Supporting
The Gross Sisters (Nubia voiced by Raquel Lee Bolleau) are the former neighborhood bullies who are almost always seen together, who go around stealing money from students, faculty, and even parents (including their own). They live with their family in a rough housing estate in the city, so they have to do chores to support it. Nubia is the leader and the only Gross sister who can talk while her sisters (whom she often treats poorly), the heavily built Olei (who serves as Nubia's bodyguard), and the short-statured Gina (who collects the money), are silent. Nubia's catchphrase is "Hands up, cash out!" Despite the constant mistreatment and abuse, Nubia is protective over her sisters and threatens anyone who might endanger or harm them. Their names are a play on skincare products Neutrogena, Nivea, and Olay, which is ironic because their skin is noted to be dry, ashy, and blue. After the events of The Proud Family Movie, the Gross Sisters changed their ways. They quit bullying and stealing money from people. The Gross Sisters eventually became interested in hip hop and started their own rap group. All three sing a rap song called "Hands Up Cash Out". Olei has a crush on KG. In the third season, Nubia's real name is revealed to be Gabrielle when she joins the Wiz Kids, and her ashiness briefly disappears.
Barry (voiced by Zachary Quinto) and Randall Leibowitz-Jenkins (voiced by Billy Porter) are the dads of their adopted children, Maya Leibowitz-Jenkins and Francis "KG" Leibowitz-Jenkins and are an interracial gay couple. Barry is a detective who works alongside Sunset, while Randall works at the bank as a loaner. Quinto and Porter are both gay actors.
Michael Collins (voiced by EJ Johnson, Jeremy O. Harris as an adult in "When You Wish Upon a Roker") is Penny's flamboyant friend and the son of the school coach. Michael is openly gay and Non-binary in the series. They were previously voiced by Phil LaMarr in the original series.
Kareem Abdul-Jabbar Brown (voiced by Asante Blackk, Ashton Sanders as an adult in "When You Wish Upon a Roker") is Penny's boyfriend. He is named after Kareem Abdul-Jabbar and James Brown.
Francis "KG" Leibowitz-Jenkins (voiced by Artist "A Boogie" Dubose, Daniel "Desus Nice" Baker as an adult in "When You Wish Upon a Roker") is Maya's adoptive brother. He is very tech-savvy and is a competitive gamer known as "King Great" (hence the nickname "KG"). Dijonay Jones and Olei each have crushes on him.
Mr. Chips (vocal effects by Carlos Alazraqui) is a monkey who is often Oscar's test subject and right-hand man in his schemes. Like many characters, he is often annoyed and frustrated at Oscar's antics. Yet Mr. Chips shows a lasting loyalty towards him.
Wizard Kelly (voiced by Aries Spears) is an incredibly wealthy and famous businessman who made his fortune playing professional basketball. He owns various businesses that are named after him. A running gag is how he is too tall to fit in the picture, so every image and video of him shows only up to the lower half of his face, his eyes never being shown on-screen. In the first episode, it is shown that he is running for mayor, and he gets elected in "Juneteenth".
Felix Boulevardez (voiced by Carlos Mencia) is Oscar's best friend and neighbor. (Oscar and Felix were also the names of the lead characters from the TV sitcom The Odd Couple). He is the father of LaCienega and the husband of Sunset. He and Oscar often get into trouble together. He and Oscar both have dominating wives, both have parents living in their home (Oscar has Suga Mama and Felix has Papi) and both have teenage daughters. The differences between them are that Oscar is tall and skinny and Felix is short and overweight, and Felix is also richer (due to his construction site named after him) and more successful than Oscar at everything, but that does not affect their friendship. They are also very strict with their daughters hanging out with boys.
Sunset Boulevardez (voiced by Maria Canals-Barrera in seasons 1 and 2, and Melissa De Sousa in season 3) is Felix's wife and Trudy's best friend. She is the mother of LaCienega and was promoted from police officer to detective.
Papi Boulevardez (voiced by Alvaro Gutierrez, Kevin Michael Richardson while laughing) is Felix's father, Sunset's father-in-law and Suga Mama's love interest. He is the grandfather of LaCienega. He speaks only Spanish and as a result he can get away with insulting Suga Mama. However, Suga Mama believes that he is sweet-talking her which only increases her affection towards Papi. Nevertheless, the two are often seen spending time together and genuinely enjoying each other's company. He is also known for his trademark cackling (provided by Kevin Michael Richardson) when after he insults Suga Mama or on some occasions. Ironically in The Proud Family Movie, Papi becomes enamored with the Spanish-speaking clone of Suga Mama, who promptly beat him up when he insulted her. Papi is a parody of Cesar Romero's character The Joker on the 1966 TV series Batman (as Romero was of Spanish-Cuban descent and his laugh is reminiscent of the Joker's; Richardson previously provided the voice of the Joker in The Batman).
