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Updated June 9, 2026 12:09 AM

Trump-linked SPAC questions were still pre-deal on September 27

★★★☆☆Fuckup rating 3/5

On September 27, 2021, Digital World Acquisition Corp.’s proposed Trump Media merger had not yet been publicly announced. The company’s IPO had closed on September 8, and the Trump Media agreement would not be disclosed until October 20.

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Updated June 4, 2026 12:14 AM

Watchdog groups ask federal officials to suspend Trump Organization business

★★★☆☆Fuckup rating 3/5

CREW, POGO, and law professor Steven L. Schooner sent a formal referral asking federal suspension and debarment officials to cut off Trump Organization entities and senior officers from federal contracts and programs. The filing argued that criminal and civil …

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Updated June 4, 2026 12:13 AM

New York fraud inquiry kept pressing Trump Organization for records

★★★★☆Fuckup rating 4/5

By Oct. 13, 2021, the New York attorney general’s civil fraud inquiry into the Trump Organization was still centered on subpoenas and court orders, with officials pressing the company to turn over documents tied to its financial dealings. The public record at …

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Updated June 3, 2026 12:09 AM

Trump’s media-biz hype later became a real insider-trading case

★★☆☆☆Fuckup rating 2/5

The Trump Media-DWAC deal was not public on October 19, 2021. The merger announcement came a day later, on October 20, and later SEC and Justice Department actions said traders used nonpublic information around that announcement for improper stock trades.

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Updated June 3, 2026 12:09 AM

Trump’s Truth Social deal turns grievance into a stock-market product

★★★☆☆Fuckup rating 3/5

Trump Media and Technology Group entered into a merger agreement with Digital World Acquisition Corp. on October 20, 2021, the paperwork step that turned Trump’s post-presidency media play into a public-market vehicle. The deal was sold as an anti-Big Tech ins…

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Updated June 1, 2026 12:09 AM

Trump’s Truth Social Pitch Came With a Merger, Not a Finished Product

★★★☆☆Fuckup rating 3/5

Trump Media & Technology Group announced Truth Social on Oct. 20, 2021, alongside a merger deal with Digital World Acquisition Corp. The pitch included a planned November beta for invited users and a broader rollout in the first quarter of 2022, but not much e…

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Updated May 31, 2026 12:16 AM

New York’s Trump Organization Inquiry Stayed in the Discovery Phase

★★★☆☆Fuckup rating 3/5

On Oct. 25, 2021, the New York attorney general’s civil investigation into the Trump Organization was still moving through court fights over subpoenas and document production. The later fraud case had not yet been filed, and the question then was compliance, n…

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Updated May 30, 2026 12:12 AM

Bannon’s Contempt Case Kept Trump’s Circle Under the January 6 Spotlight

★★★☆☆Fuckup rating 3/5

By October 29, 2021, Steve Bannon’s contempt fight was already part of the January 6 record, not a fresh milestone. The House had voted a week earlier to hold him in contempt, and the Justice Department would not bring charges until November 12. The political …

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Updated May 30, 2026 12:09 AM

Trump’s Election Lie Is Still Poisoning the Brand a Year Later

★★★★☆Fuckup rating 4/5

A year after Election Day, Trump-world was still paying for the decision to treat defeat like a conspiracy theory. On November 3, 2021, the most consequential screwup was the continuing political and institutional damage from the “stolen election” falsehood, w…

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Updated May 30, 2026 12:08 AM

Trump’s Allies Keep Dragging Themselves Into the Fraud Swamp

★★★☆☆Fuckup rating 3/5

The post-election fraud narrative kept creating legal and reputational traps for Trump allies on November 3, 2021. The screwup was the decision to make conspiracy rhetoric the central organizing principle of the after-Trump Republican ecosystem.

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Updated May 28, 2026 12:12 AM

Trump’s election lie is becoming harder for Republicans to carry

★★★☆☆Fuckup rating 3/5

By Nov. 11, 2021, the false claim that Donald Trump lost the 2020 election only because of fraud was still driving Republican politics, but some GOP figures were increasingly willing to say so in public. The pushback was real, if still limited, and it showed h…

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Updated May 26, 2026 12:11 AM

New York Probe Presses Trump Over Split-Valuation Paper Trail

★★★★☆Fuckup rating 4/5

New York investigators were digging into whether Trump Organization property values shifted depending on who was asking. On Nov. 23, 2021, the key issue was not a filed fraud case but an active civil probe into whether the company showed lenders and tax offici…

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Updated May 26, 2026 12:09 AM

Senate report kept the pressure on Trump’s election overturn effort

★★★★☆Fuckup rating 4/5

On November 24, 2021, the aftermath of Donald Trump’s push to overturn the 2020 election was still working through the political system. A Senate Judiciary Committee report released in October had already laid out how Trump and allies pressed Justice Departmen…

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Updated May 15, 2026 10:08 PM

Trump’s tariff fallback took a court hit, then got a narrow stay on appeal

★★★★☆Fuckup rating 4/5

The Court of International Trade on May 7 granted summary judgment and a permanent injunction for the prevailing plaintiffs in the Section 122 tariff cases, while dismissing several state plaintiffs for lack of standing. The Federal Circuit then entered an adm…

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Updated May 15, 2026 2:10 PM

Trump keeps selling force while the rules keep biting back

★★★☆☆Fuckup rating 3/5

Trump’s tariff drive keeps colliding with legal limits and implementation rules, even as the White House sells each move as decisive. The latest examples are the temporary import duty and the semiconductor tariff order.

