Kim Yo-jong's Rising Power May Undermine Trump's North Korea Diplomacy

The real obstacle may not be the man Trump once called 'little rocket man'
Experts suggest Trump's diplomatic strategy hinges on convincing Kim Yo-jong, not her brother, to return to negotiations.
Mark

So Trump thinks he can pick up where he left off with Kim Jong Un. Why would that be harder now than in 2018?

Mimi

Because North Korea is in a completely different position. They have Russian backing now, they're openly fighting in Ukraine, and their nuclear arsenal has grown from maybe 30 warheads to around 50. They don't feel like they need to negotiate.

Luke

Right, but that's about capability. The question is about will. Who decides whether North Korea negotiates?

Mimi

That's where Kim Yo-jong matters. She runs propaganda, she's the strategic thinker, and she's shown zero interest in repeating the 2018 talks.

Mark

Is she actually in charge, or is that speculation?

Mimi

It's not confirmed in the way a org chart would be, but multiple analysts believe she's the brains of the operation. Her father once told a Russian diplomat that his sons were "idle blockheads." She was educated in Switzerland, she's laser-focused on politics, and she controls the messaging.

Luke

So we know she heads propaganda. We know she's made aggressive statements. We don't actually know the full extent of her decision-making power—that's expert assessment, not documented fact.

Mimi

Fair. But her actions tell you something. When South Korea started dismantling border loudspeakers as a peace gesture, she immediately denied North Korea had done the same and said they had no interest in improving relations. That's not the behavior of someone following orders.

Mark

What does she want? Is she trying to become leader herself?

Mimi

Some experts think so. She's ruthless, ambitious, and women are playing bigger roles in the regime than ever before. Her brother has a young daughter who might be groomed as successor, but Kim Yo-jong seems to be positioning herself.

Luke

That's speculation about her intentions. What we know is her behavior: she's escalating, not de-escalating. She's building a reputation for toughness with the North Korean elite.

Mark

So Trump's bet on his personal relationship with Kim Jong Un might not matter if Kim Yo-jong doesn't want to play.

Mimi

Exactly. Trump might be trying to convince the wrong person.

  • Trump is signaling a return to personal diplomacy with Kim Jong Un, but the regime he once negotiated with has fundamentally transformed — armed with more warheads, emboldened by Moscow, and far less interested in a deal.
  • Kim Yo-jong has moved from charming Olympic photo-ops to wielding venomous rhetoric against South Korea's leadership, signaling a deliberate shift from tactical warmth to open escalation.
  • Analysts increasingly believe she — not her brother — drives North Korea's most consequential decisions, making her the real gatekeeper of any diplomatic opening Trump might pursue.
  • South Korea's new president has extended conciliatory gestures, but Kim Yo-jong responded with flat denial and dismissal, suggesting the regime views goodwill as weakness rather than opportunity.
  • With Kim Yo-jong potentially positioning herself as successor and showing little appetite for repeating failed negotiations, Trump's diplomatic playbook may be aimed at the wrong person entirely.

As Donald Trump signals renewed interest in diplomacy with North Korea, the world's attention fixes once again on Kim Jong Un — yet the more consequential figure may be his sister, Kim Yo-jong, who has quietly accumulated the strategic authority that shapes the regime's direction. The summits of 2018 and 2019 produced warmth but no lasting change, and North Korea has since grown more capable, more emboldened by Russian partnership, and less inclined toward negotiation. History rarely announces its turning points clearly, but the question of whether peace talks resume may rest not with the leader Trump once exchanged letters with, but with the woman analysts now call the most dangerous in the world.

Donald Trump has signaled willingness to meet Kim Jong Un again, reviving memories of three summits between 2018 and 2019 that produced historic imagery but no breakthrough on denuclearization. Trump once called their exchanged letters love notes and became the first sitting U.S. president to step onto North Korean soil. Yet none of it translated into lasting change — and analysts now warn that the person who will determine whether new talks happen at all is not Kim Jong Un, but his sister.

Kim Yo-jong first appeared on the world stage during the 2018 Winter Olympics in South Korea, where she smiled alongside President Moon Jae-in and charmed the press. Experts now regard that performance as calculated theater. Since then, she has taken control of North Korea's propaganda apparatus and deployed it with striking aggression — calling the South Korean presidential office a "frightened dog barking" and labeling former leaders with crude slurs. North Korea scholar Sung Yoon Lee has called her the most dangerous woman in the world.

What elevates her beyond mere provocateur is the question of who actually governs in Pyongyang. Their father once dismissed his sons as "idle blockheads." Kim Jong Un has shown a well-documented taste for basketball and luxury. Kim Yo-jong, by contrast, has never wavered from politics, and analysts believe she is the strategic mind behind the regime's most consequential decisions — and possibly its next leader, which would mark an unprecedented break from the regime's patriarchal tradition.

North Korea's posture has hardened considerably since the last round of diplomacy. Deepened military ties with Russia have provided both validation and material support. The regime now possesses roughly 50 nuclear warheads with fissile material for dozens more, openly celebrates its soldiers dying in Ukraine, and has abandoned the fake peace overtures that once characterized Kim Yo-jong's approach. When South Korea's new president extended goodwill gestures, she responded with denial and dismissal.

