The Thoroughbreds Characters

A sixth-former at Tiffin, editor of the Bred Bulletin, and daughter of Fran Hicks and the late Thad Hicks. She chose Tiffin partly to escape living with her mother's husband Joey and partly because her late father had gone to boarding school. She loves reading and learning, and her college essay imagines inviting her dead father to dinner.

Arc: She begins the year happily reunited with East, struggles with jealousy and forgiveness over his past with Miss Bergeron, grows close to Mav through art class and a trip to the Clark, breaks up with East, and later reconciles with him at Daddy D's. She ends as valedictorian and dives into Jewel Pond with Davi, focused on the present.

• Andrew Eastman — her boyfriend, later ex-boyfriend, then reconciled
• Davi Banerjee — her best friend at Tiffin
• Fran Hicks — her mother
• Thad Hicks — her deceased father
• Joey — her mother's husband, whom she despised
• John Maverick — her college counselor and Art Appreciation teacher, with whom she goes to the Clark
• Tilly Benbow — the Tiffin student who had an affair with Joey
• Olivia H-T — Bulletin staffer she confronts and removes from the newspaper
• Beatrix — her best friend from Loch Raven High School
• Cinnamon Peters — the girl whose place Charley took in the Class of 2027

A sixth-former at Tiffin, called East, son of Jesse Eastman and Lori Litavec. He is described as the hottest and most intriguing boy at Tiffin, drives a black pickup, and initially refuses to apply to college. He had an inappropriate past relationship with teacher Simone Bergeron.

Arc: He begins the year with Charley, avoids college, grows jealous of Mav, admits his past with Bergeron, and breaks up with Charley. He later secretly applies to college, gets into NYU, Babson, and Colgate, chooses Babson, and reconciles with Charley at Daddy D's.

• Charley Hicks — his girlfriend, later ex-girlfriend, then reconciled
• Jesse Eastman — his father
• Lori Litavec — his mother
• O'Malley Donovan — his father's girlfriend
• Simone Bergeron — former teacher with whom he had an inappropriate relationship
• Liam Donovan — his friend
• Davi Banerjee — his friend
• Pippa Sacks — dances with her at Daddy D's before Charley reclaims him
• Audre Robinson — the Head of School who kept Jesse's special-treatment agreement about him

A sixth-former, social media influencer, and best friend of Cinnamon Peters. She is the daughter of Vikram and Ruby Banerjee, has a history of an eating disorder, and hangs a neon sign reading comparisons are odious. She wants to escape Tiffin's social pressures by attending the University of Miami.

Arc: She begins as a social queen, is challenged by Pippa Sacks, learns her parents are divorcing, and grows closer to Liam Donovan. She is deferred then accepted at Miami, gives Olivia her neon sign, and graduates valuing her friendship with Charley.

• Charley Hicks — her best friend at Tiffin
• Cinnamon Peters — her best friend, who died by suicide
• Liam Donovan — her boyfriend
• Pippa Sacks — her rival
• Olivia H-T — frenemy and rival
• Vikram Banerjee — her father
• Ruby Banerjee — her mother
• Saylem — her mother's partner, whom she loathes
• Sunny Wu — fellow Tiffin student she feels newly bonded to

A sixth-former at Tiffin, daughter of Kathy Wilson, Hakeem's girlfriend, and Honor Board chair. She becomes sexually involved with Hakeem, discovers she is pregnant, confides in Dub, and later miscarries. She wants to attend Duke and cares deeply about her mother's pride.

Arc: She moves from desire and secrecy to grief and isolation after her pregnancy and miscarriage. She eventually tells Hakeem at Harbour Island, is accepted to Duke, and graduates with Hakeem at her side.

• Hakeem Pryce — her boyfriend
• Dub Austin — her best guy friend and confidant
• Kathy Wilson — her mother
• Pippa Sacks — student she helps expel as Honor Board chair
• Olivia H-T — classmate she interacts with around college news
• Madison J. — Head Prefect and classmate
• Cassie Lee — her nemesis
• Mrs. Wully — dorm parent who congratulates her

A sixth-former, football player committed to Dartmouth, Taylor's boyfriend, and Dub's best friend. He has a past with Cassie Lee and serves as president of the affinity group for diversity and inclusivity. He is initially distant from Dub after Dub comes out.

Arc: He struggles with Dub's coming out, defends Dub against a homophobic slur in the Old Bennington game, and repairs their friendship at the bonfire. He supports Taylor after learning about her pregnancy and miscarriage.

• Taylor Wilson — his girlfriend
• Dub Austin — his best friend, strained then repaired
• Cassie Lee — past girlfriend and sexual partner
• Ray and Alysha Pryce — his parents
• Parrish Matthews — the football recruit he requested as his Baby Bred
• Coach Bosworth — his coach

A sixth-former and quarterback, also called Webber Austin. He was Cinnamon Peters's boyfriend when she died and later comes out as gay in his senior speech. He keeps Cinnamon's email attachment until graduation morning and is Taylor's best friend and Hakeem's best friend.

Arc: He comes out publicly, navigates estrangement from Hakeem and his father, and grows close to Cal. After Cal violates his trust by opening Cinnamon's file, Dub blocks Cal and accepts a full ride to Atwater College. He plays Cinnamon's recorded song at graduation.

