Trump claims a peace deal with Iran is coming any second, but he's been saying that for months. Jon Stewart takes a look at Trump's unimpressive track record as a negotiator, despite being the self-proclaimed best negotiator in the world, and pulls back the curtain on the president's "Art of the Deal" as merely the art of trolling. Plus, the Freedom 250 concert is falling apart as more and more headliners pull out, and TDS News Team alum Olivia Munn stops by to offer Jon Stewart a heartfelt tribute that was definitely not meant for Stephen Colbert.The first of Kimmel's video descriptions in said "they’re also lining up entertainment for the “Great American State Fair” and the lineup is shaping up to be a real dud," but it's even more of a dud now that acts are pulling out. I'm surprised by Bret Michaels pulling out, as he was a winner on Celebrity Apprentice. Nope, that wasn't enough. On the other hand, Vanilla Ice staying is on brand. I'm not sure what to make of Freedom Williams other than he just wants to perform and doesn't care who for. Oh, and the agent being Jeff Epstein, but not that Jeffrey Epstein — HA! You can't make this stuff up!
Speaking of making stuff up, Donald "Pervert Hoover" Trump repeatedly asserting that the U.S. and Iran are close to making a deal is an example of, among other things, his belief in the power of positive thinking, which I wrote about in CBS canceling 'The Late Show with Stephen Colbert' is enough to drive one to drink on National Daiquiri Day and repeated in 'SNL' examines Tom Homan replacing Greg Bovino in its cold open and Weekend Update.
The problem is that Hoover Cleveland was a follower of Norman Vincent Peale, who wrote The Power of Positive Thinking. Politico expanded on this.He's also finding out that he can't bully the Iranians and he doesn't know what to do about it except keep hoping for a good outcome.Donald Trump is a self-help apostle. He always has tried to create his own reality by saying what he wants to be true. Where many see failure, Trump sees only success, and expresses it out loud, again and again.His wish might just come true. This works on the social environment, but not the physical and biological environment; it failed to work on the virus during the pandemic. He couldn't bully a virus.
Colbert being cancelled is not a good outcome, but at least The Daily Show's audience was treated to the funniest thing I've seen Olivia Munn do in response to it (no, I never watched her when she was a correspondent, and her SAG nominations announcement comes close). I guess her new husband Jon Mulaney is rubbing off on her, pun intended.
It wouldn't be a closer look without Seth Meyers, so here is Trump’s Online Meltdown After Jan. 6 Slush Fund Blocked, Artists Bail on Freedom 250: A Closer Look.
Seth takes a closer look at Trump lashing out with social media posts including attacks on judges, political rivals and the pope.Yes, it's bad when the surviving member of Milli Vanilli quits. I guess Pervert Hoover didn't know or care that they were fakes. After all, his pardons make him look like he's O.K. with (some) fraudsters.
As for the January 6th "Anti-weaponization" fund being blocked, yay! That's good news right up there with Kennedy Center will remain open and have Trump's name removed.
I close with Jimmy Kimmel's monologue, Trump's Concert Turns Into Total Disaster, He Brags About Health Exam & Spencer Pratt's Mayoral Ads.
Today is the first day of June and our nation's newscasters can’t believe it, almost every artist who was announced for Trump’s Great American State Fair has dropped out or said they never agreed to be part of it, a federal judge ruled that Trump’s name had to be removed from The Kennedy Center, Trump granted his daughter-in-law Lara an interview that included a tour of the construction site/UFC arena he’s living in right now, he is still very proud of the word “Dumocrat” that he made up, he took some time to brag about his “extremely good” health report, the primary elections here in California are tomorrow and while Spencer Pratt is a ridiculous choice for Mayor of LA, you have to admit - he makes some pretty good ads!I don't recall hearing people saying "June" that much on The Handmaid's Tale and it's the lead character's name!
As for Pervert Hoover bragging about acing a cognitive test, again, it isn't the flex he thinks it is. Both Seth and Jimmy pointed out that it's a sign that his behavior is concerning his doctors. It's also not an IQ test, even if Pervert Hoover thinks it is.
Today's primary election in California looks interesting. If this blog hadn't passed its page view goals for June early this morning, I would have covered them for a topical post tomorrow. Instead, I'll wait until I start writing about the general election, which won't be until August.
On the topic of topical posts, the next time I write one of a summary of monologues should be Tuesday, June 30th, so I can share it in July. I have a couple of social media shares of posts featuring late-night talk show hosts I haven't included in a retrospective, so follow over the jump for those.

