10 Most Unlikeable Characters In The Sopranos

10 Most Unlikeable Characters In The Sopranos

As I delve deeper into the intricate tapestry of characters that adorn the iconic series “The Sopranos“, I find myself utterly captivated by the enigmatic figures who walk the line between right and wrong, and even step over it with nonchalant ease. Among these complex personalities, two stand out as embodiments of ruthless ambition and unapologetic brutality: Richie Aprile (portrayed masterfully by David Proval) and the infamous Ralph Cifaretto (brought to life brilliantly by Joe Pantoliano).


Today, “The Sopranos” is still greatly cherished. Its groundbreaking portrayal of a captivating yet morally questionable lead character has earned it the title of a turning point for premium dramas on television, particularly boosting the prestige of network HBO. The series delves into the shady and perilous underworld of crime, showcasing numerous unsavory acts carried out by cunning individuals. With an array of reasons behind their immoral actions, the show has effectively presented various manifestations of evil, along with the complexities that shape these characters’ lives.

Fans worldwide gather for both in-person debates and online discussions, examining which of the show’s numerous characters they find the most detestable. Characters who are popular yet flawed themselves, these conversations often evolve into complex and multi-faceted discussions that challenge viewers to reconsider their perception of right and wrong. These characters become the focal point of debates about the most hated characters in The Sopranos.

10 Corrado “Junior” Soprano

Played by Michael Rispoli

10 Most Unlikeable Characters In The Sopranos10 Most Unlikeable Characters In The Sopranos10 Most Unlikeable Characters In The Sopranos

Initially appearing in season one as Jackie Aprile’s (Michael Rispoli) successor, Corrado “Junior” Soprano (Dominic Chianese) served as the head of the DiMeo Crime Family. He was a significant figure in Tony’s (James Gandolfini) life, often guiding him and preparing him for his future ventures in criminal activities. However, disagreements about the rightful line of succession following Jackie’s death led to conflicts between Junior and Tony.

A Bubble of Resentment Bursting

The show portrays how Junior’s jealousy and resentment evolved into his notorious status as a troublemaker. His insecurity about his position within the crime family drives him to seek power aggressively, with both positive and negative results. Compared to characters like Tony and his father, Junior’s leadership attempts appear uninspired, causing discontent among associates and viewers due to his self-centered behavior.

9 Paulie Gualtieri

Played by Tony Sirico

10 Most Unlikeable Characters In The Sopranos10 Most Unlikeable Characters In The Sopranos10 Most Unlikeable Characters In The Sopranos

Although Tony Sirico’s character, Paulie Gualtieri, was a significant source of humor on the show, he was also known for his questionable behavior and poor judgment in critical situations. Initially portrayed as a key member of Tony’s crew, Paulie’s strength was instrumental in Tony’s conflicts with Junior. However, as Tony rose to power, Paulie’s actions became increasingly problematic, escalating into senseless and ultimately lethal confrontations.

A Hilarious Yet Paranoid Soul

Over the course of the narrative, it becomes increasingly clear that Paulie’s raw physical power and mounting suspicion create significant character flaws. From harassing fellow crew members to aimlessly firing at a waiter over a perceived exorbitant bill, despite his own contributions to that expense, Paulie resembles a ticking clock, poised to explode without warning.

It’s clear that many people can comprehend the problems stemming from his continued association with the group. As a result, Paulie is often recalled as one of Tony’s most challenging hurdles and one of the more unpleasant characters portrayed in the show.

8 Janice Soprano

Played by Aida Turturro

10 Most Unlikeable Characters In The Sopranos10 Most Unlikeable Characters In The Sopranos10 Most Unlikeable Characters In The Sopranos

Aida Turturro, portraying the role of Janice (Janice), Tony’s elder sister on the series, may not be the most morally questionable family member, but she certainly had her moments that demonstrated her cunning and deceitful nature. Across the show, Janice earned a reputation for sabotage and underhanded tactics. Prioritizing herself, she aligns well with the mafia figures and aspiring mob leaders, much to the annoyance of those around her.

