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Inside Trump’s Accelerating Squeeze on Cuba

May 28, 2026 at 8:03 am EDT By Taegan Goddard Leave a Comment

Axios: “The Trump administration is bracing for the potential collapse of Cuba’s totalitarian government as early as this summer, and has war-gamed new military response plans in case the island descends into chaos.”

Republicans Face $100 Million Texas Fight

May 28, 2026 at 8:02 am EDT By Taegan Goddard Leave a Comment

Bloomberg: “As Donald Trump celebrated Ken Paxton’s landslide win in Texas, Republican officials were busy gearing up for a brutal fight that may end up costing them more than $100 million to stop a Democrat from flipping a seat in a state the president won by 14 percentage points.”

“Paxton’s opponent in the November senate election — James Talarico — said on Thursday he raised $3 million in the 24-hour stretch after Paxton beat establishment stalwart and incumbent Texas senator John Cornyn. The seminarian had already raised $40 million, with Democrats salivating over the prospect of targeting Paxton — who has faced allegations of financial fraud and adultery.”

Trump’s Bind Deepens on Iran

May 28, 2026 at 8:01 am EDT By Taegan Goddard Leave a Comment

Bloomberg: “As President Donald Trump continues to suggest a deal with Iran is close, he finds himself caught between two extremes: Tehran’s demand for financial relief and an end to attacks, and pressure from Republican hawks to “finish the job” — or at least not to sign a bad deal.”

“The competing pressures have, so far, kept an agreement to end the war out of reach. And they have resulted in the administration’s swinging between promises of an imminent deal and threats to resume military operations.”

“Adding to the challenge are his own comments over the years lambasting his predecessors for signing or considering deals similar to the one that has the best chance of success.”

From our partner: Ground News

The Stories Missing From Your Feed

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My goal for Political Wire is to help you get outside those filters — to understand not just what happened, but how it’s being covered and who might be missing it. That’s why I use and recommend Ground News.

It’s an app and website that brings together global news from across the political spectrum, showing each source’s bias, factuality, and ownership.

What I find especially useful is the Blindspot Feed. It highlights stories getting heavy coverage on one side but little on the other — a quick way to see what your usual news diet may be missing.

For a limited time, get 40% off a Ground News Vantage subscription at www.groundnews.com/political.



Newsom Vows 100% Tax on Trump ‘Slush Fund’ Payouts

May 28, 2026 at 7:23 am EDT By Taegan Goddard Leave a Comment

California Gov. Gavin Newsom (D) pledged to seek a 100% tax on any money Californians receive from President Donald Trump’s “anti-weaponization” fund, Mediaite reports. 

A Bitter Texas Senate Race Begins in Houston

May 28, 2026 at 7:21 am EDT By Taegan Goddard Leave a Comment

“James Talarico bounded onto the stage of a packed Houston nightclub Wednesday night to the rapturous cheers of hundreds of Democrats desperate for his U.S. Senate run to finally be the one,” the New York Times reports. 

“The boisterous, standing-room-only rally was taking place less than 24 hours after Republicans had finally settled their bitter primary runoff Tuesday, selecting Attorney General Ken Paxton as the party’s nominee by a lopsided margin over Senator John Cornyn.”

“Even before the final votes were counted in that contest, the general election began on Wednesday in what was already shaping up to be a rancorous and deeply personal fight.”

Republicans to Finish Redistricting War 10 seats Ahead

May 28, 2026 at 7:18 am EDT By Taegan Goddard Leave a Comment

“The coast-to-coast battle to gain an edge in November’s elections through partisan gerrymandering is racing to its conclusion – with Republicans poised to finish with as many as 10 seats ahead of Democrats through redistricting alone,” CNN reports. 

Pentagon’s Wall Street Push Draws Democrats’ Ire

May 28, 2026 at 7:15 am EDT By Taegan Goddard Leave a Comment

Semafor: “A new Pentagon unit being built to court Wall Street and pitch roughly $200 billion in private equity deals across the defense industry is drawing criticism from congressional Democrats, who are demanding communications, deal records, and conflict-of-interest policies tied to the operation.”

The YOLO Caucus Is Growing

May 28, 2026 at 7:14 am EDT By Taegan Goddard Leave a Comment

Wall Street Journal: “Sen. John Cornyn (R-TX) won’t be a U.S. senator after Jan. 3, 2027. But, for the next seven months, he will be a member of the swelling YOLO Caucus. YOLO, as in, You Only Live Once.”

“Lame-duck presidents and members of Congress can often be inconsequential, but this group of Republicans who have been cut loose by President Trump through primaries or retirements could wreak havoc…if they decide to.”

Unusual Machines Shares Surge on Funding Expectations

May 28, 2026 at 7:13 am EDT By Taegan Goddard Leave a Comment

Wall Street Journal: “Shares in drone-parts maker Unusual Machines surged premarket after The Wall Street Journal reported that the Trump administration was considering funding a group of U.S. drone companies.”

“The stock jumped over 39% premarket to $26.30, which would be a record if the gains carry over to market open.”

“Donald Trump Jr. is a shareholder and an advisory board member to the Florida-based company.”

The Crooked Places Made Straight

May 28, 2026 at 7:09 am EDT By Taegan Goddard Leave a Comment

Coming next month: The Crooked Places Made Straight: Reflections on the Moral Meaning of America by Sen. Raphael Warnock.

The book examines six crises at the center of American life: voting rights and voter suppression, gun violence, mass incarceration, the persistence of poverty, dark money in politics, and the climate emergency.