• Cinnamon Peters — his deceased girlfriend
• Hakeem Pryce — his best friend
• Taylor Wilson — his best friend and confidante
• Calhoun Royal — his boyfriend, who opens Cinnamon's file
• Karen Austin — his mother
• Derrick Austin — his father
• Benj — teammate and supportive friend
• Coach Bosworth — his coach and advocate

The Head of School at Tiffin, also called Ms. Robinson. She oversees move-in, the budget crisis, the Honor Board, and the 115th anniversary, and she becomes romantically involved with Dr. Coopersmith. She discovers nearly seven million dollars missing from Tiffin's operating budget.

Arc: She conceals and then confesses the budget losses, authorizes aggressive investing, falls for Coop, plans to move to New Orleans, and later stays at Tiffin after Loredonna takes a Patriots job. Jesse forgives her and promises to cover the deficit.

• Dr. John Coopersmith — her boyfriend
• Cordelia Spooner — colleague and friend
• Jesse Eastman — board president she must answer to
• Oak Bellamy — financial adviser she pressures to recover the lost money
• John Maverick — college counselor she hired
• Chef Haz — Tiffin chef she employs
• Cinnamon Peters — student whose suicide she still mourns
• Charley Hicks — student she supports
• Taylor Wilson — student and Kathy Wilson's daughter

Tiffin's Assistant Head of School and head of admissions, known to students as Mrs. Spooner. She is closeted, fabricated a dead husband, and had a two-year love affair with Honey Vandermeid. She manages events, Honor Board matters, and becomes a candidate for Head of School.

Arc: She processes Honey's betrayal, secretly texts with Honey, plans the Halloween party and 115th anniversary details, and becomes a Head candidate. She asks Audre to consider Honey for the college counselor opening and hopes to remain at Tiffin.

• Honey Vandermeid — her former lover who texts her
• Audre Robinson — colleague and friend
• Rhode Rivera — colleague and rival for Head of School
• Dr. Pringle — her therapist
• Dr. John Coopersmith — colleague
• Dub Austin — student she supports and helps with Cinnamon's email presentation

A Tiffin English teacher, also called Mr. Rivera, and an aspiring writer. He writes Green Flag / Red Flag and Mr. Fantabulous, becomes micro-viral, and later has a sexual affair with Sondra Sacks while believing she is only S. He applies for the Head of School position.

Arc: He moves from being ghosted by Yardley to publishing success, begins an anonymous sexual relationship with Sondra Sacks, and later dates Yardley. His story is selected for Best American Short Stories, and he applies for Head.

• Yardley Edmonds — Bumble date, later romantic interest
• Sondra Sacks — sexual partner he knows first as S
• Cordelia Spooner — colleague and rival for Head of School
• Audre Robinson — colleague and Head of School
• Oscar — former editor and literary agent
• Simone Bergeron — former crush who strung him along
• Charley Hicks — his student
• Taylor Wilson — his student, whose poem Harkness Society he recalls

A sixth-former, also called Olivia Hudezech-Tottingknaffer, who is socially ambitious and insecure. She stalks Davi, joins the Bred Bulletin, and secretly dates Grady Tish. She resents Charley, Davi, and East and seeks revenge after being removed from the paper.

Arc: She rises socially by attaching herself to Tilly and Pippa, hard-launches with Grady, is rejected from Miami, and is admitted to High Point. She hacks the school server to write an exposé but chooses not to expose East after finding him crying in the Priorities tunnel.

• Tilly Benbow — her friend and former social ally
• Pippa Sacks — friend and aspirational figure
• Grady Tish — secret romantic and sexual partner
• Davi Banerjee — rival she resents
• Charley Hicks — rival who removes her from the Bred Bulletin
• Andrew Eastman — target of taunting and later of her exposé
• Cassie Lee — fourth-former who admires her
• Diane H-T — her mother

A day student at Tiffin, daughter of Sondra and Erik Sacks, and a social-media-adjacent newcomer. She makes dramatic entrances, pursues Liam Donovan, and hosts a party at her house that leads to Grady Tish's overdose and a shed fire. She is eventually expelled by the Honor Board.

Arc: She rises quickly as Tiffin's center of attention, takes Liam from Davi, throws the Haydensboro party, is rejected from Miami, and is unanimously expelled. She later texts Olivia asking for revenge on Davi.

• Liam Donovan — her boyfriend
• Davi Banerjee — rival she wants revenge on
• Olivia H-T — friend and revenge collaborator
• Tilly Benbow — friend
• Sondra Sacks — her mother
• Erik Sacks — her father
• Andrew Eastman — dances with him at Daddy D's
• Taylor Wilson — Honor Board chair who reads the offenses against her

A new sixth-former from Queens, connected to O'Malley Donovan and raised by Bobby after his brother Simon died of an overdose. He arrives with his belongings in a trash bag and needs a full scholarship. He becomes close to Davi and later her boyfriend.

Arc: He adjusts to Tiffin, briefly dates Pippa, grows close to Davi over Thanksgiving, and is accepted at Lehigh with a full ride. He supports Davi and ends the year as her boyfriend.

