Colbert exits late night on defiantly joyful note

Advertisement

Advertise with us

Well, hello there … remember me? I’m the guy who used to be the guy who got paid to watch television and then write about it in these pages. I’ve been gone for a while — I left the TV beat about a decade ago and, after spending the last six years of my career as editor of the Free Press’s perspectives/political commentary pages, retired in 2022.

Read this article for free:


or

Already have an account? Log in here »

To continue reading, please subscribe:

Subscribe and receive a limited-edition Free Press branded hat or tote.

Digital Subscription

One year of digital access for only $205*

  • Enjoy unlimited reading on winnipegfreepress.com
  • Read the E-Edition, our digital replica newspaper
  • Access News Break, our award-winning app
  • Play interactive puzzles

*First annual payment billed as $205.00 + GST for one year. This annual subscription will automatically renew at $233.00 + GST every 52 weeks (10% off the regular annual price of $259.35). Offer available to new and qualified returning subscribers only. Cancel any time.

To continue reading, please subscribe:

Add Free Press access to your Brandon Sun subscription for only an additional

$1 for the first 4 weeks*

  • Enjoy unlimited reading on winnipegfreepress.com
  • Read the E-Edition, our digital replica newspaper
  • Access News Break, our award-winning app
  • Play interactive puzzles
Start now

*Your next Brandon Sun subscription payment will increase by $1.00 and you will be charged $17.95 plus GST for four weeks. After four weeks, your payment will increase to $24.95 plus GST every four weeks.

Opinion

Well, hello there … remember me? I’m the guy who used to be the guy who got paid to watch television and then write about it in these pages. I’ve been gone for a while — I left the TV beat about a decade ago and, after spending the last six years of my career as editor of the Free Press’s perspectives/political commentary pages, retired in 2022.

I still love watching TV, and am reminded every day, as I flip through the channels, sample what’s new on the streaming services and generally peruse the pop-culture landscape, what a unique privilege it was to draw a paycheque for doing what most people do for fun, and at a cost. As good gigs go, being the Free Press’s TV critic was most definitely one of the best.

And last week’s news cycle included an event that converged the two subject areas that defined my Free Press years — entertainment and politics — in a way that prompted me ask Arts & Life editor Jill Wilson to let me dust off the ol’ Watching TV logo and offer a few thoughts.

Fans line up in the rain outside the Ed Sullivan Theater in New York on Thursday, ahead of the final episode of “The Late Show with Stephen Colbert.” (Ted Shaffrey / The Associated Press files)

Fans line up in the rain outside the Ed Sullivan Theater in New York on Thursday, ahead of the final episode of “The Late Show with Stephen Colbert.” (Ted Shaffrey / The Associated Press files)

I’m speaking, of course, about the final episode of The Late Show with Stephen Colbert, which aired last Thursday, bringing a defiantly joyful end to one of TV’s late-night institutions after an 11-year run with the former Colbert Report star as its host (the show’s creator and original host, David Letterman, retired in 2015 after 22 years at its helm).

CBS had announced last July that it was cancelling The Late Show at the end of this season and that the move was “purely a financial decision” because the program, despite being TV’s top-rated after-hours talk show, was a money-loser for the network.

The timing and optics of the cancellation suggested there was more at play than ratings and revenue lines, however, and that notoriously thin-skinned U.S. President Donald Trump’s seething dislike for the late-night hosts — including Colbert — who frequently ridicule his administration’s outrageous antics may have been a factor in CBS’s decision.

The network’s parent company, Paramount Global, was pursuing a multi-billion-dollar merger deal requiring regulatory approval from the Federal Communications Commission (FCC) and, in a move clearly intended to court the president’s (and, by extension, the newly politicized FCC’s) approval, had offered a $16 billion “donation” to Trump’s future presidential library in order to settle a lawsuit he had filed against CBS’s 60 Minutes over the way it edited a 2024 interview with then-presidential candidate Kamala Harris.

After the settlement was announced, Colbert described it on-air as “a big fat bribe.” Three days later, CBS issued the notice of The Late Show’s cancellation; one week after that, the FCC approved the merger of Paramount Global and Skydance Media.

