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- 🇺🇸 The Flag's Five: Trump’s Tesla Drama, and ICE Detains Columbia Activist
🇺🇸 The Flag's Five: Trump’s Tesla Drama, and ICE Detains Columbia Activist
Plus: Putin open to peace—but can Zelenskyy trust it? Meanwhile, federal workers fight back after Trump's mass layoffs.

Good Morning, and Happy Saturday! Welcome to The Flag's Five, your nonpartisan breakdown of the week’s five most pressing headlines. Dive into what happened, why it matters, and how perspectives from the left and right shape the conversation.
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1. Palestinian Activist Detained by ICE
Here's what happened: Mahmoud Khalil, a Palestinian activist and graduate student at Columbia University, was detained by U.S. Immigration and Customs Enforcement (ICE) following his participation in pro-Palestinian protests on campus. Khalil, who holds a green card, faces possible deportation over accusations related to his involvement in organizing demonstrations criticizing Israel's policies. The detention has sparked significant controversy and protests on and off-campus, highlighting tensions over immigration enforcement and political expression. (Chelsea Bailey, CNN)
Here's why it matters: The arrest of Mahmoud Khalil marks a significant escalation in former President Trump's immigration policies, signaling an expanded crackdown targeting foreign nationals participating in political activism within the United States. This incident could set a precedent, raising broader concerns regarding the balance between national security and protected political speech, potentially impacting activism on campuses nationwide. (Lexi Lonas Cochran, The Hill)
Here's what right-leaning sources are saying: Right-leaning commentators argue Mahmoud Khalil's detention is justified, citing his involvement in what they consider extremist demonstrations supporting Hamas, designated as a terrorist organization by the United States. They frame the detention as necessary to protect national security and criticize those defending Khalil for overlooking potential threats posed by his activism. (David Harsanyi, Washington Examiner)
Here's what left-leaning sources are saying: Left-leaning voices condemn Khalil's arrest as a severe threat to free speech and an alarming indication of escalating government actions against political dissent. They compare this crackdown to historical episodes like the Red Scare, expressing deep concern about the chilling effects such detentions could have on activism, especially around contentious international issues like the Israeli-Palestinian conflict. (Michelle Goldberg, The New York Times)
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One platform is taking on the billionaires at their own game, buying up and securitizing some of the most prized blue-chip artworks for its investors.
It's called Masterworks. Their nearly $1 billion collection includes works by greats like Banksy, Picasso, and Basquiat. When Masterworks sells a painting – like the 23 it's already sold – investors reap their portion of the net proceeds.
In just the last few years, Masterworks investors have realized net annualized returns like +17.6%, +17.8%, and +21.5% (from 3 illustrative sales held longer than one year).
2. Trump Calls Tesla Attacks Terrorism
Here's what happened: On Tuesday, President Donald Trump publicly purchased a red Tesla Model S from the White House lawn to demonstrate solidarity with Tesla CEO Elon Musk amid attacks on Tesla dealerships. This gesture follows recent acts of vandalism and violence against Tesla locations, which Trump labeled "domestic terrorism." Trump's endorsement of Tesla, including the purchase of the vehicle at full price, drew attention given ethical constraints typically preventing senior officials from endorsing consumer products. (Jeff Mason and Abhirup Roy, Reuters)
Here's why it matters: President Trump's unprecedented public support of Tesla signals a potentially significant intersection of business interests and government support, raising questions about ethics and presidential endorsement practices. The move may also influence Tesla's market trajectory amid a recent steep decline in stock value, highlighting Trump's continued influence on market and business sentiment. (David Ingram, NBC News)
Here's what right-leaning sources are saying: Right-leaning commentators support Trump's designation of attacks on Tesla dealerships as "domestic terrorism," emphasizing his commitment to law and order. They argue this move underscores Trump's determination to protect American businesses and sends a strong message against vandalism and politically motivated violence. (Hank Berrien, Daily Wire)
Here's what left-leaning sources are saying: Left-leaning media criticize Trump's actions, accusing him of performing a scripted stunt orchestrated by Elon Musk to boost Tesla's declining stock prices. They argue that Trump's actions blur ethical lines and amount to a desperate advertisement rather than a genuine effort to protect American businesses from violence. (Ekkri Forster, The Daily Beast)
3. US-Ukraine Agree on Ceasefire, Aid Resumes
Here's what happened: U.S. and Ukrainian officials initiated peace talks on Tuesday in Jeddah, Saudi Arabia, marking the first direct discussions since President Trump's contentious meeting with Ukrainian President Volodymyr Zelenskyy. Ukraine agreed to a ceasefire proposal put forth by the Trump administration, after which the U.S. announced the resumption of previously suspended military aid and intelligence sharing. Russian President Vladimir Putin expressed agreement in principle with the ceasefire proposal but seeks further negotiations before formalizing the agreement. Special envoy Steve Witkoff will travel to Moscow to present the ceasefire proposal directly to Russian officials. (Daphne Psaledakis and Pesha Magid, Reuters)
Here's why it matters: The resumption of U.S. military aid and intelligence sharing to Ukraine, combined with Kyiv's openness to a 30-day ceasefire and Russia's preliminary acceptance, signals a potential diplomatic breakthrough. This development underscores the strategic role of the U.S. in facilitating peace negotiations and managing complex international relations. (Matthew Lee, AP)
