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‘Fleishman is in Trouble’ hits FX Thursday. Just don’t call it a Jewish series, says its creator.
(JTA) — From Taffy Brodesser-Akner’s point of view, her best-selling 2019 novel “Fleishman Is in Trouble” wasn’t all that Jewish. She’s a little perplexed by the deluge of press junket questions about its Jewish essence.
“It’s funny: I don’t think of it as a Jewish book. I know people do,” she said.
Brodesser-Akner, a journalist famous for her sharp celebrity profiles, is now the showrunner of the book’s star-studded TV adaptation, an 8-episode FX series that debuts on Hulu on Thursday. In the story, Toby Fleishman (played by Jesse Eisenberg) is a 41-year-old Jewish hepatologist who has recently divorced Rachel (Claire Danes), his ambitious, icy, blonde theater agent wife. Early on in the story, Rachel disappears in the middle of the night, leaving Toby with their two children and a truckload of resentment. Toby, who had a nebbishy and romantically insecure youth before marrying Rachel, is now drowning in the sexual bounty of dating apps.
On Zoom, Brodesser-Akner was speaking a few days after the show’s blowout bash at Carnegie Hall and Tavern on the Green, an iconic Central Park restaurant. “I’ve never been to an event like that. It was 600 people,” she said. It sounded like a scene that could have been plucked right from “Fleishman,” which is set on the extremely wealthy Upper East Side, and in which the responsibilities of marriage and parenthood are at odds with the ambitions and personal longings of its middle-aged characters.
Brodesser-Akner, 47, who was both adrenalized and a little frazzled, had to balance the premiere with parenting duties — she’s a mother of two boys, ages 15 and 12. “I’m still picking sequins from my teeth.”
As a writer, Brodesser-Akner likes to play with the power of subjectivity, and she built “Fleishman” on it. Though the story begins as Toby’s, it eventually morphs into a “Rashomon”-esque take on the divorce and what really went wrong in the Fleishmans’ marriage. The story is narrated by Libby (Lizzy Caplan), Toby’s friend from their year abroad in Israel. A former men’s magazine writer, Libby is now a lost and frustrated stay-at-home mom in suburban New Jersey (and a stand-in for Brodesser-Akner). Adam Brody steals scenes as Seth, an immature finance bro and another year-in-Israel friend with whom Toby reconnects after the divorce. (His presence is a homecoming of sorts for those of us who spent our tween years watching him play a different Seth in “The O.C.”)
“I don’t think of it as a Jewish book,” says Taffy Brodesser-Akner.
Brodesser-Akner pieced together the story’s Jewish elements: a doctor named Fleishman, a bat mitzvah, Friday night dinners, a year abroad in Israel, a few jokes about Jews being bad at home repairs (which is the subject of a very funny scene in episode six between Toby and Seth). There are a few insidery details that she fails to mention, like a fake Jewish sleepaway camp called Camp Marah, which sounds like the real Camp Ramah but roughly translates to “Camp Bitter” in Hebrew. Does all this add up to a “Jewish” story?
“I read ‘The Corrections’ by Jonathan Franzen, and it mentions Christmas I think 47 times. I read ‘Crossroads’ and it’s about the family of a youth minister. But neither of those is ever called a Christian book. This is called a Jewish book. I don’t object to it being called a Jewish book. But to me it’s mostly an American story. As a writer and as an observer of the culture, I think that calling this a Jewish book is proof of the answer to an old question: are Jews considered Americans? And the answer is no.” She threw in her characteristic meta analysis: “So now you have a very Jewish profile. How Jewish is that, Sarah?”
The self-aware comment is a good reminder that although her responses may be unguarded, she has not forgotten that she’s on the record. A name in New York media, Brodesser-Akner wrote for GQ and is now a staff writer for The New York Times Magazine, having profiled Gwyneth Paltrow, Ethan Hawke and Tom Hanks and written about the Joshua Cohen novel “The Netanyahus,” the television show “Thirtysomething” and much more. She inserts herself often into her writing, not to make it about herself, but to remind the reader that every profile is by nature filtered through the lens of the writer crafting it. Her writing is searing, self-deprecating — so raw it’s still bleeding and often quite funny.
