64 pages • 2-hour read
Riley SagerA modern alternative to SparkNotes and CliffsNotes, SuperSummary offers high-quality Study Guides with detailed chapter summaries and analysis of major themes, characters, and more.
Content Warning: This section of the guide features discussions and depictions of violence and death.
Anna Matheson is the protagonist of With a Vengeance. She is described as being “pretty but plain” with blonde hair (17). She is the second child of Arthur and Margaret Matheson. Anna grew up in an affluent family, surrounded by trains, and she had a happy childhood until 1942. When she was 16, the faulty locomotive exploded, killing her brother Tommy, and her father Arthur was wrongfully blamed. Arthur was murdered in prison awaiting trial, and Margaret died shortly after. Anna’s Aunt Retta was violent with Anna in an attempt to emotionally fortify her to eventually seek vengeance against those who plotted with Kenneth to destroy the Matheson family.
Anna spends years plotting with Seamus Callahan to obtain justice for her family’s suffering. However, despite her careful preparation, Anna wrestles with her emotions when the journey aboard the Phoenix begins. At the cocktail hour, “she opens her mouth to speak, but no words come out. Something she hadn’t planned for. And she thought she had prepared for everything” (72). Though Anna made all the necessary tangible plans (e.g. paying off the train employees, sending the invitations, gathering the evidence, etc.), she could not fully emotionally prepare herself to face the people who destroyed her family and brought her life-shattering grief. Anna demonstrates the difference between her 16-year-old self and her current self when she sees Dante, as she thinks that “the lovestruck teenager who spent all those late-night letter-writing sessions searching her brain for words to describe how her heart felt is dead. In her place is a different Anna now” (110). Her past self died with her family, when her life changed forever. She no longer yearns for Dante or the future she once imagined, as she thinks that “the existence she’d imagined for herself was snatched from her. She was like a derailed train, thrown off the tracks, broken apart” (462). Anna loses herself, past, present, and future, as her happy memories are tainted by grief, her present self is fixated on her plan for justice, and her future blank and uncertain.
However, by the end of the novel, when Kenneth and his co-conspirators are brought to justice, Anna has a new future to look forward to. Reggie recommends her to the FBI to work as an agent, and Ed Vesper offers her a job and a flight back to Philadelphia. Anna accepts, thinking, “Trains are the past. Dante told her that. The future, he said, is in the sky. So Anna willingly follows Ed Vesper to the car that will whisk them to the airport. Her own future awaits” (476). Anna leaves trains, symbolically representing the past, behind, and she looks to a new future in the sky and with the FBI. Anna can finally look up, look forward, instead of remaining fixed on the past, demonstrating the growth in her character that makes her a dynamic protagonist.
Ultimately, Anna emerges as a character defined by resilience forged through grief. Her fixation on trains and vengeance reflects a life tethered to the past, yet her eventual acceptance of a future “in the sky” shows her capacity for transformation. She is marked by a profound loneliness, deprived of a normal adolescence and intimacy, but her insistence on justice over revenge demonstrates her moral clarity. Anna symbolizes the possibility of rebuilding a self after devastation. She is neither naïve nor hardened into cruelty, but rather a woman who channels her pain into purpose, growing from grief-stricken victim to dynamic agent of her own future.
Seamus Callahan is Anna’s friend and co-conspirator on her plan to exact justice upon those responsible for the 1942 explosion. Seamus’s older brother, Sean, was one of the soldiers aboard the train who died, and Seamus was one of the only ones to reply to Retta’s letters insisting that Arthur was innocent. Retta gave the evidence to Seamus before her death. Seamus attended Retta’s funeral, during which he met Anna and provided her the evidence necessary to exonerate her father. Anna and Seamus grew close because of their shared pain, as Anna thinks that “theirs is an unusual bond, forged through unimaginable grief and the strangest of circumstances” (184). Their friendship is close because they understand each other, but their romantic relationship never blossomed. Seamus loves Anna, but Anna found their singular intimate encounter too sad to continue on. Seamus understands, but his love for Anna does not stop him from breaking apart their initial plan to seek justice.
Seamus has a degenerative condition that gives him muscle spasms that his doctor says is terminal. He does not have time to wait for the justice system to mete out punishment for those who killed his brother, as he may not be alive to see them suffer the way he wants to. He kills Judd himself and attempts to kill Jack before Anna catches him. Anna’s reaction harkens back to their initial meeting, in which “she vividly remembers Seamus’s words after they first sorted through those boxes of proof. All of them need to die. And I want to be the one to do it. And so he had” (408). Seamus wanted his personal revenge, so he worked to obtain it behind Anna’s back. After she discovers his secret plan, he jumps off the Philadelphia Phoenix to avoid both going to prison for murder and suffering a drawn-out death as a result of his medical condition.
Seamus embodies both loyalty and self-destruction. His friendship with Anna is rooted in shared loss, but his illness and impatience with justice twist his devotion into ruthless vengeance. His decision to kill Judd and betray their plan reflects not only his anger but also his despair at his own mortality, showing a man who cannot bear to let time rob him of retribution. Seamus is a tragic figure, sympathetic yet compromised, who illustrates how grief can harden into obsession. His final leap from the train mirrors his inability to reconcile loyalty and revenge, casting him as both ally and cautionary tale in Anna’s quest.
