It is not every day that a former Nigerian president walks into a comedy interview and immediately finds himself answering questions about hairstyles, celebrity names, Aso Rock, military rank and whether he cried after leaving office. Yet that was the setting on Saturday, September 19, 2026, when former President Olusegun Obasanjo appeared on Isbae U’s Curiosity Made Me Ask.
The conversation began with the kind of unusual introduction viewers have come to expect from Isbae U, but the guest sitting opposite him made the jokes more striking. Obasanjo had spent decades moving through Nigeria’s military, political and diplomatic history, while Isbae U had built his audience around internet comedy, sarcasm and questions designed to make guests uncomfortable. Their meeting created a completely different kind of interview, with the former president repeatedly playing along while the comedian pushed the conversation in unexpected directions.
The episode did not stay with jokes about Obasanjo’s presidency. It moved from his hairstyle to his military rank, from contemporary Nigerian celebrities to Queen Elizabeth II and King Charles III, before reaching a much more personal conversation about Charly Boy, his late father Justice Chukwudifu Oputa and the experience that changed Obasanjo’s opinion of the entertainer. A behind the scenes video later added another talking point when Charly Boy was spotted around the production.
The September 19 meeting
Curiosity Made Me Ask released the Obasanjo episode on Saturday, September 19, 2026, introducing a guest whose career was very different from the entertainers and public figures normally associated with the programme. Obasanjo served as Nigeria’s military head of state from 1976 to 1979 before returning to power as an elected president from 1999 to 2007, making his appearance on a roast style internet programme particularly unusual.
The programme, launched in December 2023, has built its identity around Isbae U’s deliberately provocative style. Guests are often confronted with questions that can move from ordinary conversation to sarcasm within seconds, and the host rarely allows status to determine the tone of the interview. Obasanjo therefore entered an environment where being a former president did not mean he would receive the treatment associated with a traditional political interview.
From the beginning, the conversation made that clear. Isbae U did not introduce Obasanjo as someone who had once occupied the highest elected office in Nigeria and leave it there. Instead, he created an imaginary relationship in which the former president had supposedly worked for him during the 1999 to 2007 period.
The comedian jokingly claimed that he paid Obasanjo’s salary, paid his rent at Aso Rock and fed him throughout his presidency. The joke became even more ridiculous when Obasanjo reached for water and Isbae U acted as though the former president needed his permission before drinking it.
That opening established the rules for everything that followed. Isbae U was going to treat Obasanjo as a guest inside his comedy universe rather than as a former president being interviewed in a formal studio.
The hairstyle exchange
The first major personal exchange came when Obasanjo turned his attention to Isbae U’s hairstyle. The former president joked about the style, referring to the way women wore similar hairstyles in the part of the village where he came from.
Obasanjo said, “For my part of the world in the village where I come from, na woman dey make hair like you make your hair.”
Isbae U did not allow the comment to pass without a response. He immediately turned the attention toward Obasanjo’s baldness, joking that perhaps the former president would have made a similar hairstyle if he still had hair.
Obasanjo’s response was one of the simpler moments of the episode, but it quickly became memorable because he did not take offence. He removed his cap and said, “Maybe you’re right.”
The exchange was important because it showed how comfortable the former president appeared to be with the format. The joke was directed at his appearance, yet rather than trying to regain control of the conversation, he accepted it and allowed the comedian to continue.
The battle over “Seggey”
The conversation then moved into another playful confrontation over how Isbae U should address him. The comedian asked whether he should call him Olusegun or Baba Iyabo.
Isbae U said, “Before we start, will you like me to call you Olusegun or Baba Iyabo?”
Obasanjo responded, “Which one do you prefer?”
The host then chose his own option and said, “Seggey.”
Obasanjo warned him about the choice of name, but Isbae U repeated it. Obasanjo responded, “Call me that and you’ll see what I’ll do to you.”
Isbae U then pushed the joke further by insisting that Obasanjo could not simply order him around.
“You can’t tell me what to do, I’m a grown man,” Isbae U said.
