Bulwark Takes
Bulwark Takes
June 14, 2026

Iran's Leaders Know Trump Is Desperate (w/ Kenneth Pollack) | Shield of the Republic

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Quick Read

Kenneth Pollack details how the US-Iran conflict has devolved into a 'hurting stalemate,' with Trump's erratic strategy convincing Iran of American desperation, leading to Gulf states seeking reconciliation and new regional power dynamics.
Trump's inconsistent Iran policy has convinced Tehran of US desperation, leading to a prolonged stalemate.
Gulf states, seeing US unreliability, are reconciling with Iran and building independent defense capabilities.
China's influence in the Middle East has waned due to its inability to project power or offer strategic partnerships.

Summary

Kenneth Pollack, a Middle East expert, describes the current US-Iran conflict as a 'hurting stalemate' where both sides inflict pain but believe the other is close to capitulation. He argues that President Trump's inconsistent approach—oscillating between extreme threats and significant concessions—has made Iran's leadership perceive him as desperate. This perception has led Gulf states to view the US as an unreliable partner, prompting them to seek reconciliation with Iran through payments and invest in their own defense capabilities. The conflict has also highlighted Israel's military strength as a regional superpower, while exposing China's limitations in power projection and its transactional approach, causing it to lose influence. Turkey, meanwhile, is leveraging its growing military industrial complex to position itself as an independent arms supplier and regional power. Pollack also discusses the long-term trends in the Middle East, noting that while the Arab Spring revealed deep-seated issues, the information age offers new economic opportunities, but also risks leaving larger Arab nations behind, potentially leading to future instability. He concludes that the US cannot disengage from the Middle East due to oil dependence and the region's propensity for spillover, and that America's tendency to do 'as little as possible' often results in higher costs and strategic failures.
This analysis provides a critical understanding of the complex geopolitical landscape in the Middle East, particularly concerning the US-Iran conflict and its ripple effects. It highlights how perceived American unreliability is reshaping alliances, empowering regional actors like Turkey, and forcing Gulf states to re-evaluate their security strategies. For policymakers and business leaders, these insights are vital for navigating shifting power dynamics, understanding potential future conflicts, and assessing investment risks and opportunities in a region undergoing profound transformation.

Takeaways

  • The US-Iran conflict is a 'hurting stalemate,' with both sides inflicting pain and believing the other is about to capitulate.
  • President Trump's oscillating threats and concessions have made Iran's leaders perceive him as desperate.
  • Gulf states are making peace with Iran, including significant payments, and investing in their own drone capabilities, viewing the US as unreliable.
  • Israel is seen as a regional military superpower, but its actions can provoke retaliation against Gulf allies, leading to mixed perceptions.
  • China's influence in the Middle East has diminished due to its lack of power projection and transactional approach, prompting a re-evaluation of its free-rider strategy.
  • Turkey is leveraging its advanced military industrial complex and drone technology to assert itself as an independent regional power and alternative arms supplier.
  • The Arab Spring marked a transition to the information age in the Middle East, creating new economic opportunities but also risks of leaving larger Arab nations behind, potentially fueling future instability.
  • The US cannot fully disengage from the Middle East due to global oil dependence and the region's tendency to export instability.
  • US foreign policy failures in the Middle East often stem from attempting to do 'as little as possible' and 'mirror imaging' adversaries with American values and perspectives.

Insights

1US-Iran Conflict: A Hurting Stalemate

The current conflict between the US and Iran is characterized as a 'hurting stalemate.' Both nations are experiencing significant pain and possess the capacity to inflict further damage, yet neither is prepared to escalate or concede. This dynamic is exacerbated by each side's belief that the other is on the verge of capitulation, prolonging the coercive lockup.

Kenneth Pollack describes the situation: 'Both sides are hurting. Both sides have an ability to cause the other pain. Neither side is really looking to escalate at this point in time... both are simultaneously hurting, but also believing that they're really close to causing the other side to capitulate.'

2Trump's Perceived Desperation by Iran

President Trump's foreign policy towards Iran, marked by extreme threats followed by a willingness to make significant concessions, has been interpreted by the Iranian leadership as a sign of desperation. This perception likely emboldens Iran to resist US pressure, believing that sustained endurance will eventually lead to American concessions.

Pollack states, 'what they're seeing from President Trump seems to have convinced them that he is desperate. And I think understandably, right? Again, I know you and Eric have talked about this, how he has oscillated between these extreme threats and then an a willingness to make very significant concessions to the Iranians.'

3Gulf States Reconcile with Iran Amid US Unreliability

The Gulf states, perceiving the United States as an unpredictable and unreliable strategic partner, are actively seeking reconciliation with Iran. This includes agreeing to substantial payments to ensure safe shipping through the Strait of Hormuz and investing heavily in their own drone defense capabilities, rather than solely relying on US protection.

Pollack reports, 'the Emiratis have agreed to pay the Iranians somewhere between 10 and 20 billion dollars... to enable their ships to get through.' He adds that Gulf states are 'contracting to buy huge numbers of drones of their own' and 'don't feel as dependent... on the United States.'

4China's Diminished Middle East Influence

Despite prior expectations of its rising influence, China's role in the Middle East significantly diminished following the October 7th, 2023 events and the subsequent 12-day war. Its lack of power projection capabilities and transactional approach to relationships caused Middle Eastern leaders to realize China is not a viable alternative to the US for security guarantees.

Pollack notes that before October 7th, 'you would have heard China non-stop,' but 'October 8th, 2023, China drops off the Middle Eastern map completely. Because there was very quickly a recognition and understanding that the Chinese have no power projection capability.'

5Turkey's Ascent as an Independent Regional Power

Turkey is strategically leveraging its expanded military capabilities and robust arms industry, particularly in drone technology (e.g., Bayraktars), to position itself as an independent regional power. This allows Turkey to offer military solutions and partnerships without the political restrictions or costs associated with US or Israeli support, potentially creating new regional axes.

Pollack highlights that Turkey's 'military capabilities and that arms industry really is enabling the Turks to kind of take part of what the United States once did. You don't have to rely on the Americans. You can get it from us.'

Bottom Line

The US tendency to pursue minimal engagement in the Middle East, aiming to do 'as little as possible' to address problems, consistently results in higher costs and greater instability in the long run.

So What?

This reactive, cost-avoidant strategy is a recurring failure pattern, preventing proactive, lower-cost problem resolution and often leading to larger, more expensive crises that 'wreck everything else.'

Impact

A shift towards early, sustained, and sufficient engagement, even if initially appearing more costly, could stabilize the region more effectively, prevent future escalations, and ultimately reduce overall long-term costs and strategic liabilities for the US.

The information revolution is creating significant economic opportunities in the Arab world, but there's a growing risk that larger Arab nations (like Egypt and Algeria) will be left behind by the rapidly advancing Gulf states.

So What?

This widening economic and technological gap could lead to widespread unhappiness and unpredictable instability in the more populous, less developed Arab countries, potentially reigniting the conditions for future uprisings or civil unrest.

Impact

International development initiatives and regional partnerships focused on bridging the digital and economic divide between the Gulf and other Arab states could foster broader stability and prevent a two-tiered Middle East with dangerous social and political consequences.

Key Concepts

Hurting Stalemate

A situation where two opposing sides are both suffering significant pain and have the ability to inflict pain on each other, but neither is willing to escalate or capitulate, leading to a prolonged, difficult-to-resolve conflict. This concept, originally from Bill Zartman, is applied to the US-Iran relationship.

Execution Over Idea

The principle that the successful implementation of a plan is often more critical than the inherent quality of the plan itself. A well-executed bad plan can yield better results than a poorly executed good plan, emphasizing the importance of process and capability.

Mirror Imaging

The tendency in foreign policy and intelligence analysis to project one's own values, history, goals, and perspectives onto an adversary or another actor, assuming they would behave as one would in their position. This often leads to miscalculations and strategic errors because other actors typically do not share these underlying assumptions.

Lessons

  • Re-evaluate US engagement strategy in the Middle East, moving away from a 'do as little as possible' approach to proactive, sufficient investment in regional stability to prevent higher costs later.
  • Implement foreign policy decisions with a deep understanding of local contexts and adversary perspectives, actively counteracting 'mirror imaging' by recognizing that other nations do not share American values, history, or goals.
  • Develop robust, multi-faceted partnerships with Gulf states that acknowledge their need for independent security and economic diversification, rather than expecting exclusive reliance on the US, especially given perceived US unreliability.

Notable Moments

Discussion of the Pentagon's controversial decision to exclude Mormons from the list of recognized religions for chaplaincy, which was later reversed.

This incident is framed as an example of sectarian beliefs intruding into the Pentagon, reflecting a larger pattern of inappropriate influence within the US military establishment.

Critique of Secretary Pete Hegseth's speech at the D-Day anniversary, where he denounced European immigration policies.

This is highlighted as a 'desecration' and a missed opportunity for the Trump administration to show graciousness and respect to European allies, instead choosing to inject divisive domestic politics into a solemn international observance.

Quotes

"

"A bad plan well executed is typically much better than a good plan badly executed."

Kenneth Pollack
"

"The first strategic virtue is empathy. That, you know, the ability to to get inside your enemy's head, not not to like them, not to sympathize with them, but just to imagine what it's like to be them at some level."

Eliot Cohen
"

"The Middle East is not Las Vegas. That what happens there doesn't stay there."

Kenneth Pollack

Q&A

Recent Questions

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