“I wrote the book the way I would write a profile, just like I always do. But this man doesn’t exist,” she said.
RELATED: 5 Jewish places that inspired Taffy Brodesser-Akner’s ‘Fleishman Is in Trouble’
We had tried to meet in person near her home on the Upper West Side, but by the time she was available, I was in Tel Aviv, placing us along the Israel-New York axis on which “Fleishman” is set. When Toby suddenly calls Libby to tell her he’s getting divorced, he catapults her into memories of their early twenties in Jerusalem. Those thoughts make Libby miss the possibilities of her youth, the ones time has ruthlessly and inevitably extinguished. Eventually her longing for her past becomes so overwhelming that it threatens her marriage to her menschy and patient husband, played by Josh Radnor. (For more longing-for-younger-days while in Israel content, Brodesser-Akner wrote a Saveur essay about vegetable soup in Jerusalem — her Proustian madeleine. Interviewing Brodesser-Akner from my friend’s apartment in Tel Aviv, a city where I lived in my twenties, I found the theme of longing for the past hit almost too close to home.)
Part of the reason Brodesser-Akner doesn’t think the “Fleishman” story is all that Jewish is that she doesn’t feel all that Jewish — at least not relative to her mother and sisters, who are aligned with the Hasidic Chabad-Lubavitch movement and live within a few blocks of each other in Crown Heights, Brooklyn.
“I don’t think any writer has ever gotten it right,” she says of her Jewish background. “They say I was raised Orthodox. It’s interesting because it always makes me look like the black sheep in my family, when really they are. I’m exactly how I was raised to be until I was 12.”
After her mother, a secular Israeli, and her father, a Conservative Long Islander, divorced, her mother put Brodesser-Akner and her sisters in Jewish school. Some Jewish observance trickled back to her mother, who ended up going the Chabad route.
“My mom had never been inside a synagogue until the day she married my father. Now that is what we call ironic,” Brodesser-Akner said.
Brodesser-Akner’s two sisters followed, and her mother eventually remarried and had another child, the only sibling born into a religious household.
“The thing that made me a journalist was being raised in a home where, at age 12, I was relegated to observer. I had to learn how to understand other people’s points of view. And now that’s what I do,” she said.
Despite their religious differences — Brodesser-Akner attends an Orthodox synagogue but sends her children to an unaffiliated Jewish school and says she wakes up “every morning with new ideas” — the author is very close with her family, and her sisters were at the “Fleishman” premiere.
“They were at the premiere of my perverted sex show,” she joked with a laugh referring to the Hulu series, which features some sexual content as Toby explores the post-divorce New York dating scene. “They show up for me and I show up for them. I have my challenges with it, but I think their challenges must be greater. They never say this to me, but they must think that my life is comparatively…” She looked away thoughtfully, trying to find the right words. “They must think my lifestyle is comparatively less worthwhile. But we really love each other.”
To Brodesser-Akner, the most Jewish show on television is “The Patient,” which she calls “the best show I have seen in 100 years.” And that’s not because it (like “Fleishman”) is on FX. “I’m not that kind of interview!” she said.
Lizzy Caplan plays Toby’s friend Libby. (FX Networks)
“It’s the most Jewish show in all of the Jewish ways. It grapples with a Jewish prisoner; with the difference between a Conservative Jewish female cantor whose son becomes ultra-Orthodox — I’d never seen that on screen. It was kind of the only relatable Jewish matter I’ve ever seen. People ask me if I’ve watched ‘Shtisel.’ And I always say, I’m in the 47th season of an ultra-Orthodox family drama myself and not really interested!” She laughed. “But also I think of the other Jewish matters on television, which are adapted memoirs of people who were ultra-Orthodox and now aren’t. It’s like no one can imagine religious people being happy in their lives. And that’s really shocking to me. My family is very happy.”