• Davi Banerjee — his girlfriend
• Pippa Sacks — his ex-girlfriend
• Andrew Eastman — his friend
• O'Malley Donovan — his relative and benefactor
• Bobby Donovan — his father or guardian
• Simon Donovan — his older brother, who died of an overdose
• Chef Haz — makes duck larb specially for him
• John Maverick — his college counselor

A former Tiffin history teacher who was dismissed for acting inappropriately with fifth-form student Andrew Eastman. She also accused Honey Vandermeid of unwanted advances. She was involved with Rhode as a crush and later reveals East's speakeasy to Olivia out of resentment.

Arc: She is dismissed before the story begins, remains bitter about Tiffin, and helps Olivia by revealing the speakeasy. She asks Olivia to keep the information off the record.

• Andrew Eastman — former fifth-form student with whom she had an inappropriate relationship
• Rhode Rivera — former colleague who had a crush on her
• Honey Vandermeid — colleague she accused of unwanted advances
• Olivia H-T — former student she tells about East's speakeasy
• Audre Robinson — former Head of School who dismissed her

Tiffin's financial adviser at Evermore, formerly an associate of Dick Ryan. He invests Tiffin's operating budget in high-risk stocks and a crypto start-up, causing a loss of over seven million dollars. He claims Audre authorized the crypto investment and signed documents she does not remember signing.

Arc: He causes Tiffin's financial crisis, promises Audre he will recover the money, and later Jesse Eastman says they will fire him. His new company is Evermore, and Mikayla Ekubo says his clients are losing millions.

• Audre Robinson — Tiffin Head who pressures him to recover the lost money
• Jesse Eastman — board president who plans to fire him
• Mikayla Ekubo — fellow head of school he calls twice a week for business

A sixth-former, also called Matilda Benbow, with Greenwich and Newport social pedigree. She is Olivia's friend, appears unwell after a rough summer, and is involved with an older man. She has an affair with Charley's stepfather Joey and is later withdrawn from Tiffin.

Arc: She moves from social queen to visibly troubled student, is exposed for her affair with Joey, and finishes senior year at home. She later texts Olivia from SMU and pledges Kappa.

• Olivia H-T — friend
• Pippa Sacks — friend
• Joey — older married man she had an affair with
• Jim Benbow — her father
• Sloane Benbow — her mother
• Dr. Pringle — school psychologist she and her parents met
• Charley Hicks — the stepdaughter of the man she had an affair with

Tiffin's new college counselor, also called Mav, a former Colgate art history major who separated from his wife Amanda. He meets individually with sixth-formers and starts an informal Art Appreciation class. He grows close to Charley and takes her to the Clark Art Institute.

Arc: He helps students through college admissions, favors Charley, invites her to the Clark, and is rumored to be reconciling with Amanda. He ends the year receiving thank-you gifts from parents and inviting Amanda to brunch.

• Charley Hicks — his student and Art Appreciation attendee
• Amanda Maverick — his estranged wife, later possibly reconciling
• Andrew Eastman — student he counsels
• Liam Donovan — student he helps with college applications
• Cordelia Spooner — Tiffin colleague
• Audre Robinson — Tiffin Head of School

Charley's mother, who initially refuses to let East drive Charley to Tiffin before being charmed into agreeing. She suspects Joey of having an affair and spends the summer keeping close to him. She later learns Joey lied to her for sixteen months.

Arc: She moves from suspicion to confirmed betrayal, divorces Joey, and supports Charley at graduation. She arrives at Tiffin for graduation flooded with memories of the Family Weekend when Joey began his affair with Tilly.

• Charley Hicks — her daughter
• Joey — her husband, whom she divorces after his affair
• Tilly Benbow — the girl Joey had an affair with
• Sloane Benbow — Tilly's mother, whom she calls after learning the truth

Fran Hicks's much younger husband, who works in the business and lives in the house Fran owns. He wanted to attend a Dead & Company concert, sulked when Fran objected, and later had an affair with Tilly Benbow. He refuses to name the person until Fran learns the truth.

Arc: He moves from sulking stepfather to exposed adulterer, moves out to stay with Ant, and blames Charley for his marital problems. He is listed in the Bred Bulletin as part of the Most Mismatched Couple with Tilly.

• Fran Hicks — his wife
• Charley Hicks — his stepdaughter, whom he resents
• Tilly Benbow — the sixteen-year-old he had an affair with
• Ant — friend he stays with after moving out

Charley's father, who died unexpectedly in surgery in September of her sophomore year. He had gone to boarding school and shared with Charley a love of reading and literary ambitions that his parents discouraged in favor of law school. Charley's college essay imagines inviting him to dinner.

Arc: Though deceased, his memory shapes Charley's love of reading, her choice of Tiffin, and her college essay. His past also connects Charley to Mav through Colgate.

• Charley Hicks — her deceased father
• John Maverick — college friend and fraternity brother at Colgate
• Carol Passmore — his college girlfriend

Charley's best friend from Loch Raven High School in Towson. She dragged Charley out to parties on weekends and later asks Charley to look at her college essay. Charley ghosts her for a time and suspects she might be involved with Joey.

Arc: She remains Charley's hometown friend, reassures Charley she would never get with Joey, and goes on the DC Wawa trip. Her class prophecy says she marries a tech billionaire and has twelve children.

