany of critiques leveled at Elimelech, Machlon and Chilyon just from TB Baba Basra 91, and Orpah in TB Sanhedrin 95a. I didn’t get a clear answer, just a reiteration of the theme that there were really “no bad people” in the Megillah.
More recently, another prominent educator gave a shiur arguing not only that there are no real villains in Ruth, but that even Orpah has been given a bad rap. This second speaker paralleled Orpah with Vashti, suggesting Chazal amplified both women’s flaws to make Ruth and Esther appear more “tznius”. (I have discussed the “progsplaining” of Vashti elsewhere; suffice it to say, however, that this shiur remained firmly within Chazal’s framework and was not an attempt to impose an intersectional revisionism, even if the sources were outliers.)
Sandwiched between these two whitewashing interpretations was a clarifying shiur from an educator who has written a book on Ruth. She presented a far less rosy picture of the era of the Judges and fully endorsed my initial hava amina: Boaz knew exactly what kind of people worked his fields: those who would piously declare it “assur” to marry a Moabite convert, yet would not hesitate to take advantage of a vulnerable Moabite widow for extracurricular activity, assuming she would be more readily available. In her view, the true protagonists—Boaz, Ruth, and Naomi—stand out precisely because the surrounding society does not come off well. In fact , while – as we’ll see further with Ploni Almoni – there is room for nuance when it comes to labeling antagonists, I thought the first and third approaches were exercises in whitewashing and in need of some deconstruction, if not necessarily a “Ruthless” one (sorry).
Even granting the medrash that Ruth is more a narrative of “chesed” than law, it is not a feel-good tale of universal moral grayness. Set against the lawlessness of the period of the Judges—famine, tribalism, moral drift—it dramatizes stark differences in character, commitment, and redemptive vision. Elimelech’s prominent family flees Judah to Moab in an act of prisha min hatzibbur. His sons Machlon and Chilyon out-marry: Orpah and Ruth. After the men die, Naomi begins a return home in shame with the two women. Both daughters-in-law weep and begin the journey with Naomi, yet diverge decisively: Orpah kisses and returns “to her people and her gods” (Ruth 1:15); Ruth practices devekut.
One might say that – to ironically quote former US President George HW Bush – Ruth, Naomi and Boaz all had the “vision thing” that Orpah and even Ploni Almoni lacked. Further, as Ruth ends with the narrative of the Davidic lineage and seeds of ultimate redemption, a line kickstarted by the vision of Tamar, mother of Peretz, forefather of the Messianic line. Tamar saw what Yehuda could not: that he would be responsible for siring the redemption
Naomi had that vision: after ten years of shared life in Moab, Naomi knew Ruth and Orpah intimately. Their marriages likely involved some form of local integration or conversion, making their status precarious back in Judah amid lingering questions about “Moavi” versus “Moavis.” Orpah’s retreat was not a cartoonish moral collapse but a revelation of disposition: pragmatic self-preservation when covenantal commitment became socially and existentially costly. Yet she miscalculates on several levels: she likely sees Naomi as giving her an “out” on her already possibly questionable conversion, and she takes that out, possibly surmising that she can go back to her prior royal status in Moav. Only – as Naomi knew right away, she was “going back to her gods”, and as Chazal’s harsher aggadot in Sotah and Chelek note – the almost immediate dramatic promiscuity that ensues likely serves as a brutal reminder that her previous status is not only unobtainable, but that the locals may not have appreciated her outmarriage, and now she’s left with nothing but to become almost a Biblical Ma Barker to Goliath and his giant siblings. In fact, she may share a treacherous commonality with another Biblical figure with a dubious conversion: Delilah, who eventually betrays Samson to the Philistines with whom she’s been working with all along.
Ruth has the vision Orpah lacks: embracing radical uncertainty—poverty, marginality, possible rejection—for the sake of Naomi’s God and people. Once Naomi put her through the “3 question” conversion paces normative to Jewish conversion law, Naomi knew she and Ruth could work together toward that shared vision, and the rest of the Megillah bears that out.
Boaz has the vision: he emerges as the quiet hero in a flawed society. The nearer redeemer, Ploni Almoni, presents a more nuanced case than traditional derision suggests. Boaz inherits Tamar’s vision. He recognizes Ruth’s legitimacy, navigates halachic process with care, and stewards the Davidic line. Ploni Almoni sees only the risks—social stigma, uncertain status. He is not depicted as indolent or villainous; he simply lacks the prophetic insight to embrace the redemptive opening. When Boaz presents the matter publicly before the elders, Ploni opts out. His anonymity (“Ploni Almoni”) is less punitive erasure than narrative acknowledgment: he steps aside from the redemptive arc because he cannot see it. The episode tests and confirms Boaz’s unique role.
On Shavuos, as we reaffirm “na’aseh v’nishma,” Ruth challenges comfortable flattening. Commitment is not generic decency or rational calculation. It is Ruth’s clinging through ambiguity. It is Boaz’s Tamaric sight—perceiving holiness in the marginal and foreign. The book rejects both moral universalism (“no antagonists”) and easy rehabilitation. The era was broken; choices mattered. Yet within that brokenness, extraordinary fidelity and discernment forge the lineage of Mashiach.
This Shavuos, may we see like Naomi, Ruth, like Boaz, and meet our own uncertainties with tenacity and clear-eyed vision. The Torah was given in the wilderness—a place of instability—so that covenant could emerge not from comfort, but from deliberate, seeing commitment.