Brodesser-Akner wound up with her dream cast: she had a list of five actors — Lizzy Caplan, Jesse Eisenberg, Claire Danes, Josh Radnor and Adam Brody — and no backup plan. She noted the fact that viewers have seen them grow up on screen as one reason they were right for the roles. For many, watching Caplan, Eisenberg and Brody sit across from each other in a diner will feel like a camp reunion, the fulfillment of a Jewish television fantasy they never knew they had.
“One thing that we were trying to get across is ‘how could it be that I am this old when I was once this young?’ And the fact that you have a memory of Claire from ‘My So-Called Life,’ or Jesse from ‘The Squid and the Whale’ — that does so much of the work of the show without writing a word,” Brodesser-Akner said.
Besides Danes (who plays the only main character with a non-Jewish parent, whom the book makes clear she resembles) the lead actors are all Jewish — a notable fact in a time when Jewish representation on screen, and who should be allowed to play Jewish characters, is the subject of continued debate.
Last month, New Yorker TV critic Emily Nussbaum, who is Jewish, tweeted, “There is a simple solution to the question of whether various non-Jewish actors are allowed to play Jews & that is to ask me.” Brodesser-Akner responded to the tweet, writing “[Non-Jew] Oscar Isaac in Scenes from a Marriage is the best ex-ortho I ever saw on screen!”
About casting Jewish actors, Brodesser-Akner noted a legal issue rarely mentioned in the representation debate: one can cast based on looks, but it’s illegal in the United States to cast based on religion. She took this very seriously.
“I spoke to [‘The Plot Against America’ director] David Simon about it and he said, ‘They’re actors. You let them act.’ And I agree with that. The question that I asked myself was who was perfect for it?” she said.
Even if Brodesser-Akner rejects the claim that “Fleishman” is a definitively Jewish story, wasn’t she consciously playing with some Philip Roth-inspired Jewish archetypes? Toby the nice Jewish doctor, the devoted, idealistic dad who’s also self-righteous, horny and insecure.
No, she insists she wasn’t. But also Philip Roth is so ingrained in her that who’s to say? And isn’t the question flawed in the first place?
“All I can say is that I am made out of Philip Roth. I’m so formed by his books. I actually would say that you have a bias in the asking of your question, in that you’re Jewish too. And you also are made out of Philip Roth books since you’re a writer. Again, that goes back to the same question as ‘are we American?’ To me, Toby is not ‘a Jewish guy.’ He’s just a guy! He’s the kind of guy I know! I was just trying to be myself.”
“Fleishman is in Trouble” premieres its first two episodes on Hulu on Nov. 17. It will release each of its six remaining episodes weekly on Thursdays.
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At the Vatican with Chicago’s mayor, a rabbi gave Pope Leo a White Sox kippah
(JTA) — Lizzi Heydemann didn’t plan what she was going to say to Pope Leo XIV.
But when the Chicago rabbi found herself face-to-face with the new pontiff during a Vatican visit alongside a delegation of Chicago leaders, she thanked him for the way he has spoken about the war in Gaza.
“I said, you know, it’s been a hard time over these past two years to be a rabbi, but I want to thank you for, in the midst of conflict, holding the humanity of everyone involved in the conflict,” Heydemann recounted.
Leo, the first American pope and a native of Chicago’s South Side, repeatedly advocated after his election last year for the release of the Israeli hostages as well as a ceasefire in the war in Gaza, which he has referred to as “vengeance” and “barbarity.” The comments angered some Jewish leaders who have interpreted them as unfairly targeting Israel, but for others including Heydemann, they have offered a template for how to criticize the war.
“You may be anti-war, but I do not hear you denouncing or degrading people,” Heydemann said she told Leo. “Thank you for holding the humanity of Israelis and Palestinians in the same breath and the same thought. It’s not something that is modeled very often.”