• Charley Hicks — best friend from high school
• Joey — she thinks he is hot but would never be with him
• Bo Shipley — boy she got with at the Shipleys' party

A Tiffin student, originally named Cynthia, who died by suicide in her dorm room at the end of Dub and Davi's fourth-form year. She was Dub's girlfriend and Davi's best friend, and struggled with cyclical depression that her parents did not want treated with antidepressants. She left Dub an email attachment to be opened on graduation morning.

Arc: Though deceased, her memory haunts the year, and her recorded voice is played at graduation. Her message is a benediction to Dub, Davi, and the class.

• Dub Austin — her boyfriend, who receives her delayed email
• Davi Banerjee — her best friend
• Mr. and Mrs. Peters — her parents
• Dr. Pringle — school psychologist she met weekly
• Taylor Wilson — friend and fellow student

A sixth-former in a heated race with Charley for valedictorian. He spends the summer at MIT's Research Institute, kiss-cheats on Willow Levy, and later is accepted at Johns Hopkins and MIT, choosing Hopkins. He is vocal about losing valedictorian to Charley.

Arc: He moves from MIT summer student to rejected from Carnegie Mellon but accepted at Hopkins and MIT, then loses valedictorian by two-tenths of a point. He rants about the result but eventually backs down after Liam rebukes him.

• Willow Levy — his girlfriend, whom he kiss-cheated on
• Charley Hicks — academic rival for valedictorian
• Hakeem Pryce — friend who calls him a sore loser
• Liam Donovan — fellow student who rebukes his complaints

A sixth-former and gymnast who arrives straight from summer camp and does back walkovers in front of the dorms. She is Royce's girlfriend and Madison J.'s best friend. She is accepted at Denison, Bates, and Loyola and chooses Loyola.

Arc: She deals with Royce's kiss-cheating, applies to colleges, and ends up in the same city as Royce in Baltimore. She remains part of Madison J.'s social circle and comments on the Instagram crush post.

• Royce Stringfellow — her boyfriend, who kiss-cheated on her
• Madison J. — her best friend
• Taylor Wilson — classmate who doubts her congratulations are genuine
• Ari Levy — her father on the board

A sixth-former, also called Madison Jones, and Head Prefect. Her mother Naomi says she has her heart set on the Ivy League, and she is an Ivy League zealot in college counseling. She organizes the Tuck and posts the Instagram crush post.

Arc: She is deferred from Yale but accepted at Cornell, fulfilling her Ivy dream. She keeps the crush post up despite Hakeem's requests and later calls High Point white-hot for Olivia.

• Naomi — her mother
• Willow Levy — her best friend
• Hakeem Pryce — classmate who asks her to remove Imogen's comment
• Charley Hicks — housemate at Harbour Island and rival over the Brooks goalie
• Taylor Wilson — classmate and fellow sixth-former

A fourth-former at Tiffin who lost her virginity to Hakeem Pryce while he and Taylor were broken up. She watches Taylor jump into Hakeem's arms and later arranges the Instagram tag of herself and Hakeem. She admires Olivia and lends her a dress at Harbour Island.

Arc: She moves from Hakeem's past partner to Olivia's admirer, attends Pippa's party, crawls out of the burning shed, and later plans a road trip to High Point to visit Olivia.

• Hakeem Pryce — past sexual partner
• Taylor Wilson — nemesis
• Imogen — friend who posts tags for her
• Olivia H-T — upperclassman she admires
• Reed Wheeler — attends Pippa's party with him
• Pippa Sacks — invited her to the Haydensboro party

Tiffin's new history teacher, called Coop, a widower whose wife Elizabeth died of pancreatic cancer. He has a daughter, Loredonna, and becomes romantically involved with Audre Robinson. He suggests the 1960s theme for the Halloween party and dances with Audre at First Dance.

Arc: He begins as a new teacher, grows close to Audre, plans to leave Tiffin for New Orleans after Loredonna's pregnancy, and later stays with Audre at Tiffin after Loredonna takes a Patriots job. He remains Audre's partner.

• Audre Robinson — his romantic partner
• Loredonna Coopersmith — his daughter
• Elizabeth — his late wife
• Cordelia Spooner — colleague
• Pippa Sacks — student who interviews him for the Bred Bulletin
• Liam Donovan — student who fist-bumps him

A humanities teacher at Stuyvesant High School who had a Bumble date with Rhode, rejected him with a red-flag emoji, and later texts him about the Tiffin history job. She becomes Rhode's romantic interest and the top choice to replace Coop. She does not want to serve as dorm parent.

Arc: She moves from ghosting Rhode to dating him and interviewing at Tiffin. She tells Rhode the red flag after their first date was only distance, and they kiss in her car.

• Rhode Rivera — romantic interest and date
• Dr. John Coopersmith — would-be replacement for his position
• Audre Robinson — Tiffin Head who considers hiring her

President of Tiffin's board and Andrew Eastman's father. He retained control of the endowment and capital campaign, insisted Liam Donovan be admitted as a favor to O'Malley, and later leaves the board before returning. He donates twenty million dollars contingent on East getting through Tiffin no matter what.

Arc: He begins as a checked-out board president, stays on for eighteen more years after O'Malley's pregnancy, forgives Audre's budget failure, and promises to cover the deficit. He plans to persuade Honey Vandermeid to return to Tiffin.

