100 Days of Trump: 100 Insane Moments

We’ve compiled 100 of the most outrageous and pathetic Donald Trump moments from his first 100 days. These are in rough order of insanity.


100. Trump instructed female staff to “dress like women.”

99. Trump got racist.

98. Trump pretended to drive a truck.

97. Trump promised the Keystone XL pipeline would be made exclusively with U.S. steel. It won’t be.

96. Trump sent “Kush” to Iraq.

95. Trump bragged about watching less television about himself: “I never thought I had the ability to not watch what is unpleasant, if it’s about me. Or pleasant. But when I see it’s such false reporting and such bad reporting and false reporting that I’ve developed an ability that I never thought I had . . . .”

94. Trump shook a lot of hands like an alien.

93. Trump began campaigning for the 2020 election within one month of taking office, holding rallies in cities across the U.S.

92. Trump refused to utter a single word about a terrorist attack in Quebec.

91. Trump nominated an unqualified doctor to run HUD who — by his own admission — was unfit to lead any government organization.

90. Trump confused a Fox News story about immigration in Sweden with a terrorist attack.

89. Trump refused to shake German Chancellor Angela Merkel’s hand.

88. Trump lectured CIA officers about his personal accomplishments and electoral victory while giving a speech in front of the wall of fallen officers when visiting CIA headquarters.

87. Trump frequently lied about the size of his electoral college win. When called out publicly on the lie he responded, “Well…I was given that information.”

86. Trump’s executive order regarding sanctuary cities was blocked by a federal court and Trump went full Hollywood.

85. Trump claimed drugs were cheaper than candy.

84. Trump continued the never-ending search for validation.

83. Trump proclaiming to be both a globalist and a nationalist.

82. Trump’s press secretary demanded staffers’ cell phones for a surprise inspection to see who was leaking information to reporters.

81. Trump tried to argue something about Snoop Dogg.

80. Trump randomly referred — in classic non-sequitur form — to a Democratic party debate from a year earlier.

79. Trump’s inauguration as described by George W. Bush: “That was some weird shit.”

78. Trump demanded Chris Christie eat meatloaf.

77. Trump regularly corralled the press in one room at his private clubs and had the windows blacked out so the press couldn’t see what he was doing. (Read: playing golf.)

76. Trump crowed about no administration accomplishing more in their first 100 days, but then called it a ridiculous standard.

75. Trump proclaimed the media was covering up terrorist attacks.

74. Trump issued a disastrous threat to impose tariffs on goods coming in from Mexico that he was quickly forced to move away from.

73. Trump issued constant promises to buy American and hire American despite him eschewing those principles himself for decades.

72. Trump’s wife, Melania, spoke for America for a brief moment at Trump’s inauguration.

71. Trump had to pause a phone call with Russia mid-conversation to learn about a nuclear treaty between the nations.

70. Trump referred to the Japanese prime minister as “Prime Minister Shinzo.” (This would be like the prime minister calling Trump, “President Donald.”)

69. Trump has advanced no movement on a promised $1 trillion infrastructure bill.

68. Trump press secretary Sean Spicer denied that Hitler ever used chemical weapons, seemingly forgetting about gas chambers.

67. Trump said, of himself, “Number one: I am the least anti-Semitic person that you’ve ever seen in your entire life. Number two, racism. The least racist person.” (Trump has previously been fined for racial housing discrimination.)

66. Trump counselor Kellyanne Conway described a non-existent Bowling Green massacre on numerous occasions.

65. Trumped confused (or was unaware of the difference between) Kim Jong-un and Kim Jong-il, and referred to the North Korean leader as a “gentleman.”

64. Trump nominated a climate change denier to the EPA, the American organization most responsible for monitoring and slowing climate change and pushing regulations toward the same.

63. Trump accused Senate minority leader Chuck Schumer of hiring an acting coach to squeeze out “fake tears” over immigration ban.

62. Trump saw his HUD Secretary refer to slaves as immigrants.

61. Trump picked fights with uber-conservative House Freedom Caucus members he needs to pass virtually any legislation.

60. Trump boasted about having the best television ratings since 9/11.

59. Trump asked a black journalist— the well-respected April Ryan — if she would set up a meeting between him and the Congressional Black Caucus and inquired, “Are they friends of yours?”

