Friday’s news cycle began with Kid Rock revealing to Fox News that he, Stephen A. Smith, and Bill Maher had an “epic” dinner with President Donald Trump at the White House on Thursday night.
Smith wasn’t going to let a news cycle pass without talking about the White House visit on his own properties, as he dedicated an entire 36-minute episode of his Straight Shooter with Stephen A. podcast to it.
According to Smith, Trump invited Maher to “bring anybody he wanted, even one of his lunatic leftist friends,” and Maher extended the invitation to Smith. Trump questioned whether Smith would show, Smith said, but he “immediately accepted that invitation.”
Smith laid out the various reasons he felt compelled to attend. First and foremost, Smith wanted to express his opinions about Trump “face to face, man to man.” This June, Smith opposed Trump attending the NBA Finals, and Trump insulted Smith’s IQ.
Smith also detailed his cordial relationship with Trump before he entered the political arena, including his involvement in Trump’s failed bid to purchase the Buffalo Bills in 2014, which Smith has repeatedly cited as the impetus for Trump’s presidential aspirations.
Smith credited Trump for “some things,” such as criminal justice reform and HBCU funding, and emphasized his passion for HBCUs drove him to accept the White House invitation.
A conversation needed to be HAD! https://t.co/UH4qXD8QLl
— Stephen A Smith (@stephenasmith) October 17, 2026
“Essentially, it amounted to what I consider to be a very substantive evening,” Smith said. “We were there for over four hours in the White House, and Donald Trump did not run from any questions. He answered every single question. He was very, very defiant with any criticism that came in his direction, or any disagreement. But as Kid Rock went on Fox News on Friday morning and articulated, it was a pleasant meeting. It was respectful.”
Smith didn’t give a totally rosy review of Trump, though he did say Trump “could not have been nicer” or “more hospitable,” and noted, “[Trump] could not have been more complimentary, even toward somebody whose aptitude he just questioned weeks ago.” Elsewhere, he painted the picture of a man with a “relatively dismissive attitude” toward the economy, inflation, and the realities of American strife while claiming to be “the greatest President in American history.”
“The closest that I’ve ever been to talking to somebody like that was when I talked to Don King, the famed boxing promoter, years ago,” Smith said. “Nobody had answers for everything the way that man had an answer for everything. That was Trump.”
Smith deferred to Maher to disclose what Maher and Trump specifically discussed — “they were going at it for hours on things they disagreed about” — but Smith revealed that he confronted Trump on Black unemployment, particularly at the federal level, DEI, and HBCUs.
Smith walked through nuances of Trump’s federal funding for HBCUs versus Trump’s administration compromising funding from the private sector, to which Trump told Smith he would “look into that” and “might call” Smith.
“I’m not trying to get involved on that level; I want him to do it,” Smith said. “I don’t want to create the kind of noise where we get distracted from the ultimate goal, because the ultimate goal is to help one another as much as we possibly can.”
Later, Smith explained why nothing, not even Kid Rock, can get in his way of advocating for HBCUs and his community:
“Anytime I see HBCUs in trouble, I’m going to do what I can to help. It’s just that simple. If that means going to the White House and talking to the President of the United States, assuming I’m invited to do so, I am going to do that. If it means shaking his hand and being respectful, even though I’m gonna do that anyway because I’m gonna respect the office, I’m gonna do that anyway.
“I don’t know anything about Kid Rock, other than the fact he’s very tight with the President, and he’s a musician. I’ve heard things that are not flattering about him. That the Black community ain’t feelin’, that non-conservatives ain’t feelin’, about him. I’ve heard race brought up. I’ve heard Confederate flags brought up. Got it. I didn’t see that, I didn’t experience it, but I’m here to tell you, in a mission to do what I can to help my community, that would not have stopped me from going to the White House had I even known.
“I’m also aware, you know what, that’s the dude Kevin Hart was talking about when he had a Mount Rushmore list of folks that can’t stand Black people, which, for some reason, he had the nerve to put me on. But that’s neither here nor there. Kevin Hart is great people.
“It’s a bigger subject here, and it’s something bigger to talk about because we can’t escape it. And we’re not gonna try anymore. There are matters and issues that need to be resolved. And this notion that you get to resolve those issues and take steps — inches — forward to resolve them by not talking to one another? By not trying to have a conversation? It’s foolish. It’s childish, and I’m not gonna do that.”
Nothing Smith relayed about his meeting with Trump was all that surprising, given Smith’s pivot into political punditry. Sean Hannity, his longtime friend, appeared on his show earlier this month. But it is an extension of what has become a core criticism of Smith.
In August, the National Association of Black Journalists named Smith as the recipient of its “Thumbs Down” award, which Smith vehemently refuted, and stated that Smith has “established a recurring public pattern of disparaging commentary directed at prominent Black women across politics, sports, and media.”
The following month, Cari Champion and Jemele Hill welcomed Smith on their Flagrant and Funny podcast for an hours-long, multifaceted conversation. Champion and Hill explained why Black women are disappointed in his recent behavior. They also confronted Smith for regularly appearing on Fox News and platforming the likes of Ben Shapiro and Megyn Kelly on his show.
“When I see you sometimes constantly in the company of people who dismiss our humanity, it bothers my spirit. And I’m just wondering why? Just why?” Hill asked.
Smith’s response to Hill, in part, mirrored his explanation for sitting down with Trump at the White House, as he cited his journalistic duty to get them on the record and let the audience judge from there, as well as his motivation to enter those spaces to help his community.
“I’m sitting there, and I’m talking about the issues, and I’m also putting the Democratic Party on high alert [to] stop taking us for granted,” Smith said on Flagrant and Funny.
Smith shared that he and Maher received an invitation to return to the White House, so it seems Smith’s controversial political conversations aren’t stopping anytime soon.