Skip to main content
  1. Home
  2. Entertainment
  3. News

Donald Trump on The Late Show with Stephen Colbert is guaranteed to be awkward

Add as a preferred source on Google

It was only a matter of time: Donald Trump has accepted Stephen Colbert’s invitation to appear on The Late Show. When the two sit down together on Tuesday, Sept. 22, it’s bound to be a strange conversation. Given that Trump doesn’t have a history of responding well to criticism and Colbert dedicated a segment of his inaugural episode to ridiculous Trump storylines (and an Oreo binge), it’s fair to say that things could get uncomfortable.

While stuffing his face with cookies on the Sept. 8 show, Colbert made light of everything from Trump’s comments about building a wall between the U.S. and Mexico to his appearance. He did exercise restraint for at least a moment, though, calling Trump “the most whatever-it-is of all time,” rather than inserting a more telling noun. It’ll be interesting to see how Colbert handles having the wildly controversial politician in front of him. Will the Late Show host be as friendly to Trump as he was to Jeb Bush, or will he return to the tactics he used with guests on The Colbert Report?

Recommended Videos

Colbert’s interview with Bush was tame, and the two treated each other politely. Of course, Trump hasn’t always been known to play nice; he’s responded aggressively to political commentators on more than one occasion (just ask Megyn Kelly). Plus, he’s likely seen the clip of Colbert mocking him and may be feeling defensive coming into the interview.

Just what convinced Trump to appear on the show is unclear. Perhaps he wanted a chance to respond to the host, or maybe he was swayed by the premiere’s impressive ratings. After all, The Late Show with Stephen Colbert averaged 6.55 million viewers on its first night, which was substantially more than its competition from The Tonight Show Starring Jimmy Fallon and Jimmy Kimmel Live. There was a drop in viewership for the second episode, but 3.657 million people still tuned in.

Before his appearance on The Late Show, Trump has an interview on the The Tonight Show scheduled for Sept. 11. Meanwhile, Colbert will be interviewing several other political figures, including presidential hopefuls Sen. Bernie Sanders on Sept. 18 and Sen. Ted Cruz on Sept. 21.

Stephanie Topacio Long
Stephanie Topacio Long is a writer and editor whose writing interests range from business to books. She also contributes to…
Letterboxd could find a new home at Netflix, but Sony is fighting for it, too
Netflix wants Letterboxd, but Hollywood isn't letting it go without a fight
Letterboxd

Letterboxd, the fast-growing social network for film lovers, could soon have a new owner. According to a report by Puck News, the New Zealand-based platform has been exploring a potential sale, attracting interest from several major entertainment companies, including Netflix, Sony Pictures Entertainment, and Paramount Skydance.

While no deal has been confirmed, the discussions highlight how valuable online fan communities have become as streaming platforms compete not just for viewers, but also for the audiences that influence what people watch next.

Read more
Disney+ is exploring a free tier to fight back against YouTube’s growing TV dominance
Disney is eyeing a free tier as YouTube keeps stealing its TV audience
The Disney+ app on a TV screen while blue lights illuminate the wall behind.

Watching Disney+ without paying for a subscription could eventually become an option. According to Business Insider, Disney is considering a free tier that would let people watch some content without a paywall.

The idea is still in the early stages, with no timeline or launch details, but it reflects a growing challenge. YouTube and other free, ad-supported platforms like Tubi and Roku are attracting more TV viewers, forcing streaming services to rethink how they compete.

Read more
Netflix is worried people aren’t watching enough so its next move could change the app forever
Netflix's next big update could look a lot more like cable TV
Netflix on TV couple watching

Netflix has spent years telling the entertainment industry that binge-worthy originals and a simple user experience were enough to stay ahead. That strategy helped make it the world's biggest streaming service. But according to a Wall Street Journal report, the company is increasingly concerned about a different metric: engagement.

While Netflix continues to post healthy profits and retains one of the lowest subscriber cancellation rates in the industry, executives are reportedly seeing early signs that people are spending less time watching content. That matters because engagement - not just subscriber numbers - has become one of the biggest indicators of whether customers will stick around, watch ads, and continue paying for the service.

Read more