Controversial internet sensation and comedian Charleston White is the latest guest to join ‘The Jason Lee Show,’ where he tells host Jason Lee how he changed his life after finding himself in prison at 14, how he’s been championing the youth and prison reform, how he stands by Donald Trump and Kanye West, where he stands with Gillie Da Kid, Boosie, and T.I., plus his thoughts on Gunna and Diddy, and viral lap dance from Instagram model Brittany Renner.
While speaking on his upbringing in Texas, Charleston White tells host Jason Lee that he was raised in a stable home with his mom, who worked for General Motors, and his father, who was in and out of the home as a Navy officer. Because of his parents’ occupations, White says he grew up with all of the name-brand clothes and became an entitled kid.
White says, for the most part, he was a good kid and was raised in a house that didn’t use the n-word, despite it being heavily used in Hip-Hop and around him in his community. He notes that despite his parents being good role models, every family has a few bad influences, whether they are abusive, pimps, molesters, etc. In his case, the negative influence in the family was his Uncle Wayne, who he says was a pimp.
He says he would see his uncle come through with the 3-piece suits on and stepping out of Rolls Royces, making impressionable minds want to mimic what they’re seeing. But on the flip side of the flashy and luxury items, he says he would wake up in the middle of the night to his uncle “wrestling his woman,” insinuating domestic abuse. He asks, “How do you balance that as a child?” He also shares that it was his uncle who gave him a nickname of Charleston Blue or Baby Blue. His real name is Charleston Jamar White, but his uncle called him Charleston Blue because it was a pimp’s name in a movie.
Speaking on his brother, Kevin “Kay White,” Charleston White recalls the trouble that both got into that led them to prison, separately. He says Kay did 31 years in prison after being convicted of murdering someone at age 17. White says he and his older half-brother were “wannabe kids,” as they were walking on marble floors with their own phone lines but wanting to be from the streets.
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Charleston White says as fatherless children, he and his brother had no direction and found themselves joining gangs, running the streets, and even abusing young women. He recalls “pimp slapping” his girlfriend in the 8th grade because the culture glorified violence, and it was something he saw his uncle doing. He says his then-girlfriend told her friends that he didn’t know how to tongue kiss when she initiated. The girl was really popular in school, and he was too, so, he became embarrassed when she told everyone he didn’t know how to kiss.
Recalling how he ended up in prison at 14, Charleston White says his grandmother and grandfather were in prison during his childhood and his Uncle Wayne would be in and out too. He ended up catching a murder case after shooting and killing a man while trying to steal jackets with his friends. White was sentenced to 12 years and spent 6.5 years in the Texas Youth Commission from age 14 to 21.
White says when he was locked up, he grew up with kids who raped 9-month-old babies and killed their parents and grandparents. He says they were the first group of kids in America, outside of Chicago, Los Angeles, New York City, and Philadelphia to commit bad crimes in the 1980s. He says because of kids like him, the government began making strict, inhumane laws in the country, like creating juvenile sentencing without parole and charging children as adults.
After being released from prison, White made his exit from the culture and enrolled in community college, where he studied Criminal Justice. He started off wanting to work with at-risk kids as a juvenile probation officer but shifted to Pre-Law because he won lawsuits on his own from jobs. He would begin partnering with campaign youth programs, like the national program I.C.A.N. (Incarcerated Children’s Advocacy Network). He learned about fundraising and later created The H.Y.P.E. Program (Helping Young People Excel).
White says the debt that he pays to the victim he killed is now helping the youth and preventing them from doing the same thing. Other than that, most of the crimes that Charleston committed were snatching white women’s purses and breaking into white people’s houses, because his uncle and others would tell him to go across the railroad and do it.
While speaking on his commitment to the youth, Charleston White shares his disdain for technology and social media apps like TikTok. He says parents today are quick to through cell phones and tablets at their toddlers, which leads to joysticks and playing games like Call of Duty, where kids learn to kill, rob, and steal, essentially conditioning them to do the same in real life. He says because of technology and these types of games, children build an emotional detachment from other humans. It’s easy to be harmful to others, so now we have a mean and cruel culture of children with no compassion.
On TikTok, Charleston White says the company let the world monetize off his name and he never makes a dollar. He says there are 22 million misspelled hashtags of his name and most of the time — because he’s always fooling around and trolling, outside of this interview — he’s never been able to show the real Charleston White.
Continuing to speak on his social media fame and becoming an internet personality and comedian, Charleston White says he first started out doing public speaking engagements which turned into motivational speaking. By the time he got to the internet, he was already in community college and about to drop out of Texas Western University, so he brought his talents to the internet.
He says in addition to speaking on real topics, like his criminal justice reform and at-risk youth initiatives, he had to add in some controversy to keep the momentum going. He says, you can’t tell the truth 100% of the time, just like teachers can’t just teach, they have to play and have fun while students learn.
White says his trolling and talking crazy on the internet became his outlet and he intentionally chose to be a villain, claiming that character choice would have longevity. He says he wanted everyone to hate him because they would only learn to love him in the end, the opposite of how we treat celebrities normally.
