TRUMP IS GIVING IRAN $14B WITH WHICH IT CAN TRY TO KILL AMERICANS - 3.23.26

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Mar 23, 2026

A fiery breakdown of how freeing $14 billion in Iranian oil could change geopolitics and risk Americans. Discussion of threats to Gulf power grids, desalination plants, and shipping routes. A rundown of chaotic White House messaging and risky policy ideas. Reflections on media shakeups and a nostalgic story about a career-changing mentorship.

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INSIGHT

Trump Freed $14B That Funds Iran In War

Keith Olbermann argues Trump effectively freed $14 billion of Iranian oil revenue during the war, which directly funds Iran's military operations against the US.
Olbermann ties this to constitutional treason language and warns that allowing embargoed oil sales is effectively giving the enemy aid and comfort.

INSIGHT

Attacking Iran's Grid Risks Regional Blackouts And War Crimes

Olbermann highlights the asymmetric fallout from attacking Iran's energy grid, noting regional blackouts and retaliatory strikes on Israel and desalination plants.
He frames such attacks as potential war crimes that would plunge Gulf states into darkness and create humanitarian crises.

INSIGHT

Chaotic Messaging Shows No Clear Iran Strategy

Olbermann documents Trump's erratic messaging: proclaiming Iran dead, threatening to destroy its grid, then saying the strait would open itself, undermining coherent policy.
He links this instability to poor decision-making, missing cabinet leadership, and rising oil-price chaos like $175/barrel projections.

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SEASON 4 EPISODE 71: COUNTDOWN WITH KEITH OLBERMANN

A-Block (2:30) SPECIAL COMMENT: Trump is paying Iran to try to kill Americans.

$14 billion, he’s giving them. Fourteen billion for oil Iran can now sell, per Trump. What’s that called again? If you’re ‘adhering to our enemies, giving them aid and comfort’? And that fop Scott Bessent defended it yesterday as "jujitsuing" Iran, using its money against it.

In fact Trump is using Iran's money against American troops.

Trump, who is garbage - who celebrated the death of Robert Mueller just as he celebrated the death of Rob Reiner - who Friday said the Strait of Hormuz would open itself and then Saturday said he would destroy Iran’s power grid unless Iran opened it - who then compared the majority political party of this nation TO Iran - who announced he is sending his ICE terrorists into the airports because ANYBODY can be a TSA agent and apparently he forgot about his mass deportation thing – and who has had some sort of hallucinatory dream in which he decided this was quote “the death of Iran” when Iran is not only winning but most Americans recognize that Iran is winning... Trump has freed up $14,000,000,000 of Iranian oil because that will lower the price of a barrel of oil by like a dollar for like a week.

Oh and remember when he made that joke to the Prime Minister of Japan about Pearl Harbor? Turns out President S-Stain didn’t know what HAPPENED… AT… Pearl Harbor.

BY THE WAY the Iranians say if Trump does attack their energy infrastructure, that'll black out much of the Gulf, and they'll hit Israel's energy infrastructure, and all the neighboring nations' desalination plants.

Good plan, Grampa Garbage.

B-Block (36:00) THE WORST PERSONS IN THE WORLD: Twitter-X user Chris950003 has invented a new "eggcorn." Is Peter Navarro sticking to his prediction that Trump's war would lower energy prices? And the sabotage of CBS is nearly complete: Bari Weiss and the Ellisons have not only destroyed the birthplace of American broadcast journalism (Edward R. Murrow's CBS Radio) but she actually wants to have Stephen A. Smith host the CBS morning show.

C-Block (50:00) THINGS I PROMISED NOT TO TELL: I am an alum of CBS Radio - at KNX in Los Angeles and for the radio network as a sportscaster and reporter in the '80s - and I bleed for its murder. But my connection is even more personal. The head of its all-news operation in New York personally validated, personally made tangible, my career aspirations. With one note he turned my possibility into a reality. The story of the Lou Adler Letter.

See omnystudio.com/listener for privacy information.