Obasanjo answered with a reminder of his military background.
“I get rank. I’m a general.”
That immediately gave Isbae U another opportunity to challenge him. The comedian claimed he was capable of taking on the former general physically, turning the exchange into a mock confrontation between a young internet comedian and an elderly former military officer.
Isbae U said, “I think you’re the first soldier I can take one on one.”
Obasanjo accepted the challenge instead of backing away from it.
“Do you want to take me one on one right now?” he asked.
The exchange remained playful, but it gave the audience another glimpse of the way Obasanjo was approaching the programme. He was not sitting quietly while Isbae U delivered jokes. He was responding, challenging him and giving the comedian material to work with.
The Aso Rock question
The military banter soon gave way to a joke about Obasanjo’s time as president. Isbae U returned to the imaginary story established at the beginning, in which he supposedly fed the former president throughout his time at Aso Rock.
The comedian asked one of the episode’s most provocative questions.
“Did you cry hot tears when they told you to pack your load from the Aso Rock after I fed you for 8 years?” Isbae U asked.
The question was clearly part of the show’s comedic setup. Isbae U had already claimed that Obasanjo was his employee and that he had personally provided for him during the presidency, so the reference to leaving Aso Rock continued the same fictional story.
The moment also allowed the programme to make fun of one of the most recognisable periods of Obasanjo’s public life without turning the discussion into a conventional political examination of the end of his presidency.
Obasanjo faces the celebrity test
The conversation later entered contemporary Nigerian entertainment, with Isbae U testing Obasanjo’s knowledge of popular names from today’s entertainment and internet culture.
The comedian asked whether the former president knew Carter Efe.
“Do you know Carter Efe?” Isbae U asked.
“I don’t know,” Obasanjo replied.
The host continued.
“Do you know Poco Lee?”
“No,” Obasanjo answered.
Isbae U then asked about Don Jazzy.
“Do you know Don Jazzy?”
“Ha,” Obasanjo replied.
The exchange became funnier when Isbae U pointed out that the entertainers probably knew Obasanjo even if Obasanjo did not know them.
The former president then gave his own explanation.
“So, you know people that… That I don’t know,” he said.
He continued, “Ah, well, maybe because they no be Important people, that’s why. That’s why the people you know, I don’t know.”
The remark was clearly delivered within the playful tone of the conversation, but it became one of the portions that attracted attention because the names involved are well known within Nigeria’s contemporary entertainment scene.
Obasanjo brings Queen Elizabeth into the conversation
Rather than allowing Isbae U to control the celebrity test, Obasanjo turned the exercise around.
He brought up Queen Elizabeth II, whom he had encountered during his time as president.
“Now I tell you, I know Queen Elizabeth. You say you don’t know Queen Elizabeth,” Obasanjo said.
The former president was referring to the late British monarch, who visited Nigeria during his reign. His point was simple within the context of the joke. Isbae U had his own list of famous people, while Obasanjo had people from his own political and diplomatic world whom the comedian might not know personally.
Obasanjo then asked Isbae U about King Charles.
“Do you know King Charles?” he asked.
“I’ve heard of him,” Isbae U replied.
“I know him,” Obasanjo said.
He then explained that King Charles had received him at his farm in Wales.
That exchange created one of the clearest contrasts in the episode. Isbae U was testing a former president with names from Nigerian entertainment, while Obasanjo was responding with names connected to international public life.
The conversation reaches Charly Boy
The biggest change in tone came when Charly Boy entered the conversation.
Charly Boy, whose real name is Charles Oputa, has maintained one of the most distinctive public identities in Nigerian entertainment for decades. His appearance, performances and public persona have frequently made him a subject of discussion, but Obasanjo revealed that his first personal impression of him was far from favourable.
The former president said, “When I first came to know Charly Boy, I had no iota of regard or respect for him.”
Obasanjo explained that part of his initial reaction was connected to Charly Boy’s appearance and the unconventional image he presented publicly.