Colbert, Meyers, and Stewart take closer looks at sending troops to Portland and medbeds earned 1 comment (tied for most during year) on 23 views, 19 viewers/reach, 4 interactions, including 2 likes/reactions and 1 share, and 1 link click on Facebook.

'The Daily Show' on Trump talking about canceling elections plus Bad Bunny at the Super Bowl and GRAMMYs earned 3 reposts (tied for most during month of February), 2 likes, 1 reply, and 1 save (most during month of February and year) on Bluesky. One of the reposts earned 2 likes, 1 repost (tiebreaker), and 2 replies in 1 thread.
That's a wrap for today. Stay tuned for an evergreen educational entry tomorrow.
Previous posts in this series
- Happy Nowruz and happy 15th birthday to Crazy Eddie's Motie News
- Stats for the 15th year of Crazy Eddie's Motie News on Flashback Friday
- Silly and serious closer looks on gas prices, a driving update
- My Saturn Awards votes and predictions vs. the winners
- J.D. Vance gets the 'Last Week Tonight' treatment
- SciShow's '7 Of The Weirdest Fossil Forgeries Ever,' an April Fools holiday special for Wayback Wednesday
- The 1969 Cavaliers playing 'The Ten Commandments' for a drum corps Flashback Good Friday/Passover, a holiday special
- SciShow explains 'Why Geologists Lick Petrified Poop,' a Saturday science special
- 'Star Trek' Easter eggs on First Contact Day
- Randy Rainbow sings 'Not What They're Paid For,' a Tuneful Tuesday special
- PBS Terra warns 'A Hidden Antarctic Tipping Point May Have Just Been Triggered' for Wayback Wednesday
- Peaches and carrots, food history from Vox for Throwback Thursday
- The rise and fall of Boston Market, a tale of the Retail Apocalypse for Flashback Friday
- Bloomberg Television explains 'How Gen Z Is Bringing Back The Mall,' a tale of the Retail Apocalypse
- Shane Campbell-Staton says 'I Visited America's Poison Sea' for Wayback Wednesday
- Howtown explains why 'The Moon's origin story doesn't add up' for Throwback Thursday
- SciShow on 'Here's Why Personality Tests ALWAYS Work*' for Flashback Friday
- 'Bankrupt - Sbarro' by Bright Sun Films, a tale of the Retail Apocalypse
- 'Sally' leads Science and Technology Documentaries at the News & Doc Emmy Awards
- 'Secrets of the Penguins' leads Outstanding Nature Documentaries at the News & Doc Emmy Awards for Earth Day
- Storied explains 'How English Took Over the World' for English Language Day
- 'Underdogs' earns four News & Doc Emmy Award nominations
- 'Songs from the Hole' leads arts and culture documentaries at the News & Doc Emmy Awards
- Wayback Wednesday Déjà Vu as Melania and Donald Trump call for Kimmel to be fired
- Meyers, 'The Daily Show,' Kimmel, and the Marsh Family take closer looks at the royal visit
- Boston Crusaders 'Animal Farm' for a drum corps May Day
- 'SNL' opens with a Hegseth-Patel press briefing about Iran war and FBI
- 'Andor' earns a Hugo nomination for Revenge of the Sixth on Wayback Wednesday
- 'Prime Minister' leads nominees for Outstanding Politics and Government Documentary at the News & Doc Emmy Awards
- 'Katrina: Come Hell and High Water' leads social issue documentaries at the News & Doc Emmy Awards for Flashback Friday
- Howtown asks 'What do other animals think of human music?'
- Virginia Tech student discovers new "murder muppet" dinosaur for Wayback Wednesday
- The return of cursive for Throwback Thursday
- 'The Stringer' leads nominees for Outstanding Investigative Documentary at the News & Doc Emmy Awards for Flashback Friday
- 5.5 million bees in New York cemetery for World Bee Day on Wayback Wednesday
- 'Last Week Tonight' asks 'Ayn Rand - How Is This Still A Thing?' for Throwback Thursday
- Bizarre Beasts explains 'What Both Doomed & Saved The Galápagos Giant Tortoises' for International Day for Biological Diversity on Flashback Friday
- Vietnam War and Hurricane Katrina subjects of leading nominees for Outstanding Historical Documentary at the News & Doc Emmy Awards
- 'Love + War' at the News & Doc Emmy Awards for Wayback Wednesday
- 'The Strike' leads Outstanding Crime and Justice Documentary at tonight's News & Doc Emmy Awards for Throwback Thursday
- Laugh at the news from the last week of May 2026 with Jimmy Kimmel for Flashback Friday
- John Oliver examines Trump's pardons on 'Last Week Tonight'
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