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How many times were the US and Iran on the verge of a deal?

Photo by Saifee Art on Unsplash

The diplomatic history between Washington and Tehran reveals a pattern of near-misses that stretches across multiple administrations and decades of regional tension. Over the past several years, the United States and Iran have approached agreement on nuclear arrangements and broader geopolitical concerns on numerous occasions, yet each prospective deal has foundered on fundamental disagreements over verification mechanisms, sanctions relief timing, or shifting political priorities within either capital. Understanding these repeated threshold moments requires examining not merely the technical disagreements that derailed negotiations, but the domestic political constraints and strategic miscalculations that prevented either side from seizing windows of opportunity when mutual interest appeared strongest.

The contemporary negotiating landscape emerged from the shadow of the 2015 Joint Comprehensive Plan of Action, which represented the closest both nations had come to a comprehensive accord on nuclear matters. That agreement, painstakingly constructed through years of talks and validated by the United Nations Security Council, functioned as both a template for future discussions and a cautionary tale about the fragility of international commitments. The Trump administration's 2018 withdrawal from the JCPOA fundamentally reset the relationship, replacing negotiated constraints with a maximum pressure campaign of escalating sanctions. Subsequent attempts to restore some form of understanding have been complicated by the institutional memory of that rupture, with Iranian negotiators demanding guarantees against unilateral American withdrawal while American interlocutors grappled with domestic political opposition to any arrangement perceived as insufficiently stringent.

Several critical junctures in recent years presented what appeared to be genuine opportunities for breakthrough. Initial discussions during the Biden transition period generated cautious optimism, with both sides signaling willingness to engage. The European Union facilitated indirect talks in Vienna, where negotiators from both countries conducted negotiations through intermediaries rather than face-to-face engagement, indicating at least a minimal baseline of willingness to communicate. However, the negotiations repeatedly stalled over sequencing questions, particularly regarding the order in which sanctions relief and nuclear constraint measures would be implemented. Neither side proved willing to move first, each demanding reciprocal assurances that the other would honor commitments before adjusting their own posture. Additionally, disagreements persisted over the scope of verification mechanisms, with American officials insisting on intrusive inspection protocols while Iranian counterparts resisted what they characterized as violations of national sovereignty.

For contemporary observers, these repeated failures carry immediate practical consequences that extend far beyond the negotiating room. A comprehensive accord between the United States and Iran would fundamentally reshape Middle Eastern geopolitics, affecting petroleum markets, regional military balances, and the strategic calculations of nations from Saudi Arabia to Israel to Iraq. The absence of such an accord means that the threat of military escalation remains perpetually present, creating economic uncertainty and constraining diplomatic solutions to other regional conflicts. American allies in the Gulf remain invested heavily in military buildups against Iranian capabilities, expenditures that negotiated limitations could redirect toward other priorities. Simultaneously, the continuation of sanctions regimes places pressure on Iranian civilian populations and constrains the government's capacity to respond to domestic economic challenges, potentially destabilizing the very negotiating partner whom American officials hope to eventually engage constructively.

The recurring pattern of near-agreements reflects deeper structural tensions in how both capitals conceptualize security and trust. American policymakers remain fundamentally skeptical of Iranian intentions beyond the nuclear sphere, particularly regarding support for regional militias and ballistic missile development. Iranian officials, conversely, view American guarantees as inherently unreliable given the precedent of the JCPOA withdrawal, demanding written commitments that would bind future administrations rather than merely executive agreements vulnerable to reversal. This symmetrical distrust has proven stubbornly resistant to the creative diplomatic solutions that negotiators have attempted. The domestic political constraints operating in both countries further complicate matters, with Israeli security concerns influencing American negotiating parameters while hardline factions within Iran's governing structure actively work to undermine any agreement perceived as accommodating Western interests. These structural obstacles suggest that future negotiations will require not simply better timing or more skillful diplomacy, but rather fundamental shifts in how either capital perceives the other's reliability and intentions.

Observers tracking this relationship should closely monitor signals from the International Atomic Energy Agency regarding Iranian nuclear activities and any statements emerging from potential diplomatic channels, likely through European intermediaries, over the coming months. The incoming American administration's policy stance toward Iran will prove crucial, particularly whether officials pursue some form of renewed negotiations or maintain maximum pressure strategies that have characterized recent years. Additionally, developments surrounding Iran's ballistic missile program and its support networks in Iraq, Syria, and Lebanon will influence the breadth of any potential agreement, with weapons systems proving far more contentious than nuclear arrangements alone. The IAEA's quarterly reports on nuclear compliance provide concrete metrics against which to measure whether either side genuinely intends to return to negotiating frameworks or whether the two nations have fundamentally abandoned hopes for diplomatic resolution in favor of managing confrontation indefinitely.