She added, “He seemed grateful, and like he knew exactly what I was talking about.”
Heydemann, the founder and leader of Mishkan Chicago, an independent Jewish spiritual community, had been invited by Chicago Mayor Brandon Johnson to join a delegation of civic, business and faith leaders traveling to Rome last week. (Johnson has been a vocal critic of Israel who has drawn criticism himself from some Jewish leaders in Chicago.) She said she was the only rabbi to take part in the trip.
As she waited for the pope to enter a room where the delegation was assembled on Thursday, Heydemann said she began weeping.
“What I reflected on is that he, maybe more than anyone in the world, is a religious leader with the world’s eyes on him,” Heydemann said. “He is beloved and critiqued constantly, and every rabbi in America has had a little taste over the last few years of that weight.”
While the interaction carried an unexpected emotional weight for Heydemann, it also came with a distinctive Jewish Chicago touch: a White Sox-themed kippah.
She said she included the kippah, which featured the Chicago White Sox logo on the exterior as well as a pomegranate on the inside, in a chest of Chicago-themed gifts presented to the pope on Thursday during the visit as a nod to his lifelong devotion to the baseball team.
“We thought that would be a sweet point connection between me and the pope,” Heydemann said, adding that the pontiff’s typical white zucchetto looks “awfully like a kippah.”
“It brings us all joy to imagine that after a long day at work wearing the cream-colored one that matches his robes, maybe at the end of the day he’ll switch it out for a jersey material, White Sox kippah, and thinks fondly of sweet home Chicago, and the Jewish spiritual community gave it to him,” Heydemann added.
A list of gifts that circulated in local media included another piece of Jewish paraphernalia: a tote bag with the words “Resisting tyrants since Pharaoh.” That’s a catchphrase from T’ruah, the rabbinic human rights group where Heydemann has been on the board. But the rabbi said the inclusion was an error: She was carrying the bag, not giving it to Leo.
Looking back on the meeting with the pope, Heydemann said her experience reflected a broader conviction about “building bridges, even in the presence of difference.”
“There’s too much at stake in our world for us to not be continuing to be in relationship with one another in the presence of differences,” Heydemann said.
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Finalists announced for lucrative Jewish literary award
(JTA) — Amir Tibon’s memoir about his family’s ordeal during the Oct. 7 attacks on Israel and Laura Hobson Faure’s history of Jewish children who fled from Germany to France during World War II are among the finalists for the 2026 Sami Rohr Prize.
The annual award — which alternates each year between works of fiction and nonfiction and which honors emerging Jewish writers — is considered one of the most prominent awards in Jewish literature.
The winner of the award, which comes with a $100,000 prize, will be announced on June 16.
A panel of judges will decide among four nonfiction finalists for this year’s award. Since the prize was established in 2006 — the first award was presented in 2007 — Sami Rohr Prize panelists and advisors have included historian and diplomat Deborah Lipstadt, historian Jonathan Sarna and longtime Columbia University journalism professor Sam Freedman.
“What strikes me about this year’s finalists for the Sami Rohr Prize for Jewish Literature is the remarkable range of stories they tell and the depth of insight they bring to Jewish life and history,” Debra Goldberg, director of the Sami Rohr Prize, said in an email. “Each of the four books explores questions of memory, identity, displacement, resilience and responsibility through deeply personal narratives that feel both timely and enduring.”
The 2026 Sami Rohr Prize finalists are:
Laura Hobson Faure, “Who Will Rescue Us?: The Story of the Jewish Children who Fled to France and America During the Holocaust.” Faure is a professor of modern Jewish history at Université Paris 1-Panthéon-Sorbonne. Yale University Press, her publisher, describes “Who Will Rescue Us” as “the first comprehensive study of Jewish children’s flight from Nazi Germany to France — and their subsequent escape to America from the Vichy regime.” It is her second book.