Trump appears to believe his personal rapport with Kim Jong Un remains a viable diplomatic foundation. But the architecture of power in Pyongyang has shifted. Women now hold genuine influence at the regime's highest levels, and Kim Yo-jong stands above them all. If Trump's strategy depends on winning over the man he once called "little rocket man," he may find that the real obstacle is the woman who stands behind him.

Donald Trump has signaled his willingness to sit down again with North Korean leader Kim Jong Un, reviving the possibility of high-level talks that once captivated the world. The two men met three times between 2018 and 2019, exchanged letters Trump himself called love notes, and the former president became the first sitting U.S. president to cross into North Korean territory. Yet those summits produced no breakthrough on denuclearization, no lasting peace agreement, and no fundamental shift in the regime's nuclear ambitions. Now, as Trump hints at a return to that diplomatic playbook, analysts and experts are raising a different concern: the person who may matter most in determining whether talks happen at all is not Kim Jong Un, but his sister.

Kim Yo-jong emerged into public view during the 2018 Winter Olympics in South Korea, where she presented a softer face of North Korea to international observers. Photographs showed her smiling alongside South Korean President Moon Jae-in. The South Korean press was charmed. Experts now regard that performance as calculated theater. Since then, she has assumed control of North Korea's propaganda and agitation apparatus, a position from which she has hurled insults at South Korea's leadership with remarkable venom. She has called the South Korean presidential office a "frightened dog barking" and worse, labeled former President Park Geun-hye with a crude sexual slur, and dismissed a former defense minister as "senseless and scum-like." Sung Yoon Lee, a North Korea specialist and author, has called her the most dangerous woman in the world, and he does not say this lightly.

What makes Kim Yo-jong's rise particularly significant is the question of who actually drives policy in Pyongyang. Their father, Kim Jong Il, once told a Russian diplomat that his sons were "idle blockheads." He passed over his eldest son, Kim Jong Chol, deeming him too "effeminate" to lead. Kim Jong Un, the chosen successor, has shown a taste for basketball and luxury that sometimes seemed to rival his interest in statecraft. Kim Yo-jong, by contrast, has never wavered from politics. Educated partly in Switzerland, raised in wealth and privilege, she has focused her entire adult life on power. Analysts believe she is not merely an advisor to her brother but the strategic mind behind the regime's most consequential decisions. Some experts assess that she is positioning herself to become North Korea's next leader, a prospect that would represent an unprecedented break from the regime's patriarchal tradition.

The timing of Trump's diplomatic overture coincides with a dramatic shift in North Korea's posture and capabilities. The regime has grown emboldened by its deepening military partnership with Russia, which has provided both validation and material support. North Korea has accelerated its nuclear weapons program to a point where it now possesses approximately 50 warheads and enough fissile material to produce as many as 40 more, according to the Stockholm International Peace Research Institute. Where the regime once downplayed its involvement in the war in Ukraine, it now openly celebrates North Korean soldiers killed in combat. Its rhetoric toward South Korea has become more aggressive, its language toward the United States more assertive. The calculus that might have motivated engagement in 2018 no longer applies.

Kim Yo-jong's strategy has evolved accordingly. During the Olympic charm offensive, she pursued what experts describe as fake peace overtures—diplomatic gestures designed to lower South Korea's guard while the regime continued its weapons development unabated. That phase has ended. Now she appears focused on direct escalation, cultivating an image of ruthlessness among North Korea's elite and signaling to the world that the regime has no interest in the kind of negotiated settlement that failed before. When South Korea's new president, Lee Jae Myung, took office with a more conciliatory approach and both countries began dismantling propaganda loudspeakers at their shared border, Kim Yo-jong responded not with reciprocal goodwill but with denial and dismissal. She flatly rejected that North Korea had removed any loudspeakers and reiterated the regime's lack of interest in improving relations with the South.

President Lee has expressed hope that Trump's personal relationship with Kim Jong Un could serve as a foundation for renewed diplomacy, and Trump himself appears to believe that the rapport he built with the North Korean leader remains intact. But the architecture of North Korean power has shifted since their last meeting. Women now occupy positions of genuine influence in the regime in ways that would have been unthinkable under Kim Jong Il or his father before him. Choe Son Hui serves as North Korea's first vice minister of Foreign Affairs. Pak Myong Sun heads the Light Industry Department and sits on the Politburo. Kim Yo-jong stands above them all, controlling the narrative and, by most accounts, shaping the decisions that matter most. There is also speculation that Kim Jong Un's twelve-year-old daughter, Ju Ae, is being groomed as a potential successor, another departure from the regime's historical preference for male inheritance. Yet experts believe Kim Yo-jong's ambition and ruthlessness position her as the more likely heir. If Trump's strategy depends on convincing Kim Jong Un to return to the negotiating table, he may discover that the real obstacle is not the man he once called "little rocket man," but the woman who stands behind him.

She is the most dangerous woman in the world
— Sung Yoon Lee, North Korea specialist and author, on Kim Yo-jong
Kim Yo-jong is positioning herself to take over, given her reputation for ruthlessness, arrogance and ambition
— Sung Yoon Lee, regarding succession possibilities in North Korea
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