• Andrew Eastman — his son
• O'Malley Donovan — his girlfriend, pregnant with his child
• Lori Litavec — his ex-wife
• Audre Robinson — Head of School and board president relationship
• Chef Haz — offers him incentives to stay at Tiffin
• Liam Donovan — student admitted as a favor to O'Malley

Jesse Eastman's girlfriend, Liam Donovan's relative and benefactor, and mother of Jesse's unborn daughter. She convinced Jesse to admit Liam to Tiffin and is described by East as desperate for people to like her. She is a middle child and conflict averse.

Arc: She moves from Jesse's girlfriend to pregnant partner and finds a Capulet Falls house for Chef Haz. At graduation, she sits between Bobby Donovan and Lori Litavec and remains close to Jesse.

• Jesse Eastman — her boyfriend and father of her child
• Liam Donovan — relative and benefactor
• Andrew Eastman — Jesse's son
• Bobby Donovan — her cousin
• Lori Litavec — Jesse's ex-wife, with whom she sits at graduation

Andrew Eastman's mother, who lives in California and comes to Tiffin for Family Weekend. She is an interior decorator, has a DUI and custody battle in her past, and apologizes to East for moving away. She meets Charley and has dinner with her and East at the Wooden Duck.

Arc: She moves from estrangement with East to an apology and reconciliation during Family Weekend. At graduation, she sits beside O'Malley and appears to be on friendly terms with her.

• Andrew Eastman — her son
• Jesse Eastman — her ex-husband
• Charley Hicks — East's girlfriend, whom she meets
• O'Malley Donovan — Jesse's girlfriend, who introduces herself at graduation

Tiffin's chef, who has a dark history of embezzlement to cover gambling debts. He was banished from the Dewberry Club by Jesse Eastman when East started at Tiffin and hopes to be reinstated. He creates special menus and becomes beloved by students.

Arc: He plans to leave Tiffin for a Manhattan restaurant but accepts Jesse's counteroffer of triple salary, a house down payment, and a pied-a-terre. He stays at Tiffin, plans a Torrisi pop-up, and says Tiffin has become his purpose.

• Jesse Eastman — former employer who exiled him and later keeps him at Tiffin
• Davi Banerjee — her viral reel boosts his profile
• Liam Donovan — student he makes duck larb for
• Audre Robinson — Tiffin Head he gives notice
• Royce Stringfellow — delivers food to East through him

Tiffin's head of security, who patrols in the Gator and is strict about job boundaries. He catches Taylor and Hakeem outside the Schoolhouse but lets them go, saying he did not see them. He also did not report East's speakeasy or Chef Haz.

Arc: He mellowed over the year, reflects on retirement and legacy, and lets Taylor and Hakeem go despite the rules. He plans to look up Stephanie Biddle on Facebook.

• Taylor Wilson — student he catches and lets go
• Hakeem Pryce — student he catches and lets go
• Andrew Eastman — student whose speakeasy he did not report
• Chef Haz — staff member he did not turn in

A Tiffin colleague and friend of Audre who becomes dorm parent in Classic South. She is married to Kent Wully and shares custody of their golden retriever, Alistair. She hosts Thanksgiving for Tiffin students and treats Davi like family.

Arc: She serves as dorm parent, hosts Thanksgiving, and supports Liam as a special adviser. She remains a warm presence for students and encourages Audre about Coop.

• Kent Wully — her husband
• Alistair — her golden retriever
• Audre Robinson — friend and colleague
• Davi Banerjee — Thanksgiving host who calls her family
• Liam Donovan — special adviser to him

Ruth Wully's husband, who shares custody of Alistair and hosts Thanksgiving with Ruth. He wears a Lions jersey, raises a glass to Neil Peart, and carves the turkey. He is mentioned as looking forward to having the house to himself.

Arc: He remains a minor domestic presence, supporting Ruth's dorm-parent role and hosting students at Thanksgiving.

• Ruth Wully — his wife
• Alistair — their golden retriever

The Wullys' English cream golden retriever, allowed in the dorm as an exception. He barks during Davi's neon sign reveal and follows at Tilly's heels. Tilly shoos him away.

Arc: He remains a dorm pet and minor source of comic warmth, especially at Thanksgiving and during dorm scenes.

• Ruth Wully — his owner
• Kent Wully — his owner
• Tilly Benbow — he follows her and she shoos him away

Tiffin's school psychologist, who sees Cordelia weekly to help her process Honey's betrayal. She also met with Cinnamon Peters weekly and later meets with Tilly Benbow and her parents about Tilly's mental health.

Arc: She remains a steady therapeutic presence for Cordelia, Cinnamon, and Tilly, and her involvement with Tilly prompts the Benbows to take Tilly to dinner and later withdraw her from Tiffin.

• Cordelia Spooner — her therapist
• Cinnamon Peters — school psychologist she met weekly
• Tilly Benbow — school psychologist who meets with her and her parents

Tiffin's football coach and athletic director, also called Pete Bosworth. He gives pep talks, advocates for Dub, and tells Audre that Hakeem's behavior is Hakeem's problem. He tries to find Dub a Div III college after colleges back off recruiting him.

Arc: He coaches Dub through his final season, supports him after he comes out, and informs Audre about Northmeadow's forfeit. He remains a steady advocate for his players.

