Michael Weiss: Trump’s Fee-Fees Are Hurt
Episode
59 min
Read time
2 min
Topics
Relationships, Investing, Fundraising & VC
AI-Generated Summary
Key Takeaways
- ✓Supreme Court Tariff Ruling: The 6-3 ruling against Trump's emergency tariffs, with Thomas, Alito, and Kavanaugh dissenting, removes his primary economic leverage tool against both allies and adversaries. This may inadvertently benefit Gulf-state business partners like Kushner and Witkoff, whose multi-billion dollar regional investments depend on avoiding economic disruption across Middle Eastern markets.
- ✓Iran Strike Logic: The case for a US military strike on Iran rests less on strategic doctrine than on Trump's desire for a legacy-defining moment. Two carrier strike groups are positioned in the Gulf specifically to absorb Iranian ballistic missile retaliation. However, no credible post-strike plan exists for preventing Iran from reconstituting its threat capabilities afterward.
- ✓Rubio's Calculated Compromise: Rubio operates as a covert Reaganite inside a MAGA administration, making deliberate trade-offs. He reportedly intervened to kill a pro-Russian Ukraine settlement in November by privately calling Senate contacts to label it a "Russian wish list." His primary objective appears to be leveraging his position to achieve regime change in Cuba before Trump's term ends.
- ✓Ukraine Intelligence Dependency: Despite reducing financial and military support by 99% since January, the US continues providing CIA targeting packages to Ukraine for strikes inside Russian territory, including energy infrastructure. European nations have compensated by increasing military hardware contributions 60% and humanitarian support 50%, yet remain excluded from leading diplomatic negotiations.
- ✓ICE Tactical Shift: Federal immigration enforcement is deliberately moving operations from urban protest hubs toward exurban and rural communities where constitutional observer networks are sparse. Protesters at Minneapolis ICE headquarters report agents from Wisconsin communities with populations too dispersed to sustain organized monitoring, suggesting a deliberate strategy to reduce visibility of enforcement actions.
What It Covers
Tim Miller and Michael Weiss analyze four converging geopolitical crises: the Supreme Court's 6-3 ruling striking down Trump's emergency tariffs, the buildup toward a US military strike on Iran, the stalled Ukraine peace process, and Marco Rubio's strategic compromise between MAGA loyalty and traditional Republican foreign policy principles.
Key Questions Answered
- •Supreme Court Tariff Ruling: The 6-3 ruling against Trump's emergency tariffs, with Thomas, Alito, and Kavanaugh dissenting, removes his primary economic leverage tool against both allies and adversaries. This may inadvertently benefit Gulf-state business partners like Kushner and Witkoff, whose multi-billion dollar regional investments depend on avoiding economic disruption across Middle Eastern markets.
- •Iran Strike Logic: The case for a US military strike on Iran rests less on strategic doctrine than on Trump's desire for a legacy-defining moment. Two carrier strike groups are positioned in the Gulf specifically to absorb Iranian ballistic missile retaliation. However, no credible post-strike plan exists for preventing Iran from reconstituting its threat capabilities afterward.
- •Rubio's Calculated Compromise: Rubio operates as a covert Reaganite inside a MAGA administration, making deliberate trade-offs. He reportedly intervened to kill a pro-Russian Ukraine settlement in November by privately calling Senate contacts to label it a "Russian wish list." His primary objective appears to be leveraging his position to achieve regime change in Cuba before Trump's term ends.
- •Ukraine Intelligence Dependency: Despite reducing financial and military support by 99% since January, the US continues providing CIA targeting packages to Ukraine for strikes inside Russian territory, including energy infrastructure. European nations have compensated by increasing military hardware contributions 60% and humanitarian support 50%, yet remain excluded from leading diplomatic negotiations.
- •ICE Tactical Shift: Federal immigration enforcement is deliberately moving operations from urban protest hubs toward exurban and rural communities where constitutional observer networks are sparse. Protesters at Minneapolis ICE headquarters report agents from Wisconsin communities with populations too dispersed to sustain organized monitoring, suggesting a deliberate strategy to reduce visibility of enforcement actions.
Notable Moment
Weiss reveals that Rubio privately telephoned Senate colleagues at the Halifax Security Conference to torpedo a Witkoff-Kushner Ukraine settlement plan, calling it a Russian wish list — then publicly denied making the call. Weiss states he has confirmed this on strong authority.
You just read a 3-minute summary of a 56-minute episode.
Get The Bulwark Podcast summarized like this every Monday — plus up to 2 more podcasts, free.
Pick Your Podcasts — FreeKeep Reading
More from The Bulwark Podcast
No One Has Seen McConnell in Weeks—and His Office Just Recycled an Old Statement
Jul 24 · 19 min
Pivot
China's AI Threat, SpaceX's Plunge, and Trump's Truth Social Grift
Jul 21
More from The Bulwark Podcast
Sarah Longwell and Alex Seitz-Wald: The Maine Thing
Jul 23 · 53 min
The Prof G Pod
The Week: Iran, Brexit, SpaceX, and the Business of Sports
Jun 26
More from The Bulwark Podcast
We summarize every new episode. Want them in your inbox?
No One Has Seen McConnell in Weeks—and His Office Just Recycled an Old Statement
Sarah Longwell and Alex Seitz-Wald: The Maine Thing
David Frum and JVL: Iran Is Going to Make Trump Eat It
Joe Scarborough: MAGA Doesn't Get America
Sarah Longwell and Bill Kristol: We're Governed by Broken Men
Similar Episodes
Related episodes from other podcasts
Pivot
Jul 21
China's AI Threat, SpaceX's Plunge, and Trump's Truth Social Grift
The Prof G Pod
Jun 26
The Week: Iran, Brexit, SpaceX, and the Business of Sports
The Prof G Pod
May 29
The Week: Iran, SpaceX, and a Nervous Bond Market
Pivot
Mar 24
TSA Chaos, Iran War Whiplash, and White House AI Plan
Pivot
Mar 13
Iran War Oil Shock, Anthropic Sues, and Market Wipeout Warning
Explore Related Topics
This podcast is featured in Best Politics Podcasts (2026) — ranked and reviewed with AI summaries.
Read this week's Investing & Markets Podcast Insights — cross-podcast analysis updated weekly.
You're clearly into The Bulwark Podcast.
Every Monday, we deliver AI summaries of the latest episodes from The Bulwark Podcast and 192+ other podcasts. Free for one show.
Start My Monday DigestNo credit card · Unsubscribe anytime