Daniel Davis / Deep Dive
Daniel Davis / Deep DiveJan 1
Geopolitics

Col Douglas Macgregor: Looks Like Bombing Iran Will Resume

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TL;DR

Colonel McGregor predicts Trump will resume bombing Iran within days despite Saudi pressure to delay, citing Trump's emotional temperament and inability to back down.

Key Insights

1

One hour away claimTrump claimed he was one hour away from striking Iran when Saudi Arabia, Qatar, and UAE called asking for a few more days of negotiation — but McGregor calls this implausible, citing Trump's pattern of making ultimatums Iran has already rejected.

2

Iran better positioned nowIran has spent months repositioning mobile missile launchers, adjusting defensive tactics, and studying U.S. flight patterns with help from Russia and China — McGregor estimates Iran is now better positioned militarily than when the war started.

3

No coherent strategyThe U.S. has no coherent long-term strategy in the Middle East, unlike Russia and China which map out decade-long plans for energy, microchips, and defense — the closest parallel is WWII, where Britain knew exactly which oil fields and harbors it wanted to control postwar.

4

Defense now dominatesModern warfare has shifted decisively to defense; ships and bases within range of cruise missiles, drones, and ballistic missiles are now indefensible — yet the U.S. military refuses to abandon its offensive doctrine or overseas basing structure.

5

Iran's proposals all blockedEvery one of Iran's seven negotiation proposals — from uranium enrichment rights to lifting the naval blockade — faces veto from Netanyahu or runs counter to Trump's stated demands, making any diplomatic resolution mathematically impossible.

6

Financial and political trapsTrump's billionaire supporters who financed his campaign benefit financially from war through stock shorting and defense contracts, while Israel's coalition government cannot afford U.S. disengagement without facing existential threats from Turkey, Egypt, and Hezbollah.

Deep Dive

Trump's Last-Minute Reversal and McGregor's Skepticism

Trump announced this morning that military strikes on Iran were loaded and ready, one hour from launch, when Saudi Arabia, Qatar, and UAE allegedly called requesting a delay for negotiations. He framed the pause as a limited window of two to three days — maybe Friday, Saturday, Sunday, or early next week. McGregor immediately expressed deep skepticism, noting Trump and his billionaire associates have made money shorting stocks and timing market moves around his decision points. The core issue: McGregor doesn't believe Trump is actually taking advice from anyone in the Arabian Peninsula. Instead, he sees Trump as emotionally trapped by his own rhetoric — he's already declared Iran must surrender enriched uranium and open the Strait of Hormuz, demands the Iranians have flatly rejected as violations of sovereignty. McGregor's gut reading is that Trump will strike anyway because he knows no other way out of the corner he's painted himself into.

Iran's Military Repositioning and Defensive Superiority

Over the past months, Iran has fundamentally strengthened its military posture. The IRGC released a map in May showing areas they control and consider defensible, and McGregor points out Iran holds strategic high ground — nothing can move in or out of the region without exposure to cruise missiles, ballistic missiles, drones, and small boats. Iran has repositioned mobile launchers across the country, studied U.S. fighter jet and bomber flight patterns with detailed help from Russia and China, and adjusted tactics specifically to counter American approaches. The recent downing of an F-15 and damage to an F-35 revealed predictable U.S. patterns that Iran has now exploited. McGregor assesses from open-source intelligence that Iran is now better positioned to engage the U.S. than at the war's outset. This reality directly contradicts Trump's assumption that a fresh round of strikes will succeed where previous ones stalled — the strategic environment has inverted.

The Absence of Strategy and the Refineries Problem

McGregor pivots to a broader structural failure: the U.S. has no coherent national strategy for energy, microchips, defense, or any other critical domain. Contrast this with Russia or China, which lay out decade-long plans with clear end states and milestones. McGregor uses WWII as an example: FDR simply ordered Eisenhower to defeat Nazi Germany with no guidance on postwar positioning, while the Soviets meticulously captured Germany's scientific and industrial capacity. The British came to Allied meetings with world maps showing every oil field, copper mine, and adequately dredged harbor they intended to control. The U.S. got NATO and the Cold War tax burden instead. This same blindness applies today. Trump wants to destroy Iran to make Israel a regional hegemon, but has zero plan for what happens if Iran resists — no branches and sequels, no fallback positions. On energy specifically, despite "Drill, baby, drill" rhetoric, the U.S. has built zero new refineries in over 20 years while draining the strategic petroleum reserve at a dangerous rate. By mid-July or August, the nation may face a severe energy crisis.

