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Best & Worst Moments from Trump's WH Correspondents' Dinner Speech

Elex Michaelson July 26, 2026 16m 3,258 words
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About this transcript: This is a full AI-generated transcript of Best & Worst Moments from Trump's WH Correspondents' Dinner Speech from Elex Michaelson, published July 26, 2026. The transcript contains 3,258 words with timestamps and was generated using Whisper AI.

"all of the time and you can be very difficult you can be very very difficult people but i'm probably being a little bit oversensitive sometimes i really do think that some of you don't like me in fact i read a report i get 93 negative publicity 93 so how the hell did i win the election by so much..."

[0:00] all of the time and you can be very difficult you can be very very difficult people but i'm [0:06] probably being a little bit oversensitive sometimes i really do think that some of you [0:12] don't like me in fact i read a report i get 93 negative publicity 93 so how the hell did i win [0:21] the election by so much think of it i don't think that's true i can't believe it's 93 in the 80s [0:28] maybe but not 93 but this place is the really the largest group of trump derangement syndrome [0:38] people ever put together at one time i suspect joining me now to react is alicia kraus conservative [0:47] commentator and op-ed writer for the washington examiner and will rollins former federal [0:51] prosecutor and former democratic u.s house candidate welcome back to both of you um this whole thing was [0:58] a little odd because of the shooting at the last one i was there for that in in washington much [1:03] smaller crowd sort of the elephant in the room and something the president addressed watch from the [1:11] earliest moments after the attack on our dinner last april i knew we had to reschedule this event [1:18] as soon as possible we had to do it very quickly and we met very quickly and we figured something [1:24] out but the attempted mass murder at the washington hilton that's what it could have been was an assault [1:30] in our democracy itself very serious situation many of you were there with me and some showed extreme [1:38] bravery like pete egg set steve miller tom holman really they were standing on tables and most of [1:47] you were under the tables okay but so that was his way of sort of nodding people he did [1:56] have a lot of classy moments um where he sort of celebrated some of the journalists in the room and [2:02] said said nice things um said that he would have given a tougher speech back then but because of [2:06] that he was a little nicer to people but there were moments where you saw a coming together i just [2:11] i don't know maybe it's because i work with adam carolla and some other great comedians a few times [2:15] a week now but it's like there's so many missed opportunities it's like when i tune into snl i'm like [2:19] maybe i'm remembering the good old days of snl of like will ferrell kirsten wig like those types of [2:24] people and i like can it be funny can it be funny and then it ends up not being funny and i feel like i wasted [2:29] my time this is kind of like what that was like there are so many liners like as a mom of four [2:34] with the toddler a three-nager now he could have been like you know caroline she has two kids at [2:38] home that are under two years old you guys are more annoying to her than her whiny toddler like [2:43] they're just lines that should write themselves that could have been delivered that i feel like [2:48] he kind of missed out on well to his credit he does he does have some good jokes in there but i think [2:52] part of the reason it's gotten less funny over the years is because they've taken away the comedians [2:57] from the white house correspondence dinner because he got pissed off when michelle wolf roasted him [3:01] and all the prior presidents were willing to sit there and take some jokes right he can dish it out [3:06] but he just can't take it and it's too bad because he is funny a lot of the time not all of it but he [3:11] does he seemed especially funny when it was clear he was reading off of the prompter some jokes that [3:17] likely were written for him including this one about the secretary of health and human services [3:22] robert f kennedy jr i hope that everyone finally got to enjoy their entire very delicious beef tenderloin [3:32] very special beef and i want you all to know that bobby kennedy is right here personally ran over the cow [3:40] in his car and so it's very fresh of course that is an incident to bobby kenny actually running over [3:53] animals in the past in his car joke is a hint of truth like everybody more than a hint do you do a [4:00] one with a raccoon that's my question i don't know how you how you've marinated that yeah i still don't [4:04] know he referenced the raccoon as well as part of this see that was the funny part but then he would [4:10] go off script and then do these long sort of meandering takes that did not necessarily work [4:17] in the room this ain't his crowd this ain't his crowd no offense y'all ain't his crowd like i don't [4:21] know that he there's anything that he could do i i think he could actually be very funny but i don't [4:26] think that there's anything that the president could have done to make that crowd like slap their knee [4:32] laugh out loud they laughed at bobby kenny because it was a joke at bobby's expense i think if there's [4:39] any joke at the expense of the audience who's actually there there's very few professionals who can make [4:44] that work well speaking of that there was a moment uh of course when barack obama was president was [4:49] on stage and he got a lot of laughs for making fun of donald trump and donald trump was in the in the [4:56] room that's been played over and over again there's been so much speculation that that was the thing [5:00] that made donald trump run for president trump said not true there's one time in particular when [5:09] barack hussein obama hosted it do you know who that is and he hit me hard but actually he hit me [5:17] with respect and i have watched this clip thousands of times they keep