• Dub Austin — his player and advocate
• Hakeem Pryce — player whose behavior he discusses
• Audre Robinson — colleague he reports to
• Parrish Matthews — top football recruit

Pippa Sacks's mother, a reality TV host and former Real Housewife of New York. She is the woman Rhode knows as S at the Alibi, with whom he has anonymous sex. She publicly reveals their affair at Pippa's Honor Board hearing.

Arc: She moves from anonymous sexual partner to revealed mother at the Honor Board, calling Rhode Mr. Fantabulous. She returns from New York after the Haydensboro party and later lives with Pippa in Haydensboro.

• Pippa Sacks — her daughter
• Erik Sacks — Pippa's father
• Rhode Rivera — had sex with him twice as S
• Olivia H-T — texts and invites her to visit

Pippa Sacks's father, who comes to the Honor Board with Pippa and proposes suspension and probation instead of expulsion. He privately offers Audre a donation to keep Pippa enrolled, which Audre refuses. He is used to getting what he wants.

Arc: He tries to protect Pippa from expulsion through argument and bribery, but fails. He says Pippa will be punished by her mother and him.

• Pippa Sacks — his daughter
• Sondra Sacks — Pippa's mother
• Audre Robinson — Head of School he tries to bribe

A Tiffin student, secretly involved with Olivia H-T, and a fourth-form legend for helping mastermind Zip Zap. He attends Pippa's party, takes drugs, overdoses, and is hospitalized. He later helps Olivia hack the school server.

Arc: He moves from secret boyfriend to overdose survivor, then helps Olivia access Mav's files. He is admitted to college and remains Olivia's romantic partner.

• Olivia H-T — secret romantic and sexual partner
• Pippa Sacks — attends her party and overdoses there
• Levi Volpere — former Zip Zap partner who helps with hacking

A fourth-former and Cassie Lee's friend. She posts the Instagram comment tagging Cassie and Hakeem, refuses Hakeem's request to take it down, and later tells Spence Thorpe about Cinnamon's empty chair at graduation.

Arc: She remains Cassie's ally, fuels the crush-post drama, and explains Cinnamon's memorial chair to a younger student.

• Cassie Lee — her friend
• Hakeem Pryce — she refuses his request to remove the tag
• Spence Thorpe — she explains Cinnamon's empty chair to him

A sophomore and later fourth-form running back who introduces Spence Thorpe as his Baby Bred. He gossips about faculty, attends Pippa's party, and returns to the dorm reeking of smoke. He is not expelled but serves Head's Detention and misses the Elf screening.

Arc: He moves from gossipy underclassman to party participant and disciplined student. He remains part of Tiffin's social scene.

• Spence Thorpe — his Baby Bred
• Cassie Lee — arrives at Pippa's party with her
• Rhode Rivera — dorm parent who receives him after the party
• Hakeem Pryce — knows him from football

An incoming student and Reed Wheeler's Baby Bred. He arrives sweating with a trunk, is assigned room 501, and asks Reed to show him the elevator. He later asks about Cinnamon's empty chair at graduation.

Arc: He moves from new student to curious underclassman at Prize Day, learning about Cinnamon's death.

• Reed Wheeler — his Baby Bred guide
• Rhode Rivera — receives his room assignment
• Imogen — she explains Cinnamon's empty chair to him

A Tiffin student and committed drummer who attends the Wullys' Thanksgiving and performs a drum solo at the 115th anniversary. She refuses Davi's neon sign because it defines Davi. She tells Davi that Davi and Liam are cute together.

Arc: She becomes newly bonded with Davi after Thanksgiving, supports her as a friend, and remains a musical presence at Tiffin events.

• Davi Banerjee — Tiffin acquaintance who feels newly bonded to her
• Liam Donovan — met at Thanksgiving and shares the ride back
• Mr. Chuy — music director who urges her to take another bow

Also called Cal, Dub's boyfriend and former eighth-grade bully. He apologized to Dub, came out as gay at Boulder, and worked with Dub as a zip-lining guide. He opens Cinnamon's email attachment while drunk, violating Dub's trust.

Arc: He moves from bully to boyfriend, then loses Dub after opening Cinnamon's file. He tells Dub he loves him, but Dub blocks him and accepts Atwater.

• Dub Austin — his boyfriend, whom he betrays by opening Cinnamon's file
• Cinnamon Peters — he opens the file she sent to Dub
• Viola — co-worker at the zip-lining job

Dub Austin's mother, who travels overnight to surprise him at Family Weekend after his father cancels. She worries about him getting hurt and wants him to attend a small liberal arts college. At graduation, she asks Dub whether he opened Cinnamon's email attachment.

Arc: She moves from hurt ex-wife to supportive mother, showing up for Dub at his football game and graduation. She remains desperate to know what Cinnamon's email contained.

• Dub Austin — her son
• Derrick Austin — her ex-husband
• Cinnamon Peters — she awaits the answer about Cinnamon's email

Dub Austin's father, who left Dub's mother for a rafting guide and had a daughter named Zoe. He cancels Family Weekend because Hadley and Zoe have the stomach flu, and he does not attend Dub's graduation. Dub suspects he may be avoiding him because Dub is gay.

Arc: He remains absent and unreliable, disappointing Dub at Family Weekend and graduation. He never resolves his distance from his son.