58. Trump congratulated a despot — in a country where Trump has property — for rigging an election and consolidating more power.

57. Trump’s attorney general referred to a federal judge in Hawaii as just someone “sitting on an island in the Pacific.”

56. Trump hung up on Australian Prime Minister Malcolm Turnbull.

55. Trump had his Secretary of State travel to Asia with no U.S. media (and then saw that Secretary of State leave meetings with South Koreans early).

54. Trump’s top choice to succeed Mike Flynn as National Security Advisor, Vice Admiral Robert Harward — a principled, smart, well-accomplished and sane man — passed on the gig, reportedly calling the offer a “shit sandwich” considering the company he’d be forced to keep.

53. Trump nominated a man to lead the Department of Energy who both wanted to eliminate the department and didn’t understand what the department did.

52. Trump went full Bernie Mac in Head of State admitting he had no idea what NATO was.

(For reference:)

51. Trump needed Merkel to explain 11 times why Germany and the U.S. could not do a trade deal directly.

50. Trump took credit for 227,000 new jobs that were actually from Barack Obama’s last month in office.

49. Trump started a trade war…with Canada…over lumber…in a move likely to increase home prices by thousands of dollars where the lumber is used and likely to cost some American construction workers their jobs.

48. Trump appointed someone — Sebastian Gorka — as a national security aide who was involved with a far-right group in Hungary that even the State Department believes was under Nazi direction in WWII. (Yes, our 48th craziest Donald Trump moment is putting a Nazi sympathizer or outright Nazi in a very prominent role in the White House.)

47. Trump bombed Syria, did little to no damage, and intentionally missed debilitating runways.

46. Trump forgot what country he ordered be bombed, but remembered “the most beautiful piece of chocolate cake that you’ve ever seen.”

45. Trump’s team loved alternative facts.

44. Trump produced a never-ending string of perjurious Cabinet-nominees.

43. Trump tried to explain uranium.

42. Trump surrounded himself with idiots.

41. Trump watched way too much cable news.

40. Trump waged Twitter wars with everyone from his own intelligence community to Arnold Schwarzenegger.

39. Trump saw his team engage in ethical violations and bipartisan public rebukes stemming from them urging people to buy Ivanka’s products.

38. Trump appeared to be communicating directly (or virtually directly) with Rep. Devin Nunes (R-CA), who was set to investigate Trump-Russia connections, before Nunes was forced to step down.

37. Trump saw Spicer — after the FBI began investigations — claim that his one-time campaign manager, Paul Manafort, had a limited role with the team, despite evidence (and common sense) to the contrary.

36. Trump called his National Security Advisor — a man with zero economic policy experience — in the middle of the night to ask whether a strong dollar or weak dollar was better for the U.S.

35. Trump left bare huge swaths of government, grinding many departments and agencies to a halt, including segments of the executive branch.

34. Trump struggled focusing on lengthy memos, but had strong opinions about the softness of Air Force One towels, as well as the curtains and phone system in the Oval Office.

33. Trump spent excessive amounts of time on vacation and playing golf despite excoriating Obama for taking far less time doing either.

32. Trump continued surrounding himself with an endless supply of pro-Russian individuals, including a Secretary of State with no government experience.

31. Trump, instead of draining the swamp, filled it with cronies, Wall Street executives and political donors.

30. Trump assaulted the free press at every opportunity in an effort to discredit them.

29. Trump saw his promise of a super-secret 30-day plan to eliminate ISIS come and go with nothing changed.

28. Trump nominated an Education Secretary so unqualified and incompetent that the Vice President had to break a tie of a would-be Cabinet member for the first time in the nation’s history. (At her confirmation hearing, Betsy DeVos advocated for guns in schools because of the risk of bears and couldn’t seem to understand basic questions about federal education laws or education strategies. Her family did donate millions of dollars to many current senators, however.)

27. Trump saw a net-approval rating hit negative digits 7,000 percent faster (not an exaggeration) than any president in over a generation.