A Meticulous Maneuvering Through Power

Similar to several members in her circle, Janice often undermines those she is intimate with for self-gain. This can be seen through her alliances with adversaries such as Richie and Ralph, as well as her unusual strategy to exploit the children of a recently passed woman in search of affection. To put it simply, Janice’s behavior is far from virtuous.

Although her deceitfulness might not be as notorious as some fictional villains, it’s earned her a questionable standing amongst the audience.

7 Jackie Aprile, Jr.

Played by Jason Cerbone

10 Most Unlikeable Characters In The Sopranos10 Most Unlikeable Characters In The Sopranos10 Most Unlikeable Characters In The Sopranos

Jackie Aprile Jr., formerly known as Jason Cerbone, son of a previous head of the DiMeo family, was initially portrayed as a driven yet unrestrained character. As the series progressed, Jackie’s rash decisions led to a chain of disappointments instead of successes. His pitiful and at times stomach-churning power grabs seemed more pathetic than heroic, leaving an impression of desperation rather than admiration. The show’s narrative is filled with moments that build towards an inevitable end for Jackie.

Chasing Glory, at a Fault

As a cinephile, I’d say it like this: “From deceiving Meadow to orchestrating a heist in the middle of a poker game, Jackie certainly thought he deserved a position of power. However, his actions never indicated that his yearning for respect and command was achievable. In the moments leading up to his untimely end, Jackie left an indelible mark on viewers, who still remember him as one of the most frustrating characters in the series.”

6 Anthony John “A.J.” Soprano Jr.

Played by Robert Iler

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Audience encounters A.J., portrayed by Robert Iler, as Tony’s less successful son, notably contrasting with his sister Meadow (Jamie-Lynn Sigler). At first, his shortcomings elicit sympathy due to the frequent comparison with his more prosperous kin. However, his absence of responsibility, drive, or diplomacy results in a challenging viewing experience as he succumbs to powerlessness and wastes his potential.

Great Potential Left Wasted

As a film enthusiast, I’ve been fortunate enough to witness an engaging transformation in A.J.’s character, a journey filled with fresh experiences and intriguing insights into the evolution of a familiar face. However, some might argue that his passive approach makes him less appealing. In reality, it’s not his passivity that turns viewers off, but rather his obliviousness to his own suffering that leaves a bitter taste in our minds.

5 Christopher Moltisanti

Played by Michael Imperioli

10 Most Unlikeable Characters In The Sopranos10 Most Unlikeable Characters In The Sopranos10 Most Unlikeable Characters In The Sopranos

From the popular series, one of the most recognized figures – Christopher Moltisanti, portrayed by Michael Imperioli – is often seen as a representation of the “what if” scenario by many dedicated viewers.

As Tony’s apparent successor, Christopher proved exceptional by effectively contributing to and exerting influence within the crime family, all while making significant strides in areas like entertainment. Similar to his close companions, Christopher too faced numerous challenges, including substance abuse issues, which could have hindered a fulfilling life.

An Impulsive Ball of Chaos

Christopher consistently demonstrates an unwavering loyalty, sometimes to a point of excess. This devotion, coupled with his ambition to climb the ranks within the Mafia, led him to take extreme actions aimed at ensuring the success of each operation and maintaining his status as a trusted and valued member of the crime family. Despite, or maybe even because of, the numerous mishaps he frequently causes, his personal issues with girlfriend Adriana (Drea de Matteo), and his impulsive choices, many viewers find Moltisanti to be a complex and contentious figure.

4 Livia Soprano

Played by Nancy Marchand

10 Most Unlikeable Characters In The Sopranos10 Most Unlikeable Characters In The Sopranos10 Most Unlikeable Characters In The Sopranos

Livia Soprano, played by Nancy Marchand, is the mother of Tony and Janice, and she makes an appearance in the show’s first episode. Known for her biting remarks towards her children, it’s fair to say that Livia had a complicated bond with them. As her daughters moved out when they grew up, Livia was left mostly on her own. It was Tony who ended up bearing the brunt of her anger as he became her primary focus.

