Rational Security: The “No Banner is Safe” Edition

The Lawfare Podcast1h 14mMay 21, 2026

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AI-Generated Summary

In this episode of *Rational Security*, host Scott R. Anderson and returning guest Benjamin Wittes dive into the aftermath of President Trump’s summit with Chinese President Xi Jinping, dissecting a diplomatic thaw that delivered few concrete agreements but potentially signaled a strategic pivot from confrontation to managed rivalry. The discussion reveals a growing consensus that the U.S. is shifting from attempting to discipline China to managing a fundamentally non-market system—though key issues like Taiwan and AI remain unresolved. Meanwhile, the episode turns to escalating tensions with Cuba, where surveillance flights, sanctions, and rhetoric suggest a possible regime-change campaign, with Wittes warning that this may be the next in a series of uncongressional military interventions. On the domestic front, a major court ruling struck down Trump’s Section 122 tariffs, raising questions about the future of his trade policy and the broader constitutional limits on executive power. The episode closes with a surprising endorsement of AI tools like RAGTIME, which Ben Wittes built to analyze legal data, and a heartfelt recommendation for the empathetic, character-driven show *A Man on the Inside*—a rare moment of levity amid intense geopolitical analysis. The episode’s central takeaway is that the U.S.

Key Takeaways
1

The Trump-Xi summit delivered no major breakthroughs but marked a strategic shift from disciplining China to managing a non-market rivalry, with new trade and investment boards as tentative mechanisms.

2

Taiwan remains the most dangerous unresolved issue, with U.S. rhetoric suggesting strategic ambiguity is eroding, potentially emboldening China.

3

The U.S. is preparing for a possible military intervention in Cuba, using economic sanctions and surveillance as tools of coercion, despite the high cost and lack of congressional support.

4

The Court of International Trade struck down Section 122 tariffs, signaling a constitutional challenge to broad executive authority over trade, with implications for future tariff policy.

5

AI tools like RAGTIME are now enabling legal researchers to process vast datasets of court dockets, fundamentally changing how legal and policy research is conducted.

…and 3 more takeaways available in PodZeus

Chapters
0:00
10 min

Opening: The Return of Ben Wittes and the State of National Security

Scott R. Anderson welcomes back Benjamin Wittes to *Rational Security* after a long absence, setting the stage for a deep dive into the week’s most pressing national security developments, including the Trump-Xi summit, Cuba’s crisis, and a major tariff ruling.

10:00
10 min

The Trump-Xi Summit: A Diplomatic Thaw Without Substance

The most relevant part of this summit is not the immediate deliverables... but the normalization of a more managed economic relationship between the U.S. and China.

Highlight
20:00
10 min

Taiwan: The Unspoken Flashpoint

What doesn't get triaged out is a longer-term pattern of suggesting that this really isn't our problem and that this is China's sphere of influence.

Highlight
30:00
10 min

AI and the U.S.-China Tech Race: A Contradictory Strategy

There are three people who think, you know, oh, we got to get China hooked on our chips. There's three people who think, oh, we're just going to grab millions of dollars now. And then there's three people who think there be dragons.

Highlight
40:00
10 min

Cuba: The Next Regime Change Operation?

I just assume that this is the next picture of uncongressionally authorized regime change wars and mini-wars that the administration plans and fights for domestic political reasons of its own.

Highlight
High-Impact Quotes
If you are somebody who is doing any work that involves data or research or large amounts of processing of stuff, and you are not experimenting with how you can do it better, more powerfully with ChatGPT or Claude, which is my favorite model, or
Benjamin Wittes66:13
Viral: 87.0
the most relevant part of this summit is not sort of the immediate deliverables, the beans and the boeings and beef is the third one. actually the sort of normalization of a more managed economic relationship between the U .S. and
Kari Heerman10:57
Viral: 85.0
I think there will be this sort of tangible legacy of the way that the United States is treating its allies and partners that changes fundamentally for a very long time the way that we interact.
Kari Heerman73:15
Viral: 84.0
Speakers

Host

Scott R. Anderson

Guests

Benjamin WittesKari Heerman
Topics Discussed
us-china relations92%cuba sanctions88%regime change policy87%tariff litigation85%section 122 tariffs83%ai in legal research80%economic statecraft79%us foreign policy credibility75%
People & Brands

donald trump

person

22xNegative

xi jinping

person

18xNeutral

cuba

place

16xNegative

benjamin wittes

person

15xNeutral

kari heerman

person

12xNeutral

lawfare

organization

12xPositive

scott r. anderson

person

10xNeutral

nvidia

organization

8xNeutral

court of international trade

organization

6xNeutral

russia

place

5xNegative

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