At another point, he described the entertainer’s appearance in blunt terms, saying, “Can you see a man who dressed like a woman? Like a man, a gentleman who dressed like a bush man.”
That was the starting point of Obasanjo’s story, but it was not where the story ended.
Justice Oputa changed Obasanjo’s perception
The turning point came through Charly Boy’s father, the late Justice Chukwudifu Oputa.
Obasanjo had enormous respect for Justice Oputa, and that relationship eventually gave him an opportunity to see a different side of Charly Boy. He recalled visiting Justice Oputa without initially realising that he was staying in Charly Boy’s home.
Obasanjo said, “But when I went to visit just and he was in Charlie boy’s house. I didn’t know he was in Charly boy’s house.”
The former president recalled noticing a motorcycle outside the house and questioning what he was seeing before entering and discovering the way Justice Oputa was being cared for.
He said, “So the first thing that put me off in that house, I saw a motorcycle in front of the house. The way the motorcycle was dressed and all that, I said, ‘What is this?’ And then I went inside the house.”
What Obasanjo saw inside the house changed his opinion.
“I saw how Justice Oputa was being taken care of, and by who? Charly Boy,” he said.
That was the moment he began reconsidering the opinion he had formed about the entertainer.
“Ah, so I started changing my mind about Charlie Boy and until Justice Oputa died, Charlie Boy took perfect care of him, looked after him, and he really behaved as a good child would to his father,” Obasanjo recalled.
The story did not end with Justice Oputa. Obasanjo also said Charly Boy showed similar care toward his mother.
“He didn’t stop there. He did the same to his mother. And I used to frequently visit the mother, who was a great, humorous woman. Charly Boy took care of her, and then I started changing my mind. I changed my mind about him.”
Obasanjo remembers Justice Oputa
The discussion became emotional when Obasanjo spoke about Justice Oputa himself.
The former president described the late jurist as a man he deeply respected, making it clear that his memories of Charly Boy were closely connected to his memories of his father.
Obasanjo said, “Ah, he has a good father. Oh, Justice Oputa. Oh, what a great man.”
He continued, “How I wish Charly Boy had resembled him. Oh, I wish. Oh, that man was one of the few Nigerians I respect when he was alive.”
That section gave the interview a different mood from the earlier jokes. The conversation had started with Obasanjo being told to ask permission before drinking water, but it had now moved into his memories of a man he respected deeply.
The emotional moment was therefore connected to Justice Oputa and the memories surrounding him, rather than being simply a reaction to Charly Boy as an entertainer.
The “jaga jaga” explanation
Obasanjo also recalled confronting Charly Boy about his unusual public persona.
He said that at some point he asked the entertainer directly about the things he saw.
“Then one day I asked him, ‘Look, Charly Boy, what’s all this?'” Obasanjo recalled.
According to the former president, Charly Boy explained that the unusual appearance and behaviour were part of his business.
“He said all those jaga jaga things that I see are to make chop chop,” Obasanjo said.
That explanation changed the way Obasanjo viewed the entertainer’s public identity. What had initially looked strange to him began to make sense as part of Charly Boy’s approach to entertainment and making a living.
Obasanjo then acknowledged the intelligence required to maintain such an unusual public identity successfully.
“And it’s an intelligent boy that Charly Boy, all jaga jaga, because you cannot do jaga jaga to earn a living without being intelligent,” he said.
Yet even after explaining how his opinion had changed, Obasanjo refused to turn the story into a full declaration of admiration.
His final assessment was delivered with the same humour that had defined much of the programme.
“So, now I like him a bit, not too much sha.”
Charly Boy appears in the background
The Charly Boy discussion became even more interesting after a behind the scenes video from the recording surfaced online.
The footage showed Obasanjo and Isbae U taking part in a playful moment away from the main interview. Obasanjo was seen moving alongside the host while singing the viral “I remember when I was a soldier” song, a moment that connected directly with his military background.
Then viewers noticed Charly Boy in the background.