Shaul Kelner, “A Cold War Exodus: How American Activists Mobilized to Free Soviet Jews.” A professor of Jewish studies and sociology at Vanderbilt University, Kelner’s second book details how American Jews transformed a largely overlooked human rights issue into a landmark 20th-century mass-mobilization effort.
Jordan Salama, “Stranger in the Desert: A Family Story.” Salama, an author and contributor to The New Yorker, National Geographic and other publications, traces his Jewish family’s history “from Moorish Spain and Ottoman Syria to Argentina and beyond.” A mix of travelogue, memoir, history and reportage, “Stranger in the Desert” is his second book.
Amir Tibon, “The Gates of Gaza: A Story of Betrayal, Survival, and Hope in Israel’s Borderlands.” The first book by the Israeli journalist is a first-person account of his family’s ordeal as residents of Kibbutz Nahal Oz, which was violently attacked by Hamas on Oct. 7, 2023. Alongside accounts of the day’s losses, Tibon also recounts the heroic efforts by his father, a retired major general, to race into the battle zone and rescue his son, daughter-in-law and two granddaughters from Hamas gunmen.
“As the Prize approaches its 20th year, I hope it will continue to support writers whose work expands our understanding of the Jewish experience and sparks meaningful conversation for generations to come,” Goldberg said. “I am immensely grateful to share in the Prize’s mission to honor excellence, nurture talent and connect Jewish voices across the globe.”
The Sami Rohr Prize, named for the late American real estate developer and philanthropist who fled Nazi Germany as a boy, is administered in association with the National Library of Israel. 70 Faces Media, the parent company of the Jewish Telegraphic Agency, is the prize’s media partner.
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A decaying historic farmhouse finds a savior in Chabad
A Dutch Colonial home, just one of a handful of pre-Revolutionary War houses left in New York City, has been vacant and decaying for years. The windows are boarded up, signs warning against trespassing cover the property, and chunks of the ceiling are missing inside.
This historic landmark has an unlikely savior: Chabad, the global Lubavitch movement, which is planting one of its thousands of outposts there.
“Dilapidated is an understatement,” Rabbi Zalman Liberow of Chabad of Flatbush said as he gave the Forward a tour.
Chabad of Flatbush, led by Liberow and his wife, Chana, bought the historic Brooklyn property in December 2024 and will soon begin renovations to make the place livable. In the meantime, the couple has already transformed the barnhouse next door into a sanctuary, where a photo of the Lubavitch rebbe hangs on the wall near a compartment once used to store hay.
As other Jewish organizations have shifted toward digital community, Chabad has continued investing heavily in brick-and-mortar real estate, ranging from modest suburban homes to multimillion-dollar towers and converted landmarks. It’s a strategy that anchors Chabad in the communities it serves, but can also be costly: For the most part, Chabad couples — each unit headed by a rabbi and rebbitzin — finance their own operations, raising their own money to buy homes and establish centers of Jewish life.
The Liberows said a generous donation of Bitcoin from a donor, Eliot Stavrach, ultimately allowed them to purchase the 22,000 square foot lot for roughly $3 million, along with securing a high-interest loan to pay the mortgage while the couple awaited the sale of their old headquarters down the street. Last week, that transaction went through and reaped nearly $1.1 million.
The seller had also cut the asking price by nearly half, offloading what had become a white elephant, Liberow said.
“For him, it was a pain. For us, it was good,” Liberow said. “And I thought, even better, this is such an important piece of United States history.”
The prior landlord had reportedly struggled to find a buyer for the landmarked home, which by law cannot be demolished, and any alterations to the facade must be pre-approved by the city Landmarks Preservation Commission. In buying the home, the Liberows are also preventing its further deterioration — to the relief of neighbors who said the abandoned site had become a hotspot for drug use and a symbol of neglect.
“I’m just happy that the house will not be torn down and will actually have a future — a good one, it seems,” said Lori Citron Knipel, a former leader in the Brooklyn Democratic Party who used to frequent the house. “So that absolutely warms my heart, because it’s been breaking every time I pass it.”
