27 MAY 2026: Cuba Invasion Soon? // Timeline to Iran Going Broke? // Why Won't Arabs Join a U.S. Attack on Tehran? // What's up With Gaza? // Is China Really a Giant? // A.I. Truth Machine? // Will Dems Kill Me?
The Wright Report
Bryan Dean Wright
4.9 • 2K Ratings
🗓️ 27 May 2026
⏱️ 49 minutes
🧾️ Download transcript
Summary
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Join Bryan Dean Wright, former CIA Operations Officer, as he dives into today's top stories shaping America and the world. In this Wednesday Listener Q&A episode of The Wright Report, Bryan answers listener questions on Cuba, Iran, Gaza, China, artificial intelligence, and the increasingly dangerous rhetoric coming from the American Left.
He begins with Cuba, explaining why CIA Director John Ratcliffe's recent visit to Havana may have been designed to pressure younger Castro-linked leaders into stepping aside or turning on hardliners before President Trump considers military action. Bryan then turns to Iran, breaking down how long the U.S. naval blockade may need to continue before the IRGC feels serious financial pressure, and why Arab governments may have missed their best chance to join the U.S. and Israel in crushing Tehran's radicals.
Plus, Bryan gives updates on Gaza, where Israel now controls roughly 60% of the territory, and responds to listener questions about whether China is truly as dangerous as he says. He also warns about AI "truth machines" that may be shaped by ideological bias, before closing with a sobering look at comments from Hakeem Jeffries' brother invoking John Brown and the use of violence against Trump supporters, arguing that Democrats' "break their spirits" rhetoric should be taken seriously.
"And you shall know the truth, and the truth shall make you free." - John 8:32
Keywords: Cuba regime change CIA Director John Ratcliffe Havana Raulito Castro, Trump Cuba military option 2026 USS Nimitz Caribbean, Iran naval blockade IRGC oil revenue timeline, Strait of Hormuz blockade oil storage Iran economy, Arab governments Iran war Abraham Accords Trump, Gaza update Israel controls 60 percent Hamas disarmament, China threat GDP demographics military AI bio warfare, AI truth machine ChatGPT Claude bias conspiracy debunking, Hakeem Jeffries break MAGA spirits Hasan Kwame Jeffries John Brown, political violence Democrats Trump supporters, Bryan Dean Wright podcast, The Wright Report
Transcript
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| 0:00.0 | It's May 27th. I'm Brian Dean Wright, former CIA operations officer, and this is The Wright Report. |
| 0:12.4 | Hey, good day to you, ladies and gentlemen. Welcome to The Right Report, Your Daily News Podcast. |
| 0:22.2 | It's our Wednesday Q&A, an episode built by you and your questions with my facts and intel and |
| 0:27.9 | analysis on events that as ever are shaping America and the world. First up, we've got Mr. Aaron, |
| 0:34.7 | who is near Hudson, New York. Brian, I am wondering if Trump is going to invade Cuba with our military, |
| 0:41.4 | or maybe we can get the leaders to step aside, sort of like we did in Venezuela. |
| 0:45.4 | What is your take? |
| 0:46.3 | And how soon do you think that Trump will move on this? |
| 0:50.3 | Loving this question. |
| 0:51.7 | And to help us answer it, Mr. Aaron, I'm going to bring in some reporting |
| 0:55.1 | from CBS News and my own sources. All right, so CIA director, John Rackcliffe, you might recall |
| 1:01.5 | I briefed on this. He visited Havana recently, and he sat down for a pretty rare meeting with a bunch |
| 1:07.2 | of senior Cuban officials. One of the figures at the table that Ratcliffe met with |
| 1:11.4 | was Mr. Raul Rodriguez Castro, who's also known as Raulito. He's the grandson of the former |
| 1:17.8 | Cuban president, Raul Castro. So as all these guys were sitting at the table in Havana, |
| 1:23.6 | CIA director Ratcliffe makes a very specific point of introducing somebody at the table with him. |
| 1:31.0 | It was the special ops leader who killed the Cubans in Venezuela as they were, of course, protecting President Maduro, then President Maduro. |
| 1:41.2 | Ratcliffe specifically said to the Cubans at the table, hey, this is the guy |
| 1:46.2 | who killed your people in Caracas. Oh, well, that's a nice how do you do? CBS then adds this dozy of an |
| 1:55.1 | assessment to their reporting, quote, the presence of this paramilitary officer who was involved in |
| 2:00.6 | capturing a key partner of |
| 2:01.9 | the Cuban government, Maduro, may have been intended to send a signal to the Communist Party |
... |
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