Why Washington and Tehran keep talking past each other

The Trump administration and the Iranian regime both say they prefer a diplomatic solution to the war, but a deal looks more elusive than ever. The root causes of the impasse may be irreconcilable. Why it matters: In the last 18 months, two failed rounds of negotiations have led to two wars. The June MOU collapsed within days and led to renewed escalation. If the current effort to reach a diplomatic breakthrough ends in a deadlock, another outbreak of fighting is likely within weeks.Here's a look at some of the deep-seated dynamics between the two countries — personal, cultural, and political — that have stymied efforts to broker a deal:"Trump has ADD; Iran has OCD"One reason for the failures is that the U.S. and Iran see the timeframe for negotiations very differently. Trump is all about getting a quick deal — he gets impatient and frustrated when things move slowly. The Iranian negotiation style is the complete opposite. They are all about playing for time."America under Trump is the attention-deficit superpower ... incapable of sustaining a strategy. Iran under the Islamic Republic is the obsessive-compulsive theocracy, fixated on resisting America far more than advancing the welfare of its own people," Karim Sadjadpour, a senior analyst at the Carnegie Endowment, told Axios. "Trump has ADD; Iran has OCD."For example, in April 2025 Trump set a deadline for negotiations at 60 days — an extremely short and unrealistic timetable. The Iranians, on the other hand, saw the negotiations as a longer process and didn't take the deadline seriously enough. They didn't think Trump meant it when he said 60 days. The negotiations in February of this year were even shorter — around three weeks. The chances of getting a deal that quickly were close to zero.A megadeal vs. a narrow truceTrump loves a splashy show of political theater, with him cast as lead actor. He envisions a legacy-making accord that redefines the relationship between the U.S. and Iran and reshapes the Middle East.The Iranians prefer a narrow, transactional deal that's negotiated indirectly — or with the lowest public profile possible. They view any deal as a truce rather than a peace agreement."Trump and his negotiators pride themselves on being dealmakers. In Iranian political culture, the word for compromiser — 'sazeshkar' — is practically a slur," Sadjadpour said.He added: "Iran's leaders were never willing to meet with Trump directly. Had they been willing to do so, I think the outcome of events could have been very different. Trump wants to resolve the conflict; the Islamic Republic's entire identity is premised on continued confrontation with the U.S."A matter of mistrustThe fundamental impediment in the negotiations is mistrust.The Iranians claim Trump cheated them twice when he attacked them in the middle of negotiations.Many inside the Iranian regime think any negotiations with the U.S. are just a ruse to mask preparations for a surprise attack.The U.S. side counters it was Iran th