His appearance immediately attracted attention because the main interview had just contained a lengthy discussion about him. The former president had spoken about his initial dislike of Charly Boy’s public image, the discovery of how he cared for his father and mother, the explanation behind his eccentric persona and the change in Obasanjo’s perception.
Seeing Charly Boy around the production therefore gave viewers another detail to discuss.
However, the footage does not establish that Charly Boy was a formal guest on the Obasanjo episode. He was spotted around the production in behind the scenes footage, but that alone does not prove that he recorded a separate interview, confronted Obasanjo or participated in the main conversation.
That distinction is important because the footage is interesting enough without adding details that were not shown.
The soldier moment
The behind the scenes footage also gave viewers a lighter moment that did not make the main interview the same way.
Obasanjo joined Isbae U in a playful military themed sequence while singing “I remember when I was a soldier.” The moment fitted the unusual atmosphere of the recording because the former military head of state was now participating in a social media friendly comedy scene rather than standing behind a presidential podium.
The footage also showed how relaxed the production environment appeared to be outside the formal interview.
That mattered because much of the public attention had focused on the jokes inside the studio, while the behind the scenes material gave viewers a glimpse of the atmosphere around the recording.
Why the Charly Boy footage attracted attention
The timing of Charly Boy’s appearance made the footage more interesting than a random celebrity sighting.
Obasanjo had just explained that he once had “no iota of regard or respect” for Charly Boy before changing his mind after seeing the way he cared for Justice Oputa and his mother. He had also explained that Charly Boy’s unusual public identity was a way of making money.
Then, outside the main conversation, Charly Boy was visible around the same production.
That naturally created questions about what else happened around the recording, but the available footage does not answer all of those questions. It shows his presence, not the full nature of his involvement.
There is also previous public interaction between Obasanjo and Charly Boy, including a humorous exchange at Chief Chidi Anyaegbu’s 70th birthday celebration. That earlier interaction provides additional context for the relationship between the 2 men.
Obasanjo is not completely new to entertainment
Although his appearance on Curiosity Made Me Ask was unusual, Obasanjo has previously stepped into Nigerian entertainment.
The former president made an acting appearance in Samuel Ajibola’s Dele Issues in 2017. That earlier involvement showed that he was not entirely unfamiliar with entertainment productions.
Curiosity Made Me Ask, however, was a different setting. A scripted comedy appearance allows the participant to work within a prepared production, while Isbae U’s programme depends heavily on spontaneous conversation and the reactions created by unexpected questions.
That difference made the September 19 appearance more unusual. Obasanjo was not simply appearing in a comedy scene. He was sitting across from a comedian whose entire format involves testing how far a guest is willing to go with jokes.
The programme behind the episode
Curiosity Made Me Ask was launched in December 2023 and has featured a mixture of veteran entertainers, younger musicians, comedians, actors, athletes and internet personalities.
Among the names associated with the programme are Pete Edochie, Jide Kosoko, Yemi Solade, Kate Henshaw, Bovi, Shank Comics, Bella Shmurda, Odumodublvck, Victor Boniface, Bobrisky, James Brown and Tacha.
Obasanjo’s appearance therefore represented a major change in the kind of public figure appearing on the programme.
The former president was entering a show whose humour depends on treating guests informally, while Isbae U was interviewing someone whose public career had covered military leadership, elected office and international diplomacy.
That difference was visible throughout the episode.
The interview moves between 2 generations
The celebrity quiz brought the generational difference into focus.
Isbae U’s questions centred on people such as Carter Efe, Poco Lee and Don Jazzy, names associated with contemporary Nigerian entertainment and internet culture. Obasanjo’s response came from a different world, with his references moving toward Queen Elizabeth II and King Charles III.
Neither side needed to explain the difference because the conversation made it obvious.
The former president knew people he had encountered during his political and diplomatic career, while the comedian was familiar with personalities whose influence had been built largely through entertainment and social media.
That contrast produced some of the funniest moments of the episode without requiring a long discussion about age or culture.