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Updated May 15, 2026 12:08 AM

Trump keeps selling strength while the system digs in

★★★☆☆Fuckup rating 3/5

From tariffs to the broader legal and political grind, the administration is leaning hard on the language of decisive action even as courts and institutions keep forcing it into retreat, revision, or delay. The consequence is a White House that sounds confiden…

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Updated May 13, 2026 12:13 AM

January 6 Still Hung Over Trump One Year Later

★★★★☆Fuckup rating 4/5

On the first anniversary of Jan. 6, Trump was still trapped by the attack he would not disown, and the investigations around it were still expanding.

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Updated May 11, 2026 12:17 AM

Trump’s election lie keeps piling up consequences

★★★★☆Fuckup rating 4/5

Trump’s false election claims were still reverberating on Feb. 10, 2022, in the form of ongoing legal and political fallout. The damage was real, but the record on that date supported a story about continuing pressure — not a neatly totaled legal bill.

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Updated May 11, 2026 12:16 AM

Republicans are still stuck cleaning up Trump’s 2020 wreckage

★★★☆☆Fuckup rating 3/5

The day’s broader fallout was that Trump’s allies remained trapped between defending him and pretending the country had moved on. That was getting harder by the day as legal scrutiny increased and the political usefulness of the stolen-election story started c…

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Updated May 11, 2026 12:15 AM

Trump probe was still an ongoing subpoena fight on Feb. 11, 2022

★★★★☆Fuckup rating 4/5

On Feb. 11, 2022, New York’s attorney general was still in a civil investigation into the Trump Organization’s finances and had not yet filed a fraud lawsuit. The office was trying to force Donald Trump, Donald Trump Jr. and Ivanka Trump to give testimony and …

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Updated May 11, 2026 12:14 AM

Trump’s accounting fight was getting tighter by the day

★★★☆☆Fuckup rating 3/5

On February 11, 2022, the New York attorney general’s civil probe into the Trump Organization was still active, with court fights centered on testimony, subpoenas, and alleged asset misstatements. The later-public Mazars letter would only make the pressure wor…

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Updated May 11, 2026 12:11 AM

Trump’s Tariff Stack Keeps Growing More Awkward

★★★☆☆Fuckup rating 3/5

Two separate White House tariff actions — a January chip move and a February temporary import surcharge — show the administration still leaning on taxes, carveouts, and deadlines to manage trade pressure.

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Updated May 10, 2026 12:12 AM

New York Fraud Probe Presses Trump Organization Over Valuations

★★★★☆Fuckup rating 4/5

On January 18, 2022, New York Attorney General Letitia James moved to compel sworn testimony and documents in a civil probe of the Trump Organization’s finances, saying investigators had found evidence of misleading asset valuations used to obtain economic ben…

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Updated May 9, 2026 12:10 AM

Judge keeps Trump subpoena fight alive in New York investigation

★★★☆☆Fuckup rating 3/5

A New York judge denied Donald Trump, Ivanka Trump and Donald Trump Jr.’s bid to quash subpoenas on February 17, 2022, allowing the attorney general’s civil investigation into the Trump Organization’s financial practices to keep moving. The ruling did not deci…

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Updated May 8, 2026 12:09 AM

Trump’s New York subpoena fight was already in force by March 1

★★★★☆Fuckup rating 4/5

By March 1, 2022, New York’s Trump investigation was still a subpoena-compliance fight, not a fraud merits ruling. A state judge had ordered Donald Trump, Donald Trump Jr. and Ivanka Trump to comply on Feb. 17, and the Appellate Division affirmed that order on…

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Updated May 7, 2026 12:20 AM

Truth Social Was Still a Mess After Its Limited Rollout

★★★☆☆Fuckup rating 3/5

Truth Social’s February 21, 2022 debut was a limited iPhone rollout, not a full launch. Users immediately ran into waitlists and access problems, and the company’s own timeline said iOS would not be fully launched until April 2022.

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Updated May 6, 2026 12:10 AM

New York Seeks Trump Testimony in Financial Probe

★★★★☆Fuckup rating 4/5

New York Attorney General Letitia James filed a motion on January 18, 2022, to compel Donald Trump, Donald Trump Jr., and Ivanka Trump to provide sworn testimony in the office’s investigation into the Trump Organization’s financial dealings.

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Updated May 5, 2026 12:17 AM

Trump Uses CPAC to Reopen the Same Old Fight

★★☆☆☆Fuckup rating 2/5

Trump’s February 26 appearance at CPAC in Orlando turned into another familiar performance: election denial, self-congratulation, and a conservative crowd still looking to him for cues. The event underscored how much of the movement remains organized around Tr…

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Updated May 4, 2026 12:09 AM

Trump-World Turns the Jackson Fight Into Cheap Performance Art

★★☆☆☆Fuckup rating 2/5

March 14 brought more evidence that Trump-aligned politics treats even a Supreme Court confirmation as a chance to manufacture outrage. The attack pattern was familiar: take a highly qualified nominee, strip the process down to culture-war theater, and hope th…

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Updated May 2, 2026 12:12 AM

Truth Social’s early rollout still looked thin by March 20, 2022

★★☆☆☆Fuckup rating 2/5

By March 20, 2022, Truth Social had already launched, but the app was still dealing with rollout problems, waitlist complaints and limited early use. Trump’s account was also far smaller than his old Twitter audience, and he had posted only sparingly in the we…

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Updated May 2, 2026 12:08 AM

Trump’s 2020 Election Claims Still Set the GOP’s Terms

★★★☆☆Fuckup rating 3/5

By March 23, 2022, many of Trump’s election fraud claims had been rejected by courts, election officials, and reviews, but the false narrative still shaped Republican politics and kept pulling candidates back toward 2020 instead of 2022.