The house’s history
The Wyckoff-Bennett Homestead is likely among the ten oldest properties in Brooklyn and the 50 oldest houses in all of New York City, according to Simeon Bankoff, former executive director of the Historic Districts Council.
A 1968 report from the Landmarks Preservation Commission noted that “two hundred years of wear have done little to diminish the simple beauty of its clear-cut profile,” and described it as “the most beautiful example of Dutch Colonial architecture in Brooklyn.”
The house is also notable for its role in the Revolutionary War: During the conflict, it quartered German soldiers fighting for the British, known as Hessians. Two of the soldiers etched their names and units into a windowpane.
A historical marker at the house notes that those troops may have taken part in the Battle of Brooklyn, the first major battle after the signing of the Declaration of Independence.
According to Liberow, local legend holds that George Washington once stopped at the Wyckoff-Bennett house for tea — though, “we never did find the teacup,” he joked.
Bankoff attributed the properties’ staying power partly to the fact that prior to a venture called 22nd Street Investors LLC purchasing the lots in 2021, the property had only ever been owned by three families over more than 250 years.
Hendrick H. Wyckoff, son of a Dutch settler who emigrated to New Amsterdam in 1637, is believed to have built the house before 1766. In 1835, Cornelius W. Bennett purchased it, and it remained in the Bennett family for four generations before a Jewish couple, Annette and Stuart Mont, bought the property in 1983.
‘A piece of Brooklyn’s history’
The Monts had a deep appreciation for the home’s history, Citron Knipel said, and often opened it to the community. They hosted political fundraisers, birthday parties, and even a wedding at the house, she said, and they welcomed school groups into their home for local history field trips.
Only the facade of the house is landmarked, making its preservation legally required. But the Monts also preserved its interior details, including furniture from the Wyckoffs and Bennetts, an ornate fireplace framed by decorative tiles depicting biblical scenes, and an antique Richardson & Boynton Co. stove.
“There’s a sense of being part of and having a responsibility to the rest of the community to preserve it and move it forward,” Stu said in the 2013 documentary Living in a Landmark.
“And share it,” Annette added. “Because we have bought a piece of Brooklyn’s history.”
But an effort to secure the home’s legacy fell apart in 2010. The Monts had been in talks with the city to purchase the property, only to withdraw after the city reduced the sale price, deducting the rent the Monts theoretically would have paid to continue living there.
Annette died in 2013 at age 72, and Stuart died three years later at age 76. Their children, Ira and Randi Mont, sold the property to 22nd Street Investors LLC, registered to real estate investor Avraham Dishi, in 2021.
In an interview with the Forward, Ira Mont said he believed at the time of sale that 22nd Street Investors LLC would keep the house in good condition — and was disappointed that they ultimately did not.
Dishi drew two complaints for failing to maintain the Wyckoff Bennett house: one for the poor condition of the fence, still active, and another for the condition of the facade and roof, later withdrawn.
Officials at a Landmarks Preservation Commission hearing in March to discuss the Liberows’ minor proposed changes to the home noted there had been “all kinds of vandalism, fires, squatters, [and] drug users” there in recent years.
The Forward reached Dishi’s office by phone and left a message, but did not hear back.
Liberow said he has big plans for the house pending approval from the Landmarks Preservation Commission, including displaying a video in the front yard highlighting Jewish history in the United States. The Commission has already approved plans to install porch railings, a curb cut and a driveway at the site. And like the Motts, the couple plans to open the space up to the public. They’ve already begun hosting Hebrew school and holiday gatherings in the barnhouse next door, which they renovated for about $200,000 with rustic touches including wood paneling, barrels, lanterns and candle chandeliers.
For neighbors, the most meaningful change may simply be that the property is occupied at all.
“We got a very big welcome over here, because everyone’s so happy,” Liberow said. “Someone is going to save the property.”
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