Trump’s New Middle East Dilemma, and How DraftKings Uses A.I. to Target Gamblers
September 21, 2026
AI Summary
5 min readOver the weekend, President Trump was on the verge of launching new airstrikes against the Houthi militia in Yemen—U.S. troops were loading bombs onto war planes and commanders had approved target lists—before he decided not to move forward, at least for now, according to administration officials who spoke to The New York Times. This near-strike is one of several developments in a Monday episode of The Headlines that also covers a major escalation in Trump’s battle with the press, a new White House effort to control university research funding, reports of violence against deportees sent to Equatorial Guinea, and a deep-dive investigation into how DraftKings uses artificial intelligence to target gamblers.
Trump’s Houthi Dilemma
The decision to hold off on strikes came after two weeks of competing pressures on the president. On one side, Saudi Crown Prince Mohammed bin Salman—a major U.S. ally—has been calling Trump directly, imploring him to step into the fight against the Houthis. At the same time, most of Trump’s inner circle has been either deeply skeptical or outright opposed to joining the conflict, especially given existing strains on the U.S. military from the ongoing war with Iran.
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What you'll learn
- 1 (00:28) **Trump Nearly Launched Airstrikes Against the Houthis** - The Times reports Trump was on the verge of authorizing new strikes in Yemen over the weekend before deciding to hold off.
- 2 (02:33) **White House Bars Three News Outlets** - Trump punishes CNN, Politico, and MSNBC by revoking their White House press credentials.
- 3 (03:37) **Executive Order Targets University Research Funding** - The White House drafts an order to give Trump control over billions in NIH research grants.
- 4 (04:42) **Deportees to Equatorial Guinea Face Violence and Abuse** - The Times reports that people deported under a third-country deal have been beaten and imprisoned.
- 5 (06:00) **How DraftKings Uses A.I. to Target Gamblers** - A Times investigation reveals the company's data practices are designed to identify and target customers who may have gambling problems.
- 6 (09:15) **Times Reveals Best TV Shows of the 21st Century** - The list counts down from 100 to 81 today, with interviews and industry ballots.
- 7 Standout Quotes
+ Full timestamped outline available in the app
Show Notes
Plus, the best TV shows of the century.
Here’s what we’re covering:
- Trump Gets Caught in a Dilemma Over a Saudi Plea for Military Help, by Helene Cooper, Eric Schmitt, Jonathan Swan and Maggie Haberman
- CNN, MS NOW and Politico Barred From White House After Trump’s Ban, by Michael M. Grynbaum, Zolan Kanno-Youngs and Benjamin Mullin
- White House Moves to Take Control of N.I.H. Grants, by Carolyn Y. Johnson, Sheryl Gay Stolberg, Tony Romm and Michael C. Bender
- A Central African Hotel Has Become a Nightmare Prison for U.S. Deportees, by Megha Rajagopalan and Pranav Baskar
- How DraftKings Uses A.I. to Target the Gamblers Likeliest to Lose, by Alex Klavens, Walt Bogdanich and Jenny Vrentas
- The 100 Best TV Shows of the 21st Century, by The New York Times
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