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Updated May 1, 2026 12:19 AM

Trump’s business empire was still under a legal cloud that refused to lift

★★★★☆Fuckup rating 4/5

On March 25, 2022, the Trump Organization was still facing a New York criminal tax case that had been indicted the year before and had not yet gone to trial. The allegations were serious, but the matter was still pending, not resolved. The business that had lo…

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Updated May 1, 2026 12:17 AM

Truth Social was still in limited rollout by March 27

★★★☆☆Fuckup rating 3/5

Truth Social had launched on the App Store on Feb. 21, 2022, but many would-be users were still stuck on a waitlist by March 27. The rollout still appeared limited even after Devin Nunes said the platform aimed to be fully operational in the U.S. by the end of…

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Updated April 30, 2026 12:13 AM

Jan. 6 fallout keeps hanging over Trump allies

★★★★☆Fuckup rating 4/5

In early April 2022, the Jan. 6 investigation was still doing what it had done for months: forcing Trump allies to answer for the effort to overturn the 2020 election and keeping the former president’s political circle tied to the attack on the Capitol.

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Updated April 29, 2026 10:08 PM

DOJ asks judge to bar Florida tax preparers from filing returns

★★★☆☆Fuckup rating 3/5

The Justice Department filed a civil complaint in South Florida on April 29 seeking to stop Cedric Reid, Juan Santana and Advance Tax Group Inc. from preparing federal tax returns for others. The government says the operation used fake or inflated tax claims a…

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Updated April 29, 2026 6:02 PM

DOJ Files Cloudera Worker-Discrimination Complaint

★★★☆☆Fuckup rating 3/5

The Justice Department says Cloudera excluded U.S. workers from applying for high-paying technology jobs and filed the complaint with OCAHO on April 28, 2026. The case is still an allegation, but DOJ says it is part of the relaunch of its Protecting U.S. Worke…

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Updated April 29, 2026 10:09 AM

DOJ Says Cloudera Kept U.S. Applicants Out of Some Tech Jobs

★★★☆☆Fuckup rating 3/5

The Justice Department says Cloudera steered some hiring for high-paying technology roles away from U.S. workers and toward people on temporary visas. DOJ filed the complaint April 28, and the case will be heard by OCAHO.

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Updated April 29, 2026 12:10 AM

Trump’s Election Lies Kept Costing the GOP

★★★★☆Fuckup rating 4/5

By April 2022, the false stolen-election script was still doing political damage. It kept pulling Republican officials back into the same fight, while Trump faced a separate New York contempt motion over his failure to comply with a subpoena in the civil inves…

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Updated April 29, 2026 12:10 AM

New York Seeks More Records From Cushman & Wakefield In Trump Probe

★★★☆☆Fuckup rating 3/5

On April 8, 2022, New York Attorney General Letitia James filed a motion to compel Cushman & Wakefield to comply with subpoenas tied to the civil investigation into the Trump Organization’s financial statements and property valuations.

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Updated April 28, 2026 10:10 PM

DOJ sues Cloudera over alleged U.S. worker exclusion

★★★☆☆Fuckup rating 3/5

The Justice Department filed a lawsuit/complaint with the Office of the Chief Administrative Hearing Officer on April 28, 2026, alleging Cloudera screened out U.S. workers from certain tech jobs and favored applicants who would need employer-sponsored visas. T…

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Updated April 28, 2026 12:13 AM

New York Probe Kept Digging Into Trump’s Financial Claims

★★★☆☆Fuckup rating 3/5

On April 13, 2022, Donald Trump was still fighting New York Attorney General Letitia James’s civil investigation into his business records, with a contempt motion already filed and a fraud lawsuit still months away.

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Updated April 27, 2026 12:16 AM

Trump’s document fight was already turning into a public stress test

★★★★☆Fuckup rating 4/5

By April 17, 2022, New York Attorney General Letitia James had already moved to hold Donald Trump in contempt over subpoena compliance, but the court had not yet ruled. The fight centered on whether Trump and his company had produced all the records ordered in…

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Updated April 22, 2026 6:02 AM

Trump’s tariff push leans on a 1974 trade law

★★★☆☆Fuckup rating 3/5

A White House proclamation dated February 20, 2026 imposes a 10% ad valorem duty on imported articles, with listed exclusions, under section 122 of the Trade Act of 1974. The measure takes effect February 24 for 150 days, and the administration is casting it a…

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Updated April 22, 2026 12:08 AM

The White House keeps turning every announcement into a victory lap

★★★☆☆Fuckup rating 3/5

The Trump White House keeps wrapping unfinished policy fights in the language of total control. That habit may be good for the podium, but it makes every clarification, delay, or legal setback harder to absorb once the facts catch up.

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Updated April 21, 2026 10:09 PM

White House Economics Report Treats Culture-War Priorities Like Macro Policy

★★☆☆☆Fuckup rating 2/5

The White House released its 2026 Economic Report of the President with chapter headings that read like a Trump agenda wish list: DEI, ESG, energy dominance, and private equity in retirement plans. It is a glossy attempt to turn ideology into economics, and it…

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Updated April 21, 2026 12:11 AM

Trump’s Truth Social Agreement Forced First Dibs on Non-Political Posts

★★☆☆☆Fuckup rating 2/5

A May 16, 2022 SEC filing said Trump had to post non-political personal-account content on Truth Social first and wait six hours before reposting it elsewhere. Political-related posts were exempt. The setup shows how much of the platform’s appeal depended on T…

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Updated April 19, 2026 12:00 PM

Trump’s pharmaceutical tariffs open a new trade front

★★★★☆Fuckup rating 4/5

Trump’s April 2 proclamation imposes new tariffs on imported pharmaceuticals and pharmaceutical ingredients, turning drug supply into the latest arena for his trade-war politics. The move may play as industrial-strength nationalism, but it also risks higher co…

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Updated April 19, 2026 12:10 AM

Truth Social’s SPAC Deal Was Drawing Fresh Scrutiny in May 2022

★★★☆☆Fuckup rating 3/5

By May 27, 2022, the Truth Social merger with Digital World Acquisition Corp. was still alive, but it was already under pressure from a federal probe and repeated disclosure questions. The hard fact for that date is narrower than later headlines would suggest:…

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Updated April 18, 2026 9:00 PM

Trump IRS suit seeks a 90-day timeout as settlement talks continue

★★★☆☆Fuckup rating 3/5

On April 17, Trump’s lawyers asked a federal judge to pause his $10 billion IRS and Treasury lawsuit for 90 days while settlement talks continue. The filing does not end the case; it just keeps a politically awkward dispute alive for now.