Here's what right-leaning sources are saying: Right-leaning analysts suggest Putin might still reject the ceasefire despite preliminary support, arguing it could give Ukraine time to regroup militarily with renewed U.S. backing. They caution that Putin’s request for further negotiations might be a tactical move designed to extract further concessions. (Michael Evans, The Spectator)
Here's what left-leaning sources are saying: Left-leaning sources emphasize Zelenskyy's cautious diplomacy, noting his careful balancing act in negotiations with Russia and expressing skepticism over Putin’s genuine commitment. They question the Trump administration’s strategy, particularly its previous exclusion of Ukraine from direct talks, which could weaken Ukraine's position. (Shaun Walke, The Guardian)
4. Schumer Shifts, Backs GOP Funding Bill
Here's what happened: Senate Minority Leader Chuck Schumer (D-NY) announced he would support advancing the Republican-backed stopgap bill aimed at averting a partial government shutdown. The Senate vote was scheduled for Friday, signaling a significant reversal from Schumer's earlier statements insisting the GOP lacked votes to pass their bill. Schumer expressed criticism of President Donald Trump and the Department of Government Efficiency (DOGE), but emphasized the severe consequences a shutdown could bring. (Sahil Kapur et al., NBC News)
Here's why it matters: Schumer’s decision highlights internal Democratic divisions while underlining the urgency lawmakers feel to prevent disruptions from a shutdown. His shift reflects political pragmatism over ideological opposition, underscoring the complex dynamics in a closely divided Senate. (Mariam Khan, Allison Pecorin, and Lauren Peller, ABC News)
Here's what right-leaning sources are saying: Right-leaning sources emphasize House Democratic Leader Hakeem Jeffries' refusal to align with Schumer, framing Schumer's decision as a political retreat. They argue Schumer's concession underscores Republican strength in budget negotiations, spotlighting potential Democratic vulnerability heading into future legislative battles. (Jack Birle, Washington Examiner)
Here's what left-leaning sources are saying: Left-leaning media highlight the deepening fractures within the Democratic Party over Schumer’s support of the GOP funding bill. Progressive members have expressed frustration and disappointment, viewing Schumer's decision as undermining Democratic priorities and weakening their negotiating position with Republicans. (Joseph Gedeon and Chris Stein, The Guardian)
Sponsored by Masterworks
When incredibly valuable assets come up for sale, it's typically the wealthiest people that end up taking home an amazing investment. But not always…
One platform is taking on the billionaires at their own game, buying up and securitizing some of the most prized blue-chip artworks for its investors.
It's called Masterworks. Their nearly $1 billion collection includes works by greats like Banksy, Picasso, and Basquiat. When Masterworks sells a painting – like the 23 it's already sold – investors reap their portion of the net proceeds.
In just the last few years, Masterworks investors have realized net annualized returns like +17.6%, +17.8%, and +21.5% (from 3 illustrative sales held longer than one year).
The content is not intended to provide legal, tax, or investment advice.
No money is being solicited or will be accepted until the offering statement for a particular offering has been qualified by the SEC. Offers may be revoked at any time. Contacting Masterworks involves no commitment or obligation.
Contemporary art data based on repeat-sales index of historical Post-War & Contemporary Art market prices from 1995 to 2023, developed by Masterworks. There are significant limitations to comparative asset class data. Indices are unmanaged and a Masterworks investor cannot invest directly in an index.
“Net Annualized Return” refers to the annualized internal rate of return, or IRR, net of all fees and costs, to holders of Class A shares from the primary offering, calculated from the final closing date of such offering to the date the sale is consummated. A more detailed breakdown of the Net Annualized Return calculation for each issuer can be found in the respective Form 1-U for each exit. The 3 median returns above represent the ones closest in percentage to the median of the 12 exits with holding periods over 1 year.
Net proceeds distributed back represents the total liquidation proceeds distributed back to investors, net of all fees, expenses and proceeds reinvested in Masterworks offerings, of all works Masterworks has exited to date.
See important Reg A disclosures at masterworks.com/cd.
5. Judges Halt Trump's Mass Worker Firings
Here's what happened: A federal judge ordered six U.S. government agencies to temporarily reinstate thousands of probationary workers who had been laid off by the Trump administration last month. Judge William Alsup of San Francisco issued the ruling, requiring the Departments of Agriculture, Defense, Energy, Interior, Treasury, and Veterans Affairs to rehire employees terminated around February 13. Alsup's decision follows widespread controversy and legal challenges to the administration’s mass layoffs. (Janie Har, AP)
Here's why it matters: This judicial intervention significantly challenges the Trump administration’s sweeping layoffs, potentially curbing the administration’s authority over federal workforce management. It underscores the broader legal and political battles around Trump's attempts to reshape federal agencies by dismissing probationary employees, testing limits of executive power. (Ashleigh Fields, The Hill)
Here's what right-leaning sources are saying: Right-leaning sources frame the judicial decision as another example of judicial overreach interfering with executive authority. They argue the administration's authority to manage government personnel is being undermined, potentially limiting its ability to streamline federal agencies or reform the federal workforce. (Bradford Betz, Fox News)
Here's what left-leaning sources are saying: Left-leaning commentators celebrate the ruling, describing it as a necessary judicial check on what they see as unjustified mass firings by the Trump administration. They highlight concerns that the terminations violated workers’ rights and due process, framing the decision as a protection against politically motivated employment decisions. (Tierney Sneed, CNN)
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