The Crooked Places Made Straight: Reflections on the Moral Meaning of America
The Crooked Places Made Straight: Reflections on the Moral Meaning of America
Amazon Prime
Check Price on Amazon

U.S. and Iran Trade Fresh Strikes

May 28, 2026 at 7:03 am EDT By Taegan Goddard Leave a Comment

“The United States and Iran traded strikes overnight after President Donald Trump insisted he would not agree to a ‘crummy agreement’ in the negotiations to end the nearly three-month-old war,” the Washington Post reports.

“Iran’s Islamic Revolutionary Guard Corps said Thursday morning that it had retaliated against a U.S. attack outside the airport in Bandar Abbas, a city on the Strait of Hormuz, by targeting the U.S. air base from which the strike originated.”

New York Times: “In recent days, Washington and Tehran have suggested that they were close to agreeing on a narrow agreement to allow commercial shipping to resume in the strait. But on Wednesday, U.S. forces launched new strikes and President Trump reiterated that he did not want the waterway to be under Iranian control.”

Ro Khanna Takes Economic Message on the Road

May 28, 2026 at 7:01 am EDT By Taegan Goddard Leave a Comment

CNBC: “Khanna, a progressive long seen as ambitious in Washington circles, has found himself joining the list of potential 2028 hopefuls in the eyes of oddsmakers after his successful push to release the Epstein files, which exploded into the biggest news story of 2025. He’s turned that win into a populist bazooka, railing against the ‘Epstein class’ as he calls for progressive, populist policies that could reshape the U.S. economy.”

“Khanna has a liberal track record and endorsed self-described democratic socialist New York Mayor Zohran Mamdani. But in the industrial U.S., he talked more middle-of-the-road economic issues and pitched well-worn Democratic ideas such as cutting defense spending and finding money to pay for social programs by targeting waste, fraud and abuse.”

Trump Refiles $10 Billion Defamation Suit Against WSJ

May 28, 2026 at 6:59 am EDT By Taegan Goddard Leave a Comment

“Donald Trump has refiled a defamation lawsuit seeking at least $10bn in damages against the Wall Street Journal over its reporting on his ties to Jeffrey Epstein, after a judge threw out an earlier version over legal deficiencies,” The Guardian reports. 

Officials Push $250 Banknote with Trump’s Portrait

May 28, 2026 at 6:23 am EDT By Taegan Goddard Leave a Comment

“Trump administration officials have pressed the office responsible for printing the nation’s money to design a $250 bill featuring the president’s portrait, according to four current and former employees, in what would be the first appearance of a living person on U.S. currency in more than 150 years,” the Washington Post reports.

Working Class Voters Sour on Trump

May 28, 2026 at 6:22 am EDT By Taegan Goddard Leave a Comment

Washington Post: “White voters without college degrees, who have powered Trump’s victories since 2016, are growing frustrated with his second term. In a striking shift, the group that voted to reelect Trump by a huge margin is now net-negative on how Trump is handling his job in several polls. They join other Americans across demographic lines souring on the president’s second term, especially his handling of the economy.”

“The swing is stark: 54 percent of White voters without a college degree disapproved of Trump’s performance in a CBS News poll this month, up from 32 percent in February 2025 and 45 percent in February of this year. It’s a sobering sign for Republicans heading into the midterms and working to turn out the voters who carried Trump to victory in 2024.”

Judges Urge Inquiry Into Deal Trump Struck With IRS

May 28, 2026 at 6:22 am EDT By Taegan Goddard Leave a Comment

“A bipartisan group of 35 former federal judges on Wednesday asked the judge who oversaw President Trump’s remarkable lawsuit against the Internal Revenue Service to reopen the case and conduct an inquiry into whether the hasty deal to resolve it could be challenged as an act of fraud,” the New York Times reports.

Washington Post: Ex-federal judges ask court to reopen Trump’s IRS lawsuit, probe payout fund.

Can Democrats Sway Young Men?

May 28, 2026 at 6:20 am EDT By Taegan Goddard Leave a Comment

New York Times: “Propelled by economic anxiety, young men lurched to the right in the 2024 election — a 15-percent swing from 2020 — and helped Mr. Trump win the White House, setting off a round of soul-searching among Democratic politicians and strategists who were dismayed that this once-reliable demographic had fallen away.”

“A year and a half later, some Gen Z men say they are disillusioned by Mr. Trump’s second term.”

The Mideast Is Baffled by Trump’s Call

May 28, 2026 at 6:18 am EDT By Taegan Goddard Leave a Comment

“The social media post by President Trump made it sound straightforward. The United States would orchestrate a deal to end the war with Iran and, in exchange, a slew of countries across the Middle East and South Asia would join an agreement, called the Abraham Accords, establishing relations with Israel,” the New York Times reports.

“In fact, he said, that ‘should be mandatory.’ But half of the countries he named — such as Egypt, Jordan and Turkey — already have relations with Israel. And the other half — including Saudi Arabia, Qatar and Pakistan — have no interest in establishing them anytime soon.”

“As a result, the meandering ultimatum that Mr. Trump shared on Monday was met with a mix of silence and bemusement across the Middle East. Regional analysts said they were not even sure that they understood the rationale behind his proposal.”

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About Political Wire

goddard-bw-snapshotTaegan Goddard is the founder of Political Wire, one of the earliest and most influential political web sites. He also runs Political Job Hunt, Electoral Vote Map and the Political Dictionary.

Goddard spent more than a decade as managing director and chief operating officer of a prominent investment firm in New York City. Previously, he was a policy adviser to a U.S. Senator and Governor.

Goddard is also co-author of You Won - Now What? (Scribner, 1998), a political management book hailed by prominent journalists and politicians from both parties. In addition, Goddard's essays on politics and public policy have appeared in dozens of newspapers across the country.

Goddard earned degrees from Vassar College and Harvard University. He lives in New York with his wife and three sons.

Goddard is the owner of Goddard Media LLC.

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