With the fate of his show sealed, Colbert approached its final season with a no-holds-barred attitude, using his nightly monologues to lambaste Trump and lampoon CBS on a regular basis.

As The Late Show’s final weeks counted down, Colbert’s opening segments took on a more reflective and celebratory air, and last week’s lineup demonstrated the host’s determination to go out on the highest note possible.

This image released by CBS shows Tim Meadows, left, and Paul Rudd during the final episode of “The Late Show with Stephen Colbert” in New York on May 21. (CBS via The Associated Press files)

This image released by CBS shows Tim Meadows, left, and Paul Rudd during the final episode of “The Late Show with Stephen Colbert” in New York on May 21. (CBS via The Associated Press files)

Having scheduled final visits from Daily Show host Jon Stewart and film director Steven Spielberg on Tuesday and a star-studded roster of famous friends — including Robert De Niro, Martha Stewart, Billy Crystal, Josh Brolin, Mark Hamill, Jeff Daniels, Ben Stiller, Amy Sedaris, James Taylor, and “Weird Al” Yankovic — to administer one last “Colbert Questionert” on Wednesday, speculation abounded about who the show’s final guest would be.

The finale opened with a series of cameos from stars — led by Bryan Cranston, Paul Rudd, Tig Notaro and Ryan Reynolds — whom Colbert had to tell they weren’t going to be the final guest, before the actual last guest walked onstage to thunderous applause.

The choice, as it turned out, couldn’t have been more appropriate — former Beatle Paul McCartney, whom music-minded Colbert rightly reveres and who famously performed (with bandmates John Lennon, George Harrison and Ringo Starr) on The Late Show’s stage back in 1964 when it was the home of TV’s most legendary talent showcase, The Ed Sullivan Show.

Colbert’s conversation with the music legend wasn’t particularly insightful, but it created a fitting full-circle moment before the Ed Sullivan Theatre’s final fade-to-black and set the stage for a beautifully concocted musical flourish, starting with a dream-sequence singalong featuring Colbert, Elvis Costello, original bandleader Jon Batiste and successor Louis Cato (doing an acoustic rendition of an obscure B-side song called Jump Up) and concluding with a McCartney-led performance of the Beatles’ Hello Goodbye before the host and his final guest shut the lights off for good.

Having The Late Show come to an end obviously wasn’t what Colbert — or the show’s still-faithful following — would have wanted, but all it took was one look at the host’s face during those closing musical sequences to prove he wasn’t going to let the Trump-meddling-induced termination rob him of the overwhelming joy he derived from doing the show.

Instead, Colbert turned his final musical moments in late-night network television into a master class in “Illegitimi non carborundum” the oft-invoked mock-Latin maxim that implores, “Don’t let the bastards grind you down.”

This image released by CBS shows Paul McCartney, right, with host Stephen Colbert during the final episode of “The Late Show with Stephen Colbert” in New York on Thursday. (Scott Kowalchyk/CBS via The Associated Press files)

This image released by CBS shows Paul McCartney, right, with host Stephen Colbert during the final episode of “The Late Show with Stephen Colbert” in New York on Thursday. (Scott Kowalchyk/CBS via The Associated Press files)

When Colbert exited, he did so smiling.

As will I, as I now return to my regularly scheduled retirement. Thanks for reading, and for continuing to support the vital work of local news.

arts@freepress.mb.ca

Brad Oswald

Brad Oswald
Perspectives editor

After three decades spent writing stories, columns and opinion pieces about television, comedy and other pop-culture topics in the paper’s entertainment section, Brad Oswald shifted his focus to the deep-thoughts portion of the Free Press’s daily operation.

Our newsroom depends on a growing audience of readers to power our journalism. If you are not a paid reader, please consider becoming a subscriber.

Our newsroom depends on its audience of readers to power our journalism. Thank you for your support.

Report Error Submit a Tip

More Stories

Kids need some sense of split parents’ situation

Maureen Scurfield 5 minute read 2:00 AM CDT

DEAR MISS LONELYHEARTS: On our last day at a beach rental cabin the kids and I were packing up later than the rules asked for, when a familiar car pulled in next door. It was my ex-husband with his new woman and her kids.