Israel's Unspoken Demands and Regional Cascades

McGregor identifies a second trap: Israel cannot afford U.S. disengagement. Netanyahu's coalition doesn't just want Iran weakened; it's simultaneously trying to annex southern Lebanon while suppressing Hezbollah. But Israel's position is strategically worsening because Turkey is now asserting historical claims over Ottoman-era territories in Syria, Iraq, and Lebanon — what Turkish officials call 'blue areas.' If Trump disengages from Iran before defeating it, Iran will likely support Turkey against Israel, and Egypt — a simmering powder keg where millions are angry at the government's passivity over Palestinian deaths — could join a regional coalition against Israel. Netanyahu himself has said, 'After Iran, we deal with Turkey,' acknowledging the emerging threat. Yet McGregor argues Trump cannot disengage because Israel would effectively cease to exist, leaving Trump politically destroyed by his own billionaire backers. The pressure to resume bombing is therefore overwhelming regardless of Saudi Arabia's posturing.

The Proposal Impasse and the Certainty of Resumption

Iran's foreign ministry presented seven negotiation demands: uranium enrichment rights, cessation of all conflicts including Lebanon, lifting the U.S. naval blockade, release of frozen assets, U.S. compensation for war damages, removal of unilateral sanctions, and withdrawal of U.S. forces from surrounding areas. McGregor walks through each one with Davis: not a single demand aligns with Trump's stated positions or Netanyahu's red lines. Uranium enrichment rights face a flat no. Ending Lebanon conflicts gets zero probability. Lifting the blockade would generate Iranian revenue but Israel opposes it. Frozen assets and compensation are politically impossible. U.S. force withdrawal amounts to surrender. McGregor's final assessment: Trump will resume strikes within the stated timeframe based on his emotional nature, his inability to admit defeat, and the political cage built by Israel-aligned billionaires who control his presidency. Putin and Xi have warned of unspecified consequences, but Trump dismisses warnings the way he dismisses everyone. What emerges is not rational calculation but emotion triumphing over reason, the same pattern that started this war.

The Obsolescence of Offensive Military Doctrine

McGregor concludes with a systemic warning: modern warfare has fundamentally shifted advantage from offense to defense. U.S. doctrine is built entirely on offensive projection — carrier strike groups, forward bases, air superiority. Yet Ukraine has shown that anything forward within range of missiles and drones is now indefensible. The 11 U.S. bases surrounding Iran lack sufficient air defense, radar redundancy, and survivability. McGregor notes that even during Navy exercises, submarines sink all surface ships, and both China and Russia have capable submarine forces. Future adversaries will build unmanned underwater systems at a fraction of the cost. The strategic question has become: how do you deny U.S. access? Iran, China, and Russia have answered it completely. The Pentagon refuses to abandon overseas basing and the general officer positions that come with it, even as those bases become liabilities that attract conflict rather than prevent it. Germany, South Korea, and Japan are increasingly viewing U.S. presence as a magnet for war, not protection. If the U.S. continues insisting on offensive dominance while facing adversaries optimized for denial and defense, McGregor warns, we'll face something far worse than Iran.

Takeaways

  • Understand that Iran controls the Strait of Hormuz strategically and has repositioned mobile launchers and air defenses across the country since initial strikes.
  • Recognize that the US has no coherent long-term strategy — no end state, no fallback positions — only plan A to destroy Iran, which assumes all false premises.
  • Note that forward-deployed US military bases in the Persian Gulf are now indefensible against modern air and missile systems and serve as magnets for conflict rather than deterrents.

Key moments

1:41Trump reveals strike was one hour away

I was an hour away from making the decision to go today. I had made the decision.

2:44McGregor dismisses Trump's restraint claims

My own gut feeling is that he will strike simply because I don't think he knows any other way to go. He's trapped himself in a very difficult position.

8:56Iran's strategic advantage grows

The Iranians are now better positioned to take us on than they were at the beginning of this war.

24:53McGregor on lack of US strategy

Plan A is destroy Iran. Underlying assumptions are all false. It fails. Now what? It's depressing, but that's where we are.

36:22McGregor predicts bombing will resume

I think he goes back in and decides that we're going to do this one more time. We're going to give it everything we have.

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