playing it because they think [5:21] that was evening i decided to run for president it was not in fact i loved the evening i looked at my [5:28] wife i said can you believe in all these people that's all they're doing is talking about me i love [5:32] this dinner well i i definitely believe that i think um you know the issue is he is actually funny at [5:40] times right and judd appetizer very funny his theory of who wins presidential elections is the funniest [5:46] candidate wins i think the problem for president trump is he just cannot take a joke right so he [5:52] can give it out but he just won't have a comedian come back in and roast him and i think if he had [5:56] some self-deprecation he actually could win people in the middle i'm not somebody who just says everything [6:01] that he does is wrong i agree with some of the things that this president does and had i been elected [6:06] would have tried to actually get something done in a bipartisan way with him but that part of his [6:11] personality just isn't it i think i think that we are so used to barack obama can be funny george w [6:17] bush we were saying off air like the guy is very funny he has that kind of like gift of of bringing [6:23] light to situations i've heard that from numerous people and people that worked with him but i think [6:27] that we're forgetting and i'm old enough to remember the lauding and the praise and the groveling [6:33] of comedians and of hollywood and of the media of any time there's a democrat in office so then when [6:40] they maybe self-depreciate once or or twice we're like oh yay good for them but they were on every [6:46] single cover of every magazine on every single night show with like jimmy kimmel and colbert and [6:50] all these people telling him how wonderful he was even when he wore the brown suit and so i think that [6:55] in trump's defense he's kind of used to everybody hating him and he's like why do i got to be nice to [7:00] you guys i'm gonna say what i want to say well and but yet this time for the first time in a long time [7:04] decided to go at all uh and he sort of talked about his relationship with the press including [7:11] how good he's been for some in the media you people have no idea how lucky you are when i'm [7:18] gone you're all going to be broke your business model is going to be finished no it's true when [7:24] i'm not around you're going to be broke there's not going to be anybody to report on nobody gives [7:29] a damn about anybody else i mean there kind of is some truth there you look at the numbers yeah i [7:38] mean presidents have had right fraught relationships with the media this media has had a very interesting [7:43] relationship with this particular president but i will say the criticism that he's lobbed at them [7:48] back makes you wonder why the guy got involved in politics in the first place and i think on a more [7:52] serious note you know he can tell all the jokes he wants at this correspondence dinner but when you go [7:57] when you go out and have the justice department subpoena reporters or you really personally [8:01] criticize reporters to such a degree that you're trying to intimidate them and you're worried about [8:05] actually free and fair criticism that all presidents have had to endure that's something that's a [8:10] little bit more serious that i think that you know should be called out and that he needs to as the [8:16] leader of the free world actually back up with words and deeds well i talked about jack smith tonight [8:20] called him a bad prosecutor said a lot of very mean things about caitlin collins our colleague here [8:27] on cnn made fun of jake tapper uh tonight made fun of other reporters that had won awards and we [8:33] saw in the room as he did that we saw some cutaways of the crowd sort of silent and uncomfortable in [8:38] this room um these were certainly not lines meant for the people in this room maybe it is for some [8:45] folks uh outside of the room this is some video of owes the mentalist who uh had to perform at like [8:51] one o'clock in the morning now it was like 11 o'clock at night because this thing went so long [8:55] um but he was the choice watches everything yes that that you know loves talking to reporters [9:07] in a way that certainly joe biden never did for sure at least the guy is available to you and [9:12] transparent right compared especially compared to past administrations well available and transparent [9:17] are not always the same thing those are not always the same more true but he's he's definitely more [9:25] transparent than the biden administration and i would even argue he speaks more to the media [9:28] than the biden administration i would even argue the obama administration i mean obama is a guy and [9:33] i don't know if i have an nda or not but i remember in another in a past life when i worked in talk radio [9:38] him threatening conservative news organizations and and mocking talk radio hosts and conservative [9:45] bloggers and all of these things and saying fine when i'm president i'm never going on your show if [9:49] you let this person keep talking about me that way it is i'd agree that is wrong a free and fair [9:54] press first amendment is something i advocate for all the time including on you know liberal college [9:59] campuses where they want to shut me up every single semester but i think that it is we can't you know [10:04] it's it is both sides do this and unfortunately the left often does it much much more well i think [10:10] both both sides definitely should engage with each other more and i i give you credit for going on to [10:15] campuses that are hostile right i mean we need more of that i give a lot of pete credit for going on [10:19] going on to fox right where a lot of democrats won't go on to fox like we need more dialogue [10:23] like that i do think when it comes to press though and leadership there's comedians right and then [10:28] there's the president of the united states and when you attack the media the way that the president of [10:32] the united states is doing it that sets a tone for the whole country and leadership in government right [10:37] i'm all for stand-up comic specials like funny people going