The episode’s major talking points
The opening salary joke immediately became one of the major talking points because Isbae U claimed that Obasanjo had worked for him between 1999 and 2007. He also claimed responsibility for the former president’s Aso Rock accommodation and feeding, creating the fictional relationship that ran through the early part of the interview.
The hairstyle exchange provided another memorable moment when Obasanjo joked about Isbae U’s hair and the comedian responded with a joke about the former president’s baldness. Obasanjo removed his cap and said, “Maybe you’re right.”
The “Seggey” exchange then brought Obasanjo’s military identity into the conversation, with the former president saying, “I get rank. I’m a general.” Isbae U responded by claiming he could take him “one on one,” leading Obasanjo to ask, “Do you want to take me one on one right now?”
The Aso Rock question followed, with Isbae U asking, “Did you cry hot tears when they told you to pack your load from the Aso Rock after I fed you for 8 years?”
The celebrity quiz became another major section, particularly when Obasanjo admitted he did not know Carter Efe, Poco Lee or Don Jazzy. His remark about knowing Queen Elizabeth II and King Charles III then turned the quiz around.
The deepest part of the conversation came with Charly Boy. Obasanjo described his initial lack of respect for the entertainer, explained how seeing Charly Boy care for Justice Oputa changed his mind and recalled that Charly Boy later cared for his mother.
The final major talking point came from outside the main interview, when Charly Boy was spotted in the behind the scenes footage from the production.
What the episode confirms
The episode confirms that Obasanjo appeared on Curiosity Made Me Ask on September 19, 2026. It also confirms the unusual nature of the interview, with Isbae U repeatedly using comedy to challenge the former president.
The programme confirms Obasanjo’s comments about not knowing Carter Efe, Poco Lee and Don Jazzy, as well as his references to Queen Elizabeth II and King Charles III.
It also confirms Obasanjo’s account of Charly Boy and Justice Oputa, including his statement that he initially had “no iota of regard or respect” for Charly Boy and later changed his mind after witnessing the way he cared for his father.
The episode also confirms Obasanjo’s description of Charly Boy’s eccentric public image as a way of making money and his conclusion that maintaining such a persona successfully required intelligence.
The behind the scenes footage confirms that Charly Boy was visible around the production, but it does not establish that he was a formal guest on the episode.
The final picture
Obasanjo’s appearance on Curiosity Made Me Ask turned into much more than a former president answering jokes from a comedian.
The conversation began with Isbae U pretending that Obasanjo had worked for him and depended on him for his salary, accommodation and food. It moved through jokes about hair, baldness and the former president’s military rank before arriving at the question about leaving Aso Rock after 8 years.
The celebrity quiz then introduced another side of the conversation, with Obasanjo admitting that he did not know Carter Efe, Poco Lee and Don Jazzy before turning the exercise around with references to Queen Elizabeth II and King Charles III.
The Charly Boy section gave the episode its most personal story. Obasanjo explained that he once had “no iota of regard or respect” for the entertainer, but his perception changed after seeing Charly Boy care for Justice Oputa. He later saw the same devotion toward Charly Boy’s mother, and that experience changed the way he viewed the man behind the eccentric public image.
Obasanjo’s words about Justice Oputa also brought an emotional moment into a programme that had started almost entirely as comedy. “Oh, what a great man,” he said of the late jurist, before adding, “How I wish Charly Boy had resembled him.”
His final assessment of Charly Boy remained characteristically playful: “So, now I like him a bit, not too much sha.”
Then came the unexpected sight of Charly Boy in the background of the production, adding another layer to an already unusual episode.
That is the full shape of the September 19 conversation. It was comedy at the beginning, entertainment throughout much of the middle, personal history when Charly Boy entered the discussion and a little mystery when the behind the scenes footage surfaced. The combination of Obasanjo’s political history, Isbae U’s internet comedy and Charly Boy’s long relationship with the former president gave the episode several stories inside one interview, which is why the conversation continued generating attention long after the first clips began circulating.
