Xyzzydude dislikes how "he uses the frustrated mafia for food then self-righteously lectures them about their marriages." The priest serves at Saint Peter & Paul Catholic Church in New Jersey.
The "priest with questionable morals" trope is common in crime dramas and Father Phil fits right into it. Not only is he a glutton who hops from one home to another for food and wine, but he also makes a habit of flirting with some of the mob wives of The Sopranos. The priest's audacity makes him go as far as to sleep in Tony's house when the mobster is away. There's no doubt that if not for the Cosa Nostra's deep respect for the church, Phil would have been a prime candidate for whacking.
Tony's sister is hardly a fan favorite either. Redditor aradthrowawayacct says "her cyberstalking Bobby's kids after their mom died, is above and beyond anything the other annoying characters."
Apart from frequently clashing with her brother for no good reason, Janice does indeed make some of the most questionable dating choices in The Sopranos. Making Bobby's kids believe they are haunted just so she can console them and paint herself as a potential next wife to the mobster is unforgivable. And so is pairing up with the loose cannon that is Richie Aprile and then convincing him to stage a coup attempt against her brother,
Redditor wildgriest describes him as "a walking train wreck in both actions and emotions." The son of former DiMeo crime family acting boss, Jackie Sr, attempts to rise up the ranks against Tony's wishes and ends up getting killed.
True to the Redditor's words, there is nothing Jackie does right. He gets a proper chance of appeasing the boss by dating his daughter Meadow, but he still ends up cheating on her. He drops out of college too, even though staying in school was his late father's greatest wish. Most importantly, he tries to prove himself as a formidable gangster by pulling off one of the most amateurish moves; robbing a card game. It's no surprise that the recklessness gets him whacked.
Raygunnysack feels he has "no redeeming value whatsoever." In the series, Tony's son struggles both socially and academically.
For A.J., being surrounded by very competent family members doesn't help his case. Everyone around him is good at what they do so it's hard to forgive him for not drawing some inspiration from them. A.J. gets poor grades, can't sustain a relationship, and isn't interested in working. Despite all that, he sees no fault in himself. He's an unruly child too, often testing his father's patience through disrespectful retorts.
Irishbreakfastea says, "he was a textbook sociopath in every way." Like Feech, Richie starts causing havoc after getting paroled.
Though Richie is one of the best villains in The Sopranos, he is hard to root for in any given scenario. The hard-boiled mobster doesn't exercise self-restraint at all. He brutalizes important mob associates and doesn't acknowledge Tony as a leader since the mob boss is younger than him. Richie is a perpetrator of domestic abuse too, something that eventually gets him killed.