Reginald, or Reggie, Davis is an antagonist in the text. He works as an FBI agent, and he is tasked with observing Anna and Seamus’s plan aboard the Philadelphia Phoenix while posing as an insurance salesman who simply boarded the wrong train. This assignment offers Reggie the perfect opportunity to seek his own revenge. Reggie was 15 in 1942 when the train exploded, and his father was the engineer driving the locomotive. His father was killed, and Reggie joined the FBI to ensure that no one else suffered the same way he did. However, boarding the Phoenix offers Reggie the opportunity to see his own revenge on the conspirators that contributed to his father’s death. He uses the investigative skills he cultivated at the FBI to realize Judd faked his death, and he convinces Judd to help him begin picking off the other conspirators. Reggie pretends to investigate his own killings, illustrating his ability to manipulate those around him. He builds trust with Anna through manipulation, but he serves as a foil for her. Anna herself has investigative abilities and can eventually see through his charade. Though they both lost family members, Anna still adheres to the ideals of justice while Reggie seeks revenge.
However, Reggie is not an irredeemable character. At the end of the novel, he tells Anna that he took the fall for killing Judd to allow Seamus’s reputation to remain unblemished. He tells Anna, “Try to forget. And try to forgive him. Hopefully me taking the fall for it will help with that. Seeing how I’m about to be locked up for God knows how long, it’s the least I can do” (472). Reggie seeks revenge against the people who hurt his family, but he does not want to hurt anyone else unless they seek to block his plan. He is a complex character, mired in the gray areas of revenge and morality as he seeks to recover from his own painful past.
Reggie represents the most complex face of vengeance in the novel. His FBI training gives him discipline, but his grief over his father’s death drives him into manipulation and violence, making him both investigator and criminal. Unlike Seamus, who burns openly with rage, Reggie conceals his motives behind charm and calculation, forcing Anna to grapple with the blurred line between justice and vengeance. Yet his decision to protect Seamus’s reputation and offer Anna moments of companionship hints at an inner conflict: He is capable of care even as he wounds. Reggie symbolizes the moral ambiguity at the heart of the novel, where survival and revenge are deeply human impulses that cannot always be cleanly separated from love or loyalty.
Dante Wentworth is Anna’s former romantic interest and the son of Kenneth. He is described as “young, handsome, charming, and rich” (56). However, despite his affluence, he struggles emotionally. His father neglected him throughout his childhood, and Dante could never win his affection. His father also forced Dante to break up with Anna during their romantic relationship, which broke Anna’s heart and also hurt Dante badly. Kenneth never told Dante about his plot, but he did not want Dante’s relationship with Anna to interrupt his plans. Kenneth also knew that Tommy Matheson was his biological son, and he sought to keep distance between Dante and the Mathesons because of his anger.
The relationship between Dante and Anna in 1954 is fractured because of the heartache of the past. Anna doesn’t know or trust Dante like she once did, so she cannot know his intentions. When the group attempts to force their way into the locomotive to stop the train, Anna wonders if Dante as a Wentworth will use his influence to force the engineer to stop. She notes, “Dante turns to give Anna a look she finds unreadable. For a second, she can’t breathe, certain he’s about to single-handedly stop the train and ruin her plan…All that plotting for nothing. All that expense wasted. But then that crooked grin spreads across his face, and Anna exhales” (123). Though Anna is at first uncertain of Dante’s aims, as soon as he smiles she realizes that he’s on her side. Though the 12 years and heartache have eroded some of the intimacy between Dante and Anna, they still share a bond. Dante’s role in delivering the evidence to Retta illustrates his allegiance to the truth and to Anna, though they end the novel deciding to remain just friends, as their shared brother prohibits a romantic relationship.
Dante embodies the novel’s discussion of fractured inheritance. As Kenneth’s son, he carries the burden of a name stained by betrayal, yet he rejects his father’s cruelty to align himself with Anna and the truth. His relationship with Anna, though once romantic, becomes a testament to the endurance of trust across grief and time. Dante is not as actively vengeful as Anna, Seamus, or Reggie, but his quiet defiance of Kenneth reveals a gentler form of resistance. He is caught between two legacies—his father’s corruption and Anna’s pursuit of justice—and his choice to support Anna without rekindling romance suggests maturity born from pain. Dante symbolizes the possibility of breaking from destructive lineage while still carrying its scars.
Kenneth Wentworth is the main antagonist of With a Vengeance. Kenneth is a flat character, as he is presented as nearly cartoonishly evil with little character growth. He is the father of Dante Wentworth and Tommy Matheson, though his relationship to Tommy was kept a secret from everyone except himself and Arthur and Margaret Matheson. Kenneth hates Arthur because Margaret left Kenneth for Arthur while pregnant with Kenneth’s baby, whom Arthur claimed as his own. Kenneth began plotting to destroy Arthur and blackmailed and bribed each of his co-conspirators into annihilating Arthur’s reputation and company, along with killing dozens of innocent people aboard the faulty locomotive. He does not physically appear in the narrative until the final chapters, but his presence looms large in the flashbacks of the co-conspirators as they consider their roles in the destruction of the Matheson family and the deaths of dozens of innocent men. Kenneth does ultimately face justice, as he’s arrested by the FBI in Chicago and imprisoned for his crimes.
Kenneth is the embodiment of unrepentant evil, a man consumed by spite who uses power only to destroy. His flatness as a character is purposeful: He functions as a symbol of greed, corruption, and the corrosive force of vengeance carried across decades. His unseen presence throughout much of the narrative makes him ghostlike, a reminder that the most destructive forces often operate in shadows until their consequences erupt. Kenneth’s arrest is a reckoning, an external containment of an inner rot. He symbolizes the dangers of unchecked power, showing how hatred calcifies a person into a caricature of cruelty with no capacity for growth or redemption.



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