Dr. Payne (voiced by Kevin Michael Richardson) is the Prouds' doctor, whose build and mannerisms are based on those of Mr. T. Oscar usually suffers painful treatment at his hands. He calls Oscar "Fool", Penny "Itty Bitty" and Suga Mama "Sugar Bear".
Peabo (voiced by Cree Summer) is the Prouds' 8-year-old neighbor. He is very smart for his age and often tries to warn Oscar whenever Oscar does something dangerous, though Oscar never listens and suffers for it. He is the only one who is known to like Proud Snacks. He at first has a crush on Penny, then Zoey, and ends up dating one of Dijonay's sisters. He later becomes Wizard Kelly's protege after Oscar loses a bet with Kelly.
Vanessa Vue (voiced by Brenda Song) is a Thai-American local news anchor who is always out for a story. She is shown airing critical stories about Oscar Proud, his amusement park, his company Proud Snacks, and other issues in Smithville. She often talks about how she hates her job.
Lil' Wiz is Wizard Kelly's son.
Sir Paid-a-Lot (voiced by Aries Spears) is a famous rapper under Wizard Kelly's record label, a parody of Sir Mix-a-Lot and DMX.
Myron Lewinski (voiced by Marcus T. Paulk, Jaden Smith as an adult in "When You Wish Upon a Roker") is a nerdy kid that has a crush on Penny. He later has a crush on Zoey, who reciprocates his feelings. His surname was revealed in season 3.
Principal Rhonda Hightower (voiced by Patricia Belcher): In the original series, Miss Hightower was a teacher with a very timid voice who ran programs like the debutante ball and the cultural exchange program. A running gag involved her trying to get everyone's attention in a quiet nice voice, before finally yelling in a booming voice while insulting her students or the crowd. In Louder and Prouder, she is now the Principal for Willy T. Ribbs Middle School and her first name is revealed to be Rhonda. Her name and voice are an homage to Officer Laverne Hooks in the Police Academy films.
Al Roker (voiced by himself): As in the original series, this version of Roker is a Faustian wish-granting type who often causes problems for Penny and her friends. His design is updated to reflect his most recent gastric bypass surgery as well as his purple glasses.
Klaus (voiced by Kevin Michael Richardson) is a buff muscular man who is often seen in positions of authority such as a security guard, bodyguard, or inspector. His voice is a parody of Arnold Schwarzenegger.
Shuggie (voiced by CeeLo Green) is a giant panda that lives at the zoo who can talk, sing and play the guitar. He is named for Shuggie Otis, and he even sings Otis's hit song "Strawberry Letter 23".
Makeup Boy (voiced by Bretman Rock) is a social media influencer who provides makeup tips for adolescents. His real name is Sebastian Boyd. In season 2, he is shown to be dating Michael Collins.
Darrius St. Vil (voiced by Chance the Rapper), a boy at a rival middle school who starts dating Dijonay.
The Chang Triplets (Miyachi, Lydia Look and Haley Tju as Billy, Julie, and Debbie respectively) are three Chinese-American students who attend Willy T. Ribbs. In the original series, Look voiced all three triplets. Here, they have separate personalities and veer away from Asian stereotypes. In the third season, Billy Chang is revealed to be the rapper Young Toddler who appeared in the first season.
The Darnell Sisters (Mamie voiced by Myra J. and Mary voiced by Bebe Drake) are former rivals of Suga Mama who are now good friends.
Celia (voiced by Jane Lynch) is another senior friend of Suga Mama.
Kwame (voiced by Leslie Odom Jr.) is the English teacher at Willy T. Ribbs. He has his class refer to him as "Brother Kwame".
Igloo Hankins (voiced by Brian Hooks) is a mall cop and amateur detective. In the reboot, he quit being a mall cop to become a shady lawyer. Hooks reprises his role from the original series.
Ms. Hill (voiced by Tiffany Haddish) is Penny and the gang's substitute teacher and Bobby's prom date, who appears to be homeless. According to her, Suga Mama stole her seat and her corsage, and even came to the prom dinner just to cut Bobby's meat. By the third season, she becomes Penny's homeroom teacher.
Talia Rogue (voiced by Gabrielle Union) is a fashion designer and the editor-in-chief of Rogue (a parody of Vogue), a fashion magazine that includes sister publications such as Teen Rogue (a parody of Teen Vogue), who is strict and domineering over Penny. She also secretly works as the leader of The 100, an elite spy organization consisting of supermodels. Union previously voiced Sunny Stevens / Iesha in the original series.
Dr. Lord (voiced by Holly Robinson Peete) is a doctor who helps the Prouds with BeBe's autism. In addition to voicing Dr. Lord, Peete was also credited as a consultant for the episode she appeared in, since her son is also autistic.