• Dub Austin — his son
• Karen Austin — his ex-wife
• Zoe — his ten-month-old daughter

A fourth-form offensive lineman and Dub's teammate. He is the first person to stand and clap after Dub's senior speech, triggering the chapel's standing ovation. He invites Dub to dinner with his two moms and recovers Dub's fumble to score against Colbert.

Arc: He moves from quiet teammate to supportive friend, inspired by Dub's speech to live his truth. He introduces Dub to his mothers and celebrates with him.

• Dub Austin — teammate and friend
• his two moms — mothers he introduces to Dub

Liam Donovan's father or guardian and O'Malley Donovan's cousin. He was raising two sons on his own and agreed to send Liam away to school after his older son died of a fentanyl overdose. He emails Mav to thank him for helping Liam get into college.

Arc: He remains a devoted father figure in the background, grateful for Liam's college opportunities after losing his older son.

• Liam Donovan — his son or guardian relationship
• Simon Donovan — his older son, who died of an overdose
• O'Malley Donovan — his cousin

Davi's mother and Vikram's soon-to-be-ex-wife, who wants to be with Saylem exclusively. She arrives at graduation from Cincinnati and kisses Vik fully on the lips. She says Saylem skipped graduation for a live podcast show with Jailyn and complains that Saylem acts like a child.

Arc: She moves through divorce from Vikram, chooses Saylem, and then arrives alone at Davi's graduation. She remains critical of Saylem while still partnered with her.

• Vikram Banerjee — her soon-to-be-ex-husband
• Davi Banerjee — her daughter
• Saylem — her partner

Davi's father, also called Vik, whose fashion label is Out of Office. He arrives at Tiffin for graduation in a rented Escalade and learns Davi has hired a service to pack and ship her belongings to Miami. The divorce has wrecked his finances, and he dreads seeing Saylem.

Arc: He moves through divorce and financial strain, learns Saylem is not coming to graduation, and remains a loving but wounded father to Davi.

• Davi Banerjee — his daughter
• Ruby Banerjee — his soon-to-be-ex-wife
• Saylem — Ruby's partner, whom he resents
• Liam Donovan — his daughter's boyfriend

Ruby Banerjee's partner and the third person Ruby and Vikram took into their marriage. She stayed behind in London while Davi and Vikram summered in Tuscany and later skipped Davi's graduation for a live podcast show in Cincinnati with Jailyn.

Arc: She remains Ruby's partner but is criticized by Ruby and loathed by Davi. She is absent from graduation, which leaves Ruby disappointed.

• Ruby Banerjee — her partner
• Davi Banerjee — her mother's partner, whom Davi loathes
• Vikram Banerjee — once part of their relationship, now resented by him
• Jailyn — friend she attends the podcast show with

Coop's daughter, who lives in New Orleans and works in the front office for the New Orleans Saints. She is pregnant with boy-girl twins via a sperm donor and is due July seventeenth. She later accepts a Patriots job as director of football operations.

Arc: Her pregnancy initially prompts Coop to plan a move to New Orleans to be near her. When she takes the Patriots job, Audre and Coop decide to stay at Tiffin.

• Dr. John Coopersmith — her father
• Audre Robinson — her father's partner

Mav's estranged wife, also called Amanda Morris, who becomes Head of School at Colbert. She met Mav on the Hampton Jitney, married him, and later asked for a divorce. She is rumored to be a candidate for Tiffin's Head of School and is possibly reconciling with Mav.

Arc: She moves from estranged wife to possible reconciliation with Mav, agreeing to brunch at Deadhorse Hill. She is also rumored to be in the running for Head of School.

• John Maverick — her estranged husband, later possibly reconciling
• Evan and Augie Maverick — her twin sons

Rhode's former editor and now literary agent. He calls Rhode's story brilliant, predicts it will be the next Cat Person, submits it, and negotiates with LitBoo until they apologize and raise the offer to two thousand dollars. He also submits Mr. Fantabulous and advises Rhode on the Sewanee Review offer.

Arc: He remains Rhode's professional advocate, helping his writing career grow from LitBoo to Best American Short Stories consideration.

• Rhode Rivera — former editor and literary agent

A fellow head of school who has beef with Audre over an investigation into Tiffin's ranking. She approaches Audre at Rivalry Weekend, asks whether Tiffin moved its accounts to Oak Bellamy's new company Evermore, and says Oak's clients are losing millions. She also mentions that Coop interviewed at Old Bennington.

Arc: She appears mainly to unsettle Audre about Tiffin's finances and Coop's job prospects. She remains a rival head of school.

• Audre Robinson — fellow head of school and rival
• Oak Bellamy — says he calls her twice a week for business
• Dr. John Coopersmith — interviewed him at Old Bennington

The Head of School at Northmeadow, which is ranked number nine, and Audre loathes him. He sends a letter and résumé applying to be Head of Tiffin. Cordelia speculates he may want to step out of his father's shadow or covets Audre's job.

Arc: He becomes a candidate for Tiffin's Head of School, though Audre considers him an automatic no. He remains a rival head of school.

• Audre Robinson — rival Head of School
• George Worth — his father, former Head of Northmeadow
• Cordelia Spooner — rival candidate for Head of Tiffin
• Rhode Rivera — rival candidate for Head of Tiffin

A retired Tiffin English teacher who hugs Audre at the 115th anniversary, notices she has no ring, and asks why Dr. Coopersmith would buy the cow when he is getting the milk for free. He is a blunt older presence at the celebration.