A Mother’s Scorn, Explored

Following her move to a retirement community, Livia seeks retribution against Tony by interfering with his criminal activities, putting his life in peril on numerous occasions. For as far back as he can recall, Livia found solace in the downfall of those dear to her. This dark satisfaction stemmed from an experience that resonates with many viewers, making it relatable and familiar.

Raised by two Italian immigrants in a family marked by poverty and a longing for something better, Livia’s early years were filled with dreams of escape. Establishing her own sanctuary, Livia eventually developed a deep-seated resentment towards the indifference that characterized the role of a housewife, and those who unwittingly inflicted her hidden suffering. Consequently, the makers of The Sopranos delivered to viewers one of the most acclaimed TV series endings.

3 Phil Leotardo

Played by Frank Vincent

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In the fifth season, we’re introduced to Phil Leotardo, who is a well-respected captain within the Lupertazzi crime family. Initially, he becomes a persistent thorn in Tony’s side when he fails to resolve a disagreement. Although this particular dispute was eventually settled, it set the stage for numerous future conflicts between Phil and Tony.

In the unfolding of events, I’ve noticed that Phil’s character, once hidden, is now revealing itself in a self-absorbed and harsh manner. With his newfound authority, he seems determined to bring down Tony and his associates, no matter the cost.

A Power-Hungry Tyrant

In the show, Phil consistently demonstrates an unyielding harshness without limits. He subjects Vito (Joseph R. Gannascoli) to despicable behavior, while showing little concern for Angelo’s (Joe Santos) feelings as a fellow ally. Phil prioritizes himself over others and is quick to mete out severe penalties to those who dare oppose him.

Similar to several charming antagonists in the series, Phil often delivers humorous scenes that fit well with the program’s general tone. However, this doesn’t change the fact that he is currently viewed as a cold-hearted villain by many viewers.

2 Richie Aprile

Played by David Proval

10 Most Unlikeable Characters In The Sopranos10 Most Unlikeable Characters In The Sopranos10 Most Unlikeable Characters In The Sopranos

As a devoted movie buff, let me rephrase that for you: Following the twists and turns of Season 1, it’s my former associate, Richie Aprile (played by David Proval), who stirs up more chaos. After a decade behind bars, he dives back into the Mafia world, aiming to grab more power. This leads to a full-blown conflict where he bares his teeth without mercy. Throughout Season 2, Richie orchestrates and executes some of the most brutal attacks against both enemies and allies, leaving no one untouched.

The Face of Schadenfreude

One clear indication of his ruthless behavior can be observed in the episode titled “Toodle Fucking-Oo”. In this episode, Richie has a heated argument with Peter Gaeta (Paul Herman), which escalates to an alarming level when he deliberately rams his truck into Gaeta. When it becomes apparent that Gaeta is paralyzed, Richie continues to run him over. This brutal act, coupled with his arrogant delusions of grandeur, has led many to compare him unfavorably to some of the most notorious and feared members of the DiMeo crime family. His callousness and inflated self-image have solidified him as a chilling character in the series’ annals.

1 Ralph Cifaretto

Played by Joe Pantoliano

10 Most Unlikeable Characters In The Sopranos10 Most Unlikeable Characters In The Sopranos10 Most Unlikeable Characters In The Sopranos

Starting from the third season, character Ralph Cifaretto, portrayed by Joe Pantoliano, reappears in New Jersey following Richie’s death. His aim is to seek a twisted form of justice. Yet with Tony taking over and their growing conflict, Ralph poses a significant threat as an adversary.

Due to his remarkable earning abilities, Ralph possesses both the qualifications and the capacity for committing harsh acts of violence. Yet, his sense of entitlement often blurs the distinction between required actions and unwarranted aggression.

Megalomania in Person

1. Ralph’s ambition to maintain and enhance the legacy Richie created will lead to some shocking instances. His involvement in Jackie Jr.’s predicament during the game, his abhorrent connection with Tracee (Ariel Kiley), and his blatant hypocrisy have made him one of the most detested characters within the storyline and among viewers. In a criminal world filled with questionable ethics and reprehensible individuals, Ralph stands out as particularly loathsome and spends much of this period in the mob causing utter destruction without remorse for his actions.

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2024-09-01 20:32