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Updated April 18, 2026 2:53 AM

Trump’s tax-season victory lap runs into the limits of refund math

★★☆☆☆Fuckup rating 2/5

Trump’s team is touting bigger refunds and more tax break use this filing season, but refunds are an imperfect measure of overall tax relief. The claim lands more as a political frame than a full accounting of who benefited and by how much.

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Updated April 18, 2026 2:11 AM

Trump’s tax-day victory lap ran into a less flattering set of numbers

★★☆☆☆Fuckup rating 2/5

The White House spent Tax Day trying to frame Trump’s tax agenda as an unmistakable win. But the official rollout leaned hard on projections and selective benchmarks, leaving plenty of room for critics to point out that many taxpayers still face the ordinary p…

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Updated April 18, 2026 12:09 AM

Trump’s records fight stayed alive after New York contempt ruling

★★★☆☆Fuckup rating 3/5

A May 11 court order in New York set conditions for Donald Trump to purge a contempt finding over subpoena compliance in the attorney general’s fraud investigation. By May 20, Trump had paid the $110,000 fine, but the court record said other conditions still h…

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Updated April 16, 2026 2:50 PM

Trump’s tariff labyrinth still leaves businesses and markets guessing

★★★★☆Fuckup rating 4/5

Trump’s tariff system remains a moving target, with the latest legal and policy battles underscoring how much of it still depends on emergency authority, temporary workarounds, and case-by-case exceptions. Businesses are still stuck trying to price goods, plan…

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Updated April 16, 2026 2:21 PM

Trump’s tariff maze still leaves businesses and markets guessing

★★★☆☆Fuckup rating 3/5

Trump’s tariff program is piling on surcharges, sector rules, and carve-outs fast enough to keep importers and investors guessing. The White House’s April 2 actions on patented drugs and metals, plus a February surcharge proclamation, show a system built aroun…

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Updated April 16, 2026 2:10 PM

Trump’s tariff labyrinth still leaves businesses and markets guessing

★★★★☆Fuckup rating 4/5

Trump’s tariff regime is still doing what it has done best: creating uncertainty, forcing companies to game out worst cases, and leaving the legal logic hazy. The result is a policy environment where the disruption is the point, but the bill lands on everyone …

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Updated April 16, 2026 1:40 PM

Trump’s tariff labyrinth keeps squeezing businesses and testing the law

★★★★☆Fuckup rating 4/5

Trump’s trade regime got another round of official reinforcement this week, but the fresh material mostly underscored how sprawling and error-prone the whole thing has become. The White House was still touting a dense thicket of tariff actions, carve-outs, off…

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Updated April 16, 2026 1:35 PM

Jan. 6 fallout kept eating at Trump’s political brand

★★★☆☆Fuckup rating 3/5

The Jan. 6 investigation was still damaging Trump’s standing on July 28, 2022, because the committee’s earlier public testimony and document trail kept undercutting the ex-president’s preferred version of events. The screwup was cumulative: each new reminder m…

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Updated April 16, 2026 9:39 AM

Trump Repeats Unsupported Mar-a-Lago Evidence Claims

★★★☆☆Fuckup rating 3/5

After the August 8, 2022, search of Mar-a-Lago, Donald Trump repeated unsupported claims that federal investigators may have planted or altered evidence. On August 11, the Justice Department asked a court to unseal the search warrant and property receipt tied …

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Updated April 16, 2026 9:05 AM

Truth Social’s Cash Clock Runs Into a Shareholder Stall

★★★★☆Fuckup rating 4/5

Digital World Acquisition Corp. adjourned its Sept. 6, 2022, special meeting after it had not yet lined up enough support for a vote to extend the deadline for its merger with Trump Media & Technology Group. The extension issue remained pending when the meetin…

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Updated April 16, 2026 8:37 AM

Trump’s New York fraud lawsuit sharpened the pressure on his business image

★★★★☆Fuckup rating 4/5

Six days after New York Attorney General Letitia James filed a civil fraud lawsuit against Donald Trump, his company, and several family members, the case was already adding legal and political pressure. The complaint alleged a long-running pattern of inflated…

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Updated April 16, 2026 8:23 AM

Trump keeps selling grievance, not governance

★★★☆☆Fuckup rating 3/5

On October 8, Trump was still leaning hard into his standard midterm formula: attack the media, rage about censorship, and act as if the problem with his political position was everyone else. The issue is that this tactic had already become stale and self-unde…

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Updated April 16, 2026 8:23 AM

Truth Social’s merger clock was still running on Oct. 8

★★☆☆☆Fuckup rating 2/5

On Oct. 8, 2022, Truth Social was still operating, but the vote on Digital World Acquisition Corp.’s merger deadline extension had not yet been pushed to Nov. 3; that adjournment came two days later, on Oct. 10.