My children yelled out, “Look Mom, it’s Daddy! He came to the lake to see us!” and ran over to him for hugs. His girlfriend had the cabin keys dangling, nodded at me, and went inside quickly.

I said to my former husband, “Fancy meeting you here! Come on kids, we’re going home now.” My ex said, “Oh, settle down. Give me a few minutes with my kids, will you?”

So, I finished packing and locked the cabin door, and waited for the kids for 30 minutes in our car. Then I started to cry. It just came gushing out and I couldn’t control it. Finally, my ex brought the children back out. He could see I’d been crying and said in disgust, “Get over it, princess. I have!”

Man pleads guilty to shotgun slaying

Erik Pindera 5 minute read Preview

Man pleads guilty to shotgun slaying

Erik Pindera 5 minute read 2:01 AM CDT

A WINNIPEG drug dealer has pleaded guilty to second-degree murder in a March 2025 killing that saw the body of a 30-year-old man dumped in a garbage bin and dragged to a West End alleyway.

Frederick Francis Mathias Baker, who was 28 upon his arrest early last year, shot Bronson Emery Dale Kequahtooway once in the thigh with a sawed-off shotgun and left him with a fatal wound, Crown prosecutor Matt Armstrong told Court of King’s Bench Justice Brian Bowman on Wednesday.

A split second after Baker shot Kequahtooway in the thigh, the victim was shot in the head with a sawed-off .22 rifle. The man accused of being armed with the rifle, Eric Matthew Morrissette, remains before the court on a second-degree murder charge.

“Either wound would have been fatal on its own,” said Armstrong.

Read
2:01 AM CDT

Transit driver, supervisor assaulted in separate incidents

Free Press staff 2 minute read Preview

Transit driver, supervisor assaulted in separate incidents

Free Press staff 2 minute read 9:38 AM CDT

TWO people are facing charges after Winnipeg Transit employees were assaulted in separate incidents within a 10-hour span Tuesday.

A 51-year-old man is accused of randomly throwing a beer can at a driver while exiting a bus at Dunkirk Avenue and Kingston Row at about 6 a.m.

The driver was bitten while trying to restrain the suspect, police said. A man was charged with assault and held in custody.

A supervisor was punched in the face at about 3:40 p.m., by a rider who refused to pay bus fare at Main Street and Pioneer Avenue, police said.

Read
9:38 AM CDT

Health minister won’t remove WRHA board chair for travelling during pandemic

Larry Kusch 4 minute read Preview

Health minister won’t remove WRHA board chair for travelling during pandemic

Larry Kusch 4 minute read Wednesday, Jan. 27, 2021

Health Minister Heather Stefanson said the province has no plans to rescind the appointment of the chairman of the Winnipeg Regional Health Authority board of directors after he travelled to Arizona earlier this month.

Stefanson neither directly criticized nor defended the actions of Wayne McWhirter at a press conference Wednesday.

Instead, she said that chief provincial public health officer Dr. Brent Roussin, Premier Brian Pallister and others have "been very clear that now is not the time for non-essential travel" and that McWhirter would be expected to "properly isolate" on his return home.

"At this time we are not looking to rescind his appointment, no," Stefanson said when asked by the Free Press.

Read
Wednesday, Jan. 27, 2021

Colbert exits late night on defiantly joyful note

Brad Oswald 6 minute read Preview

Colbert exits late night on defiantly joyful note

Brad Oswald 6 minute read Sunday, May. 24, 2026

Well, hello there … remember me? I’m the guy who used to be the guy who got paid to watch television and then write about it in these pages. I’ve been gone for a while — I left the TV beat about a decade ago and, after spending the last six years of my career as editor of the Free Press’s perspectives/political commentary pages, retired in 2022.

I still love watching TV, and am reminded every day, as I flip through the channels, sample what’s new on the streaming services and generally peruse the pop-culture landscape, what a unique privilege it was to draw a paycheque for doing what most people do for fun, and at a cost. As good gigs go, being the Free Press’s TV critic was most definitely one of the best.

And last week’s news cycle