and roasting at the correspondence dinner [10:43] but for the president to attack the media the way that he has again and again it's it's not a great [10:48] tone to set for the leader of the free world and we can keep comedy to be comedy and politics [10:54] a little bit maybe more normal right well jokes are one thing but but sort of there are some moments [11:00] where there there were no laughs that went with the lines uh and those are some of them that are [11:05] concerning at a moment that is so fraught for the media for so many different reasons based off of [11:09] what's happening in our business you got jeff mason is bloomberg's white house correspondent he's the [11:14] former president of the white house correspondence association which means he has run these dinners [11:20] in the past he joins us live from washington after attending the dinner it's late at night now thank [11:27] you for being with us um you've been to a lot of these jeff what was it like inside the room and how [11:34] was it different from some of the others that you've attended well it was different because president [11:42] trump attended and he he did not attend any of the dinners during his first term including [11:46] the one that i presided over in 2017. so it was just that alone was different because this is a [11:53] president who has been uh used such vitriolic language about the press during his first term and now [12:00] during his second term certainly during both of his campaigns and as part of that brand has boycotted [12:06] the dinner so he came tonight um he stayed on brand he he used a lot of uh insults in his uh as he [12:15] referenced in his in his very long speech um he mixed that with a few things that were not insulting [12:21] but um he he certainly stayed on brand for that um and otherwise what was it like being in the room i [12:28] mean it was you know it was the whole history of this dinner uh being the second version of the one that [12:36] was supposed to have happened and partially happened in april certainly hung over the night [12:41] um and he referenced that in a in a positive way and so did the others who spoke including uh the [12:47] current president or the outgoing president ouija chang so that that was um that part was uplifting i [12:53] would say but certainly a lot of the other things that the president talked about um were quite negative [12:58] with regard to the press so traditionally the president um has a bunch of joke writers uh that come up [13:06] with a lot of one-liners that the president reads and the this president read some of them including [13:12] one about nikki minaj watch after hearing the gunshots many people yelled get down get down which caused [13:23] nikki minaj to start twerking do you believe get down she's the only one that really understood what that [13:32] meant it is hard for me to believe that president trump came up with that joke on his own uh but there are [13:40] several other moments where it was very clear that he went off of the prompter he would do one seem [13:48] like he'd do like a joke or two and then go into one of his rants it seemed like that was the theme of [13:54] the night which by the way is how president trump gives speeches full stop i i think that what was [14:02] probably unusual about tonight is that the room was not a room full of supporters and so some of the energy [14:08] that he probably got back from those of us who were sitting in the ballroom was not what he's [14:12] accustomed to when people laugh at at his jokes or accept the insults or accept some of the things [14:19] that he says that uh that i guess are more acceptable in a in a rally or in a a room with people who are [14:27] who are trump supporters this was a room largely of journalists he certainly got smatterings of applause [14:33] because he had uh some of the members of his administration who were guests of of news [14:38] organizations in the room but uh but it was certainly a different vibe for him and i think he picked up [14:44] on that but i think broadly to your to your point yeah he had some jokes um one of the ones that people [14:50] did laugh at was at towards the beginning of his speech he said that uh he was glad people could eat [14:56] their beef and he joked that rfk jr the secretary of uh health and human services had run over um the the [15:04] beef himself or run over the animal himself and that was sort of a dig at at rfk but most of the jokes [15:12] were as you say he went back and forth from joke to going off script which is his mo yeah that uh it [15:18] seemed like that room was very happy to laugh at rfk jr read whatever into that uh but he also you know [15:25] talked a lot about the press some of it positive but much of it negative here's some of that i always [15:33] find that when you don't speak to the press you always get a bad story when you do speak to the [15:37] press you have a shot at getting a good story and this gets to trump which is something you've seen [15:44] up close and personal um he talks more to you guys certainly than any other president you've covered [15:52] right i mean some people may say it's not always transparent what he says but donald trump loves [15:57] interacting with the media he absolutely does and he is certainly the most accessible president that [16:05] i have covered and i think they're proud of the fact that he can i think plausibly claim to be the [16:10] most um accessible transparent is a different word but accessible president in uh in modern history [16:18] i think that's absolutely true i mean the man takes phone calls from reporters from all over town [16:23] in addition to holding multiple uh q a's at the in the oval offices and in in in the white house that [16:31] does not excuse calling press fake news or enemy of the american people or some of the other very [16:39] pejorative and negative things that he that he says about the press but it is absolutely accurate to [16:44] say that he is very accessible he certainly is and and he referenced that tonight too jeff mason uh staying up [16:53] late for us thank you so much for being with us and and now hopefully you can have a drink

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