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Updated April 16, 2026 8:09 AM

New York AG sues Trump Organization over financial fraud allegations

★★★★☆Fuckup rating 4/5

New York Attorney General Letitia James filed a civil fraud lawsuit on September 21, 2022, accusing Donald Trump, the Trump Organization and several executives of years of false asset valuations and misleading financial statements.

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Updated April 16, 2026 7:54 AM

Trump Organization’s Fraud Case Turned the Brand Into Exhibit A

★★☆☆☆Fuckup rating 2/5

On Oct. 23, 2022, the Trump Organization was in the middle of New York’s civil fraud fight, not the separate Manhattan criminal tax case. The state’s lawsuit, filed on Sept. 21, accused Donald Trump and his company of using misleading financial statements for …

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Updated April 16, 2026 7:51 AM

Jan. 6 Panel’s Trump Subpoena Was Served, Not New, on Oct. 26

★★★★☆Fuckup rating 4/5

The House Jan. 6 committee formally issued a subpoena to Donald Trump on Oct. 21, 2022, after voting earlier that month to authorize it. By Oct. 26, Trump’s lawyers had accepted service, making that day’s development procedural rather than a fresh committee es…

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Updated April 16, 2026 7:45 AM

Trump’s movement keeps turning every mess into another court fight

★★★☆☆Fuckup rating 3/5

The broader Trump operation was spending October 27 acting like the courts were a nuisance rather than the consequence of its own conduct. The Jan. 6 subpoena fight, the New York tax case, and the Mar-a-Lago documents saga all pointed in the same direction: mo…

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Updated April 16, 2026 7:34 AM

Trump kept leaning on election-fraud claims ahead of the midterms

★★★☆☆Fuckup rating 3/5

Donald Trump repeated election-fraud claims in a June 14 statement and again at a Nov. 3, 2022 rally in Sioux City, Iowa, five days before the midterms. The record shows he was still using 2020 as a political weapon as the 2022 campaign closed.

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Updated April 16, 2026 7:31 AM

Election Lies Keep Poisoning the Trump Brand

★★★☆☆Fuckup rating 3/5

Trump’s stolen-election mythology was still doing real damage, prodding allies, deepening distrust, and keeping his post-2020 political operation trapped in fraud fantasy.

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Updated April 16, 2026 7:21 AM

The Midterms Show Trump’s Limits

★★★★☆Fuckup rating 4/5

The first post-election read on Trump was not that he was finished. It was that his endorsements still mattered, but not enough to guarantee the kind of Republican sweep he promised.

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Updated April 16, 2026 7:20 AM

Election Denial Still Wasn’t Working

★★★☆☆Fuckup rating 3/5

Trump’s insistence on replaying 2020 continued to look like a political dead end. On November 11, the post-election conversation was full of evidence that his fraud fixation had not delivered the payoff he wanted and kept generating backlash instead.

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Updated April 16, 2026 6:42 AM

Trump Organization Conviction Adds Another Legal Weight to the Brand

★★★★☆Fuckup rating 4/5

On Dec. 6, 2022, a Manhattan jury convicted two Trump Organization companies on 17 tax-related counts tied to off-the-books compensation. Donald Trump was not personally convicted, but the verdict added to the legal and reputational baggage around the business…

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Updated April 16, 2026 6:30 AM

Weisselberg’s Tax Trial Left the Trump Organization With a Damning Record

★★★★☆Fuckup rating 4/5

By Dec. 13, 2022, the Trump Organization’s criminal tax case was already over: jurors had convicted the company a week earlier, and Allen Weisselberg’s testimony had already laid out how untaxed perks were handled. The broader fight over valuations was a separ…

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Updated April 16, 2026 6:26 AM

Trump Fraud Case Stayed Open as the Record Kept Growing

★★★★☆Fuckup rating 4/5

New York’s attorney general filed a civil fraud lawsuit against Donald Trump on September 21, 2022, and by December 15 the case was still pending in court.

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Updated April 16, 2026 6:18 AM

Trump Organization conviction still shadows the brand weeks later

★★★★☆Fuckup rating 4/5

The Trump Organization’s Dec. 6, 2022 conviction was still hanging over the business on Dec. 20, with sentencing not yet imposed. A Manhattan jury convicted the Trump Corporation and Trump Payroll Corporation on 17 counts tied to a long-running compensation sc…

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Updated April 16, 2026 6:00 AM

Trump’s import shocks keep rattling the economy

★★★★☆Fuckup rating 4/5

The White House kept layering tariffs and import restrictions onto already unstable trade policy, including a new pharmaceutical tariff move and the broader surcharge framework that remains in force. The result is more uncertainty for companies, more pressure …

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Updated April 16, 2026 4:53 AM

Trump documents probe kept adding facts, not answers

★★★★☆Fuckup rating 4/5

As of Feb. 3, 2023, the Trump documents matter was still unfolding, with National Archives records and other reporting pointing back to the 15 boxes returned from Mar-a-Lago and the longer custody fight around them. Later February disclosures would add more de…

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Updated April 16, 2026 4:22 AM

The Mar-a-Lago records dispute remains unresolved

★★★☆☆Fuckup rating 3/5

By Feb. 9, 2023, the Mar-a-Lago records dispute was still open. National Archives records show the agency had received 15 boxes of materials from Mar-a-Lago in January 2022, later said some items carried classification markings, and was still releasing FOIA re…

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Updated April 16, 2026 3:34 AM

At CPAC, Haley and Pompeo tested how far a Trump critique could go

★★☆☆☆Fuckup rating 2/5

At CPAC on March 3, 2023, Nikki Haley and Mike Pompeo used careful language that AP described as veiled criticism of Donald Trump. Haley’s call for a younger generation of leadership drew Trump chants and heckling from the crowd.

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Updated April 16, 2026 3:31 AM

Trump’s ‘retribution’ pitch keeps proving the point

★★★☆☆Fuckup rating 3/5

Trump spent the weekend trying to sell himself as the Republican answer to the future, but the biggest takeaway on March 6 was how little that effort resembled a broad, governing case. The “retribution” framing, the hostility toward rivals, and the general ven…

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Updated April 16, 2026 2:25 AM

Trump’s Backers Turned the Indictment Into a Loyalty Test

★★★☆☆Fuckup rating 3/5

On April 2, 2023, Republicans rushed to cast Donald Trump’s New York indictment as political persecution, keeping the case at the center of the party’s message two days before his arraignment. The result was a defense that protected Trump in the short term but…

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Updated April 16, 2026 2:15 AM

Trump’s Indictment Keeps the GOP Stuck in a Bad Loop

★★★☆☆Fuckup rating 3/5

A week after Donald Trump’s indictment and days after his arraignment, Republicans were still shaping their 2024 politics around the case. The fight was no longer about the charge itself so much as how much distance any Republican could afford to show from Tru…

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Updated April 16, 2026 2:04 AM

Trump’s New York fraud case turns on the numbers behind the brand

★★★☆☆Fuckup rating 3/5

Donald Trump was deposed on April 13, 2023 in New York Attorney General Letitia James’s civil fraud case, a day before the story was published. The case accuses Trump, the Trump Organization, and senior executives of using inflated asset values and misleading …

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Updated April 16, 2026 2:01 AM

Trump keeps turning court fights into self-inflicted firestorms

★★★☆☆Fuckup rating 3/5

By mid-April 2023, Trump was still feeding the legal stories that were swallowing his campaign: his April 4 New York arraignment and his April 13 deposition in the state civil fraud case. The pattern was familiar — answer pressure with more pressure, and turn …

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Updated April 16, 2026 1:36 AM

Trump’s rape-trial optics hand critics a fresh round of ammo

★★★☆☆Fuckup rating 3/5

The Carroll trial’s April 26 testimony gave Trump’s critics another day to hammer him as radioactive baggage for the GOP. The stories coming out of court did not just revisit old allegations; they underscored how little Trump can do to escape them when the tri…

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Updated April 16, 2026 12:54 AM

Trump’s fundraising pitch kept leaning on the same fight

★★★☆☆Fuckup rating 3/5

Trump’s political operation kept tying money, loyalty, and conflict together in the spring of 2023, with legal trouble and campaign messaging reinforcing one another instead of separating cleanly.

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Updated April 16, 2026 12:20 AM

The Trump Brand Kept Acting Like a Business Liability

★★★☆☆Fuckup rating 3/5

Trump’s business and brand ecosystem remained tangled up with his legal and political troubles on May 30, reinforcing the sense that the family name itself had become a drag on the enterprise.

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Updated April 16, 2026 12:12 AM

Trump Stayed Off the Iowa Stage as the Documents Case Built Pressure

★★★☆☆Fuckup rating 3/5

On June 4, 2023, Trump was not in Iowa while reporting pointed to a possible charging decision in the classified-documents probe, with an indictment later unsealed on June 8 and announced by the Justice Department on June 9.

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Updated April 15, 2026 11:51 PM

White House pushes Tax Day wins while filing-season data are still moving

★★☆☆☆Fuckup rating 2/5

The White House marked Tax Day with a claim that Trump’s tax law is already boosting refunds and widening deductions, citing Treasury and IRS figures that are real but still partial. The strongest official numbers come from a filing season that had not yet fin…

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Updated April 15, 2026 11:20 PM

DOJ Spending Disclosure Shows Early Special Counsel Costs in Trump Probe

★★★☆☆Fuckup rating 3/5

A DOJ filing released July 7, 2023 said Special Counsel Jack Smith’s office and related DOJ components spent more than $9.2 million between Nov. 18, 2022 and March 31, 2023. The document is a partial-period accounting, not a full tally of the investigations.

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Updated April 15, 2026 11:01 PM

White House Tax Day pitch leans on Trump tax-cut claims

★★☆☆☆Fuckup rating 2/5

The White House marked Tax Day with a fresh argument that Trump’s tax agenda is already producing bigger refunds and lower bills. That pitch is good politics if the numbers hold, but it also locks the administration into claims that will be easy to test, and e…

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Updated April 15, 2026 11:00 PM

Trump Keeps Turning Legal Pressure Into Political Combat

★★★☆☆Fuckup rating 3/5

By July 22, 2023, Trump’s response to the classified-documents case was still to fight the case in public as much as in court. The documents indictment was already unsealed, and the legal facts were now part of the record whether he wanted them there or not.

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Updated April 15, 2026 10:04 PM

Trump’s Georgia case keeps cutting across his 2024 message

★★★★☆Fuckup rating 4/5

By Aug. 27, 2023, Donald Trump’s Georgia election-interference case had already cleared two major public milestones: the Aug. 14 indictment and his Aug. 24 surrender in Fulton County. The case stayed active as he tried to cast himself as the GOP’s law-and-orde…

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Updated April 15, 2026 10:00 PM

FEC quarterly deadline brings Trump-aligned filings back into view

★★☆☆☆Fuckup rating 2/5

The April 15 FEC deadline forced Trump-aligned committees and other political groups back onto the public record, restoring the paper trail after weeks of speculation and messaging fog. The filing date matters because it puts receipts, spending, debts, and cas…

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Updated April 15, 2026 9:54 PM

Trump’s New York fraud case was still in the waiting room on Sept. 3

★★★★☆Fuckup rating 4/5

As of Sept. 3, 2023, the New York civil fraud case against Donald Trump had not yet produced the major merits ruling that would come later in the month. The attorney general’s summary-judgment bid was pending, and the case was still being argued on the papers,…

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Updated April 15, 2026 9:53 PM

New York Fraud Case Was Already on the Clock by Sept. 4, 2023

★★★★☆Fuckup rating 4/5

On Sept. 4, 2023, New York’s civil fraud case against Donald Trump was still pending, with an Oct. 2 trial date already set and a later ruling still ahead. The attorney general’s lawsuit accused Trump and his company of inflating asset values to win better len…

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Updated April 15, 2026 9:37 PM

New York Fraud Case Was Already Pointing at a Big Trump Problem

★★★★☆Fuckup rating 4/5

By September 17, the New York civil fraud case had become the kind of looming disaster Trump could pretend not to see but not plausibly outrun. The judge had already set the trial calendar, and the state’s allegations were narrowing toward the blunt claim that…

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Updated April 15, 2026 9:32 PM

White House tax-day pitch runs ahead of what IRS data can show

★★★☆☆Fuckup rating 3/5

The White House used Tax Day to argue that Trump’s tax law is boosting paychecks and refunds. IRS filing-season data show smooth processing and higher average refunds, but they do not prove the administration’s claim that the law caused the increase.

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Updated April 15, 2026 9:24 PM

Trump’s fraud case was closing in, and the business legend was under strain

★★★★☆Fuckup rating 4/5

On Sept. 24, 2023, Donald Trump’s New York civil fraud case was nearing a liability ruling that would come two days later. The case was already putting pressure on the story Trump sells about himself: that he is a singularly successful businessman whose wealth…

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Updated April 15, 2026 9:23 PM

Trump kept fanning the grievance machine instead of calming it down

★★★☆☆Fuckup rating 3/5

As the fraud case and other legal troubles mounted, Trump’s answer was the same old accelerant: more rage, more victimhood, more public brawling. That kept the news cycle hot, but it also made him look more cornered and less presidential. On September 24, the …

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Updated April 15, 2026 9:13 PM

White House marks Tax Day with pitch for Trump tax cuts

★★☆☆☆Fuckup rating 2/5

On Tax Day, the White House and Treasury promoted Trump’s tax law with two filing-season figures: an average refund of $3,462 and a claim that 53 million filers used at least one new provision. The releases say the numbers show uptake, not that they prove high…

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Updated April 15, 2026 9:03 PM

Trump Fraud Trial Testimony Put His Loan Papers Back Under the Microscope

★★★☆☆Fuckup rating 3/5

A Deutsche Bank risk officer testified on October 11, 2023, that Trump’s financial statements were central to loans for his Doral and Chicago properties, while the bank applied its own “sanity checks” to some of the numbers. The testimony added to prosecutors’…

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Updated April 15, 2026 9:01 PM

FEC deadline puts Trump committee’s quarterly report in focus

★★☆☆☆Fuckup rating 2/5

The Federal Election Commission’s April 15 quarterly filing deadline covers activity from January 1 through March 31, and TRUMP 47 COMMITTEE, INC. is listed by the commission as an active quarterly joint fundraising committee.

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Updated April 15, 2026 8:31 PM

Judge imposes limited gag order in Trump’s Jan. 6 case

★★★★☆Fuckup rating 4/5

On Oct. 16, 2023, Judge Tanya Chutkan imposed a limited gag order in Donald Trump’s federal election-interference case, restricting attacks on prosecutors, court staff and foreseeable witnesses while still allowing general criticism of the case.

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Updated April 15, 2026 8:25 PM

Georgia threat case adds another charge to the Trump prosecution fallout

★★★★☆Fuckup rating 4/5

Federal prosecutors unsealed an indictment Monday against an Alabama man accused of leaving threatening voicemails for Fulton County District Attorney Fani Willis and Sheriff Patrick Labat. The case stems from the atmosphere around the Trump election-interfere…

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Updated April 15, 2026 8:24 PM

Trump asks Michigan court to keep him on 2024 primary ballot

★★★★☆Fuckup rating 4/5

Trump filed a Michigan court challenge seeking to stop Secretary of State Jocelyn Benson from leaving him off the state’s 2024 Republican presidential primary ballot while a separate 14th Amendment fight moved through the courts.

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Updated April 15, 2026 8:17 PM

Trump fraud case keeps biting as the court fight drags on

★★★★☆Fuckup rating 4/5

By Nov. 5, 2023, Donald Trump’s New York civil fraud case was still producing fallout from earlier orders: Judge Arthur Engoron had issued a limited gag order on Oct. 3, and on Oct. 20 he fined Trump $5,000 after finding a version of the offending post remaine…

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Updated April 15, 2026 8:02 PM

Trump Media’s own filings kept warning about Trump as a risk factor

★★★☆☆Fuckup rating 3/5

Trump Media and Technology Group’s disclosure machinery kept treating Trump’s legal and political baggage as a business risk, which is a brutal thing for a company built around his brand. The screwup is not just reputational; it is that the company’s value pro…

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Updated April 15, 2026 8:00 PM

Trump Fraud Case’s Bigger Problem Was Already On The Record

★★★☆☆Fuckup rating 3/5

By Nov. 14, 2023, the New York fraud case against Donald Trump was not producing a new merits ruling. The key liability decision had already been entered on Sept. 26, and the later procedural fights over gag orders and contempt came in separate orders issued a…

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Updated April 15, 2026 7:40 PM

Trump’s Campaign Kept Running Into His Court Calendar

★★★★☆Fuckup rating 4/5

By Nov. 26, 2023, Donald Trump’s White House bid was increasingly shaped by the grind of his legal fights, which were consuming money, time and attention even as he stayed dominant in Republican politics.

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Updated April 15, 2026 7:11 PM

Trump’s Iran Narrative Keeps Running Into Its Own Timeline

★★★☆☆Fuckup rating 3/5

The White House says its Iran objectives were clear and unchanging, but the April 1 statement and later reporting leave a messier record: a war message that shifted between destruction, deterrence, and winding down.

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Updated April 15, 2026 6:51 PM

FEC deadline puts Trump’s money machine under the glare

★★★☆☆Fuckup rating 3/5

April 15 is the day Trump-aligned committees have to stop talking in slogans and start filing the receipts. The FEC deadline doesn’t prove misconduct by itself, but it does force the campaign, party, and allied groups into the same public accounting system eve…

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Updated April 15, 2026 6:35 PM

January 6 is still haunting Trump’s campaign

★★★★☆Fuckup rating 4/5

The first week of 2024 did not let Trump escape the Jan. 6 fallout. The legal and procedural machinery built around his effort to overturn the 2020 election was still moving, and that meant his campaign began the year under a cloud of unresolved institutional …

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Updated April 15, 2026 6:16 PM

Trump turns another legal loss into a grievance machine

★★☆☆☆Fuckup rating 2/5

A New York judge ordered Donald Trump to pay nearly $400,000 in legal fees after dismissing his lawsuit against The New York Times and three reporters. The ruling added to a pile of legal setbacks his political operation was already trying to recast as proof o…

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Updated April 15, 2026 6:00 PM

FEC quarterly deadline puts Trump-linked filings on record

★★☆☆☆Fuckup rating 2/5

The April 15 quarterly filing deadline forced Trump-aligned committees back onto the public books, turning fundraising talk into formal disclosures. The basic event is routine, but the political effect is not: every report is a chance to test whether the Trump…

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Updated April 15, 2026 5:45 PM

Trump’s ballot fight was already in the Supreme Court by late January

★★☆☆☆Fuckup rating 2/5

By January 27, 2024, the Trump ballot-eligibility fight had moved from state rulings to the U.S. Supreme Court. Colorado’s top court ruled on December 19, 2023, that Trump was disqualified under Section 3 and should be excluded from the state’s 2024 presidenti…

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Updated April 15, 2026 5:23 PM

Illinois Ballot Challenge Still Puts Trump on Defense

★★★☆☆Fuckup rating 3/5

The Illinois ballot fight was still headed through court on Feb. 5, 2024, after the state elections board had voted Jan. 30 to keep Donald Trump on the March primary ballot and said it lacked authority to decide the Section 3 issue itself. The challenge kept t…

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Updated April 15, 2026 5:04 PM

Judge Hands Trump a $355 Million Fraud Wrecking Ball

★★★★★Fuckup rating 5/5

A New York judge ordered Donald Trump and his company to pay hundreds of millions in penalties after finding a yearslong pattern of fraud in his financial statements. The ruling also bars Trump from serving as an officer or director of any New York company for…

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Updated April 15, 2026 4:48 PM

Trump’s 2024 cash picture was already warped by legal bills

★★★☆☆Fuckup rating 3/5

March and early April 2024 campaign-finance reports showed Trump’s operation spending heavily on legal fees while Biden and Democrats held a much larger cash advantage. The filings also made the timing plain: some figures reflected February activity reported i…

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Updated April 15, 2026 4:18 PM

Trump’s Rome rally starts with a Biden stutter jab and rolls on to immigration and Gaza

★★☆☆☆Fuckup rating 2/5

At his March 9 rally in Rome, Georgia, Trump mocked President Joe Biden’s stutter early in the speech, then moved on to immigration, the border, Gaza and other campaign themes.

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Updated April 15, 2026 3:57 PM

Trump lawyers tell court a full bond on fraud judgment is out of reach

★★★★★Fuckup rating 5/5

Trump’s lawyers told a New York appellate court on March 18, 2024, that securing a full bond for the fraud judgment against him was not possible after efforts with more than 30 surety companies and underwriters came up empty. The filing put his ability to meet…

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Updated April 15, 2026 3:28 PM

Trump’s New York Fraud Case Still Meant Real Money Pressure on March 28

★★★★☆Fuckup rating 4/5

Donald Trump’s New York civil-fraud case was still a live financial problem on March 28, 2024, but the posture had already shifted two days earlier: a state appeals court had reduced the bond required to pause collection while the $454 million judgment was app…

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Updated April 15, 2026 2:26 PM

Trump Asks Judge to Cut Two More Georgia Counts

★★★★☆Fuckup rating 4/5

On April 24, 2024, Donald Trump’s lawyers asked Fulton County Superior Court Judge Scott McAfee to dismiss two charges in the Georgia election-interference case. The filing came one day before the Supreme Court’s April 25 oral argument on Trump’s federal immun…

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Updated April 15, 2026 2:16 PM

Trump was already spending campaign time on the hush-money trial

★★★★☆Fuckup rating 4/5

Donald Trump’s Manhattan hush-money trial was already underway on April 28, 2024, after jury selection began on April 15. The case was forcing him to split attention between the campaign trail and a criminal proceeding tied to the 2016 election.

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Updated April 15, 2026 1:55 PM

Big Oil’s Trump Love-In Keeps Getting Grosser

★★★☆☆Fuckup rating 3/5

A report circulating on May 8 showed oil industry players drafting Trump-friendly executive-order language and thinking in terms of a first-day agenda. That is a problem for Trump not because he likes energy independence, but because the optics are blatant: a …

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Updated April 15, 2026 1:55 PM

Bruce Garelick convicted in Trump Media merger insider-trading case

★★★☆☆Fuckup rating 3/5

A federal jury convicted former DWAC board member Bruce Garelick on May 9, 2024, in the insider-trading case tied to Trump Media’s planned public-market debut. The verdict centered on trades and tips tied to nonpublic merger information.

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