Arc: He appears only at the 115th anniversary, delivering an insulting comment to Audre. He does not undergo a significant arc.

• Audre Robinson — retired colleague who insults her

A recent Tiffin graduate now at Princeton who shows up unexpectedly at the 115th anniversary. Audre asks her to stand outside the gates and direct cars to the Back Lot. She helps with parking during the event.

Arc: She appears briefly as a helpful alumna during the 115th anniversary. She does not undergo a significant arc.

• Audre Robinson — alumna asked to help with parking

Tiffin's chaplain, who introduces Dub Austin for his senior speech and leads a commemorative chapel service during the 115th anniversary. She gives the opening prayer at Prize Day.

Arc: She remains a ceremonial and spiritual presence at Tiffin events, introducing Dub's coming-out speech and leading anniversary worship.

• Dub Austin — introduces him for his senior speech

The ornery bartender at the Alibi, who knows Rhode by name and refuses to let drinks walk. He serves S whiskey in a plastic cup and does not notice Rhode leaving the cup on the bar. He is hired by Cordelia for the 115th-anniversary cocktail party.

Arc: He remains a recurring Alibi presence and is later hired for Tiffin's secret donor party. He does not undergo a significant arc.

• Rhode Rivera — bartender who knows him by name
• Sondra Sacks — serves her as S at the Alibi
• Cordelia Spooner — hired him for the 115th-anniversary party

Tiffin's music director, who interrupts dinner service with choir kids singing It's the Most Wonderful Time of the Year. He stands nearby as Sunny Wu performs a drum solo at the 115th anniversary and urges her to take another bow.

Arc: He remains a musical organizer for Tiffin events and supports Sunny Wu's performance.

• Sunny Wu — student he directs
• Audre Robinson — she leaves him in charge of entertainment

Madison J.'s mother, who asks Audre during move-in whether the new college counselor is qualified. She says Madison has her heart set on the Ivy League and later sends Mav a Vanda orchid. She and Madison sound alike and wear identical Mystique flip-flops.

Arc: She remains a concerned Tiffin parent pushing for her daughter's Ivy admission. She is pleased when Madison is accepted at Cornell.

• Madison J. — her daughter
• Audre Robinson — Tiffin parent and alum she questions
• John Maverick — sends him an orchid

Olivia H-T's mother, who reads Olivia's In and Out list, objects to The Row being out, and meets Lori Litavec at the Wooden Duck. She is invested in the minutiae of Olivia's social life and has struggled to fit in among Beacon Hill matrons.

Arc: She confronts Olivia about the In and Out list and remains a socially anxious mother. She sends Mav a pair of Ted Muehling candlesticks.

• Olivia H-T — her mother
• Lori Litavec — meets her at the Wooden Duck

Tilly Benbow's father and Sloane's husband. He owns a bank and pulls Audre aside at the Family Weekend reception to thank Dr. Pringle and Tiffin for addressing Tilly's mental health. He promises a substantial unrestricted donation on February 1 for Tilly's eighteenth birthday.

Arc: He moves from grateful parent to withdrawing Tilly from Tiffin after her affair with Joey is exposed. His promised donation disappears when Tilly disenrolls.

• Sloane Benbow — his wife
• Tilly Benbow — his daughter
• Audre Robinson — donor who promises a gift

Tilly Benbow's mother and Jim's wife. She and Jim meet with Dr. Pringle about Tilly's mental health and later withdraw Tilly from Tiffin after her affair with Joey is exposed. Fran Hicks calls her after learning the truth.

Arc: She moves from concerned mother to withdrawing Tilly from school to finish senior year at home. She packs up Tilly's room in Classic South.

• Jim Benbow — her husband
• Tilly Benbow — her daughter
• Fran Hicks — Fran calls her about Tilly and Joey

An incoming Baby Bred paired with Taylor Wilson on Revisit Day. She arrives dressed head-to-toe in Out of Office, takes selfies with Davi, and has nearly two hundred thousand Instagram followers and a hundred thousand on TikTok. Her father is a famous movie director.

Arc: She appears briefly as a prospective student, likely drawn to Tiffin because of Davi. Taylor tells her that friends at Tiffin turn into family but decides not to share her own secrets.

• Taylor Wilson — her host for Revisit Day
• Davi Banerjee — the likely reason she applied to Tiffin

A Tiffin colleague and dorm parent who picks up students from the Springfield bus station. He returns with Dub Austin and Liam Donovan and later picks up Olivia, Cassie, and Reed after Pippa's party. He is mentioned in Cordelia's voicemail as having called the Tishes.

Arc: He remains a reliable staff presence transporting students and responding to the Haydensboro party aftermath.

• Audre Robinson — colleague and dorm parent
• Liam Donovan — student he transports
• Dub Austin — student he transports
• Olivia H-T — picks her up after the party

Liam Donovan's older brother, who dropped out of high school, became an addict, was kicked out by their father, lived on the streets, and died of an overdose. He visited the McDonald's where Liam worked. His death shapes Liam's background and his need for a fresh start.

Arc: He is deceased before the main story, but his death drives Liam's arrival at Tiffin and his avoidance of drugs. His memory remains central to Liam's identity.

• Liam Donovan — his older brother
• Bobby Donovan — his father or guardian