Speaking of other celebrities, Charleston White has gotten into many feuds with several rappers and their children. For instance, he’s feuded with Atlanta rapper T.I. and his son King Harris. White says he would never condone children going against their parents and that he loves T.I., despite the rapper being mad at him. He says because of T.I. engaging in the feud, it led to the rapper’s “icon status” getting knocked down a few notches.
Charleston White has also feuded with Baton Rouge rapper Boosie, however, White says Boosie was the best at handling him because he never engaged in the back and forth. He says that’s the best way to beat him, don’t respond. Charleston White has feuded with another rapper, Philadelphia native Gillie Da Kid.
Their beef dates back to around 2020/2021, when White stood up for a Philadelphia rapper who was accused of snitching. Gillie called out the comedian and allegedly threatened him, causing a public back and forth over the years. However, when Gillie’s son, rapper YNG Cheese, got murdered, things amplified.
White claimed he was happy to learn that Cheese was killed and when host Jason Lee asked him about his comments in the interview, White initially doubled down on his stance, claiming he wasn’t taking anything back. Although, he did mention that when Cheese passed away he did feel compassion for Gillie Da Kid despite not liking him. He says he is an empathetic person and knows how to tap into that side.
White also recalls the time he saw Gillie on Instagram Live asking a mutual friend of theirs why he is cool with “snitch a**, b*tch a**” Charleston White. By the end of the interview, White ends up walking back on his earlier comments and issues an apology to Gillie Da Kid for speaking ill of his deceased son YNG Cheese.
During the interview, Charleston White also speaks on his issues with deceased Chicago rapper King Von, whom he has spoken ill of as well. He also speaks on his issues with Atlanta rapper Soulja Boy, which resulted in White pepper-spraying him at a Rolling Loud event when confronted by him and his entourage. While speaking on the LGBTQ+ community, which Charleston White claims he has no issues with, he mentions Philadelphia rapper Lil Uzi Vert and his past homophobic comments.
RELATED: Charleston White Pulls Gun On Interviewer After Being Asked To Stop Dissing King Von & FBG Duck
Charleston White also speaks on Chicago rapper Kanye West and his social and political views, including Ye’s comments on slavery being a choice — a remark that White agrees with. While speaking on slavery, racism, and prison reform, White says he agrees with Ye’s slavery comment, adding that Haitians fought back and won. He says the slaves being carried across the Atlantic Ocean on boats could have fought back and revolted.
White says that Black Americans can get ahead if they stop cannibalizing themselves and invest back into the community. He says, “Black excellence still seeks White validation,” adding that Black people still keep striving for acceptance into Harvard over HBCUs (Historically Black Colleges and Universities) and Grammy Awards over BET Awards, NAACP Image Awards, etc. He claims this generation of Black people got their reparations with free education.
Charleston White also talks about racism in America involving the Proud Boys and their nationalism, and also gives a history lesson on the N-word, with both the -a and -er endings. He says he studied Tupac Shakur and learned to keep his affairs and business in order, which resulted in him trademarking the acronym version of the N-word. Charleston White owns the trademark for N.I.G.G.A (Never Ignorant Getting Goals Accomplished) and the trademark for “Texas Nigga Nation.” He also says that he’s okay with Latino and White people using the N-word, with the -a ending.
During the interview, Charleston White, who deems himself a Hood Republican, shares his thoughts on Donald Trump and how he genuinely believes the former President will “Make America Great Again” if elected for a second term in the 2024 elections. White says Black people were overall happier when Trump was in office and that his firm term churned out the most Black entrepreneurs than any other presidency.
White says he didn’t vote for Trump in 2016, as he was rooting for Hillary Clinton, even over Barack Obama. He says most people were only voting for Obama because he is Black. He continues to explain why Black and Brown people favor and support Trump, noting he has been pictured many times meeting with our cultural icons and other Black stars. He also speaks to Trump or other politicians pandering to Black and Brown people, and he says he doesn’t see anything wrong with it.
White also recalls the “Vote or Die” campaigns and how they have died out. He later claims that Kanye West would have been a good candidate, adding that the Republican Party needs someone like JFK Jr. (John F. Kennedy Jr.) to represent them and connect with the young people. He says Ye could’ve been that person but he got off track when he had to balance his divorce, kids, and more. In the end, Charleston White says he is endorsing Donald Trump in this election year.
Before getting to the games, playing ‘Smash or Pass” and “Name Drop,” Charleston White recalls his viral lap dance from Instagram model Brittany Renner, claiming “the veins were about to explode out of his penis.” He says he’s been married for 5 years, but he remains faithful to his wife when he is home. He admits that he has cheated on her, claiming he tells his wife she should worry about what a man does on the battlefield. He does note that whenever he goes super viral, it causes issues on the home front with his wife.
Charleston White also talks about what he has coming up next, telling host Jason Lee that he’s got a residency in Vegas on the way for his work in comedy. He says things are kicking off in July and he will be “talking Charleston, not taking sh*t.” He claims he doesn’t know how to tell great jokes yet, as he only knows how to tell great stories, but he’s been studying a bunch of comics before he hits the stage. He says he was also given a podcast deal with Green Room Radio, so he’s got more content on the way.
#Socialites, be sure to check out the full episode below, then leave us your thoughts in a comment after!