26. Trump violated 5 CFR 2635.702 when the State Department published de facto advertisements for the president’s private business ventures, namely Mar-a-Lago.

25. Trump put Steve Bannon — a political operative — on the National Security Counsel — a decidedly and historically apolitical entity for presidents on both sides of the aisle.

24. Trump did not even realize he was putting Bannon on the NSC when he signed the executive order.

23. Trump blamed paid protesters for the anti-Trump rhetoric and rallies despite the lack of any proof.

22. Trump issued a “Contract with the American Voter” for the first 100 days. It said, in part, “I will direct the Secretary of the Treasury to label China a currency manipulator.” But…

21. Trump, in acts blatantly violating anti-cronyism laws and earlier statements, officially added daughter Ivanka and son-in-law Jared to the White House team, including providing office space for each.

20. Trump saw constant reports of in-fighting between Bannon, Kushner and chief of staff Reince Preibus (and everyone else, apparently).

19. Trump had Spicer, for his first official duties, lambaste the media for failing to report the photo on the right had more people in it than the photo on the left, among other crazy assertions.

18. Trump failed — BIGLY — at jamming an awful Obamacare repeal bill through.

17. Trump’s Muslim Ban fell flat on its face twice. The executive order was blocked by federal courts in part due to Trump’s prior rhetoric on the true purpose of the travel restrictions. Trump then characterized the decisions as being made by “so-called” judges.

16. Trump attempted to have his 36-year old son-in-law fix everything from Middle East crises to health care despite having a background solely in finance.

15. Trump admitted the presidency was harder than he thought it would be. He admitted that it’s harder to be president than a television show host.

14. Trump allowed the dropping of an extremely expensive bomb — the largest non-nuclear weapon in the world — to target a handful of low-level terrorists.

13. Trump’s White House leaked more than an 90-year old corroded pipe.

12. Trump made Bannon — an “alt-right” nationalist nutjob — Chief Strategist.

11. Trump introduced a tax plan that will save him and his rich buddies (and colleagues) millions of dollars each. However, the administration can’t guarantee the middle class won’t be stuck with a tax hike.

10. Trump continued to refuse to turn over his tax returns, leaving millions of Americans to wonder about Trump’s many potential conflicts of interest.

9. Trump panicked and conducted a diplomatic (and possibly classified) meeting in the middle of the Mar-a-Lago dining room with Japanese officials after North Korea unexpectedly tested missiles.

8. Trump claimed — despite zero evidence — that millions of illegal votes and voter fraud cost him a popular vote victory and demanded a recount…of an election he won. (He blamed, in part, people registered in multiple states, though Bannon, one of Trump’s daughters and his Treasury Secretary meet those criteria too.)

7. Trump allowed American taxpayers to spend hundreds of thousands of dollars a day in added security costs to allow wife Melania and son Barron to continue to live in New York City.

6. Trump, casually over dinner, approved a disastrous raid in Yemen that resulted in a member of SEAL Team 6 being killed, an eight-year old American citizen being killed and little to no intelligence being recovered. Trump then blamed Obama for the mission.

5. Trump, daily, continued to move America closer to engaging militarily with North Korea, setting up a potential global conflict.

4. Trump violated the Emoluments Clause in a variety of ways and profited a ton of money on the backs of American taxpayers.

3. Trump accepted Flynn’s resignation, but immediately blamed the media. Flynn, fired by Obama, was brought on by Trump and elevated to an extraordinarily important position, National Security Advisor. Flynn managed to hold the job for less than four weeks. He is currently being investigated by the FBI for crimes that would seem to rise all the way up to treason.

2. Trump got delusional and paranoid.

  1. Trump is being investigated for crimes that would rise all the way up to treason. A sitting president is being investigated for colluding with a foreign nation to swing an election. Since FBI Director James Comey’s testimony, the FBI’s vice grips seem to be tightening around a number of associates close to Trump. This is easily the wildest thing in Trump’s first 100 days and one of the craziest things to happen to a sitting president in generations, if not ever, considering the subject of the investigation.

Again, it’s only been 100 days.

100 days in, 1362 to go


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