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  2. The Iran War Expert: I Simulated The Iran War for 20 Years. Here’s What Happens Next
The Iran War Expert: I Simulated The Iran War for 20 Years. Here’s What Happens Next

The Iran War Expert: I Simulated The Iran War for 20 Years. Here’s What Happens Next

The Diary Of A CEO with Steven Bartlett · Mar 12, 2026

War expert Robert Pape warns the US is in a self-made "escalation trap" with Iran, predicting a 75% chance of ground war to find lost nukes.

Assassinating an Enemy Leader Often Creates a More Aggressive Successor

Targeting a regime's leader, assuming it will cause collapse, is a fallacy. Resilient, adaptive regimes often replace the fallen leader with a more aggressive individual who is incentivized to lash back simply to establish their own credibility and power.

The Iran War Expert: I Simulated The Iran War for 20 Years. Here’s What Happens Next thumbnail

The Iran War Expert: I Simulated The Iran War for 20 Years. Here’s What Happens Next

The Diary Of A CEO with Steven Bartlett·4 days ago

China is Thrilled by U.S. Entanglement in Middle East Wars

A protracted U.S. conflict in the Middle East is a strategic gift to China. It diverts American military resources, political attention, and economic strength, allowing China to expand its influence, particularly in Asia, without direct confrontation.

The Iran War Expert: I Simulated The Iran War for 20 Years. Here’s What Happens Next thumbnail

The Iran War Expert: I Simulated The Iran War for 20 Years. Here’s What Happens Next

The Diary Of A CEO with Steven Bartlett·4 days ago

Post-Bombing Negotiations With Iran Signaled the Strikes Had Failed

If the U.S. bombing campaign had successfully eliminated Iran's nuclear program, there would be no reason to negotiate. The fact that talks occurred immediately after the strikes was a clear, albeit subtle, indicator that the core objective—securing the nuclear material—had not been met.

The Iran War Expert: I Simulated The Iran War for 20 Years. Here’s What Happens Next thumbnail

The Iran War Expert: I Simulated The Iran War for 20 Years. Here’s What Happens Next

The Diary Of A CEO with Steven Bartlett·4 days ago

Drone Attacks on Tourism Hubs Are a Form of Potent Economic Warfare

By targeting hotels and airports in allied nations like the UAE and Saudi Arabia, Iran is waging economic warfare. These attacks aim to disrupt tourism, which constitutes 5-10% of these countries' GDP, creating domestic pressure on their leaders to break ties with the U.S.

The Iran War Expert: I Simulated The Iran War for 20 Years. Here’s What Happens Next thumbnail

The Iran War Expert: I Simulated The Iran War for 20 Years. Here’s What Happens Next

The Diary Of A CEO with Steven Bartlett·4 days ago

Military 'Tactical Successes' Create an Escalation Trap Leading to Strategic Failure

Initial military actions, like successful bombings, can feel like victories. However, they often fail to solve the core political issue, trapping leaders into escalating the conflict further to achieve the original strategic goal, as they don't want to accept failure.

The Iran War Expert: I Simulated The Iran War for 20 Years. Here’s What Happens Next thumbnail

The Iran War Expert: I Simulated The Iran War for 20 Years. Here’s What Happens Next

The Diary Of A CEO with Steven Bartlett·4 days ago

Initiating a 'War of Choice' Cedes the Long-Term Political Advantage to the Enemy

Unlike wars where a nation is attacked first (e.g., Pearl Harbor), "wars of choice" lack the sustained public support needed for a long conflict. The aggressor has a political weak point, which adversaries exploit to win a war of attrition, not battlefield victories.

The Iran War Expert: I Simulated The Iran War for 20 Years. Here’s What Happens Next thumbnail

The Iran War Expert: I Simulated The Iran War for 20 Years. Here’s What Happens Next

The Diary Of A CEO with Steven Bartlett·4 days ago

Trump's 'Chaos Kid' Leadership Style Is Ineffective in Geopolitics

President Trump's tendency to "mix it up" and thrive in chaos works well in domestic politics and media cycles. However, in international conflicts involving multiple sovereign actors (like Iran and Israel), this approach backfires as he cannot control all the players, leading to entrapment.

The Iran War Expert: I Simulated The Iran War for 20 Years. Here’s What Happens Next thumbnail

The Iran War Expert: I Simulated The Iran War for 20 Years. Here’s What Happens Next

The Diary Of A CEO with Steven Bartlett·4 days ago

Iran Is Likely Following North Korea's Playbook for Nuclear Deterrence

Iran's goal isn't a surprise attack, but achieving nuclear immunity. This involves developing several bombs at once, then conducting a series of public tests to demonstrate a robust and survivable nuclear capability, thereby preventing preemptive strikes, as North Korea successfully did.

The Iran War Expert: I Simulated The Iran War for 20 Years. Here’s What Happens Next thumbnail

The Iran War Expert: I Simulated The Iran War for 20 Years. Here’s What Happens Next

The Diary Of A CEO with Steven Bartlett·4 days ago

America's True Crisis is Losing Track of Iran's Enriched Uranium

The most critical failure of the U.S. strategy is losing visibility of Iran's nuclear material—enough for 16 bombs. This intelligence gap is the primary driver for conflict escalation, pushing the U.S. towards riskier options like ground invasion to regain control.

The Iran War Expert: I Simulated The Iran War for 20 Years. Here’s What Happens Next thumbnail

The Iran War Expert: I Simulated The Iran War for 20 Years. Here’s What Happens Next

The Diary Of A CEO with Steven Bartlett·4 days ago

U.S. Attacks Give Iran Every Incentive to Develop a Nuclear Weapon for Survival

Constant military pressure and assassinations remove any disincentive for Iran to pursue nuclear weapons. When a regime is already being attacked, acquiring a nuclear deterrent becomes its most logical and effective path to survival, mirroring North Korea's strategy.

The Iran War Expert: I Simulated The Iran War for 20 Years. Here’s What Happens Next thumbnail

The Iran War Expert: I Simulated The Iran War for 20 Years. Here’s What Happens Next

The Diary Of A CEO with Steven Bartlett·4 days ago

Iran's 'Horizontal Escalation' Strategy Attacks U.S. Allies to Break Coalitions

Instead of only retaliating directly against a superior military power like the U.S., Iran escalates "horizontally." It uses drones and missiles to attack the economic interests (tourism, airports) of U.S. allies, pressuring them to expel American forces from their countries.

The Iran War Expert: I Simulated The Iran War for 20 Years. Here’s What Happens Next thumbnail

The Iran War Expert: I Simulated The Iran War for 20 Years. Here’s What Happens Next

The Diary Of A CEO with Steven Bartlett·4 days ago

U.S. Assassinated an Iranian Leader Who Was a Guardrail Against Nuclear Weapons

The targeted Iranian supreme leader had issued two religious edicts (fatwas) against developing nuclear weapons. His assassination removed this key restraint and installed his more aggressive son, who has not issued similar edicts, thereby inadvertently accelerating the nuclear threat.

The Iran War Expert: I Simulated The Iran War for 20 Years. Here’s What Happens Next thumbnail

The Iran War Expert: I Simulated The Iran War for 20 Years. Here’s What Happens Next

The Diary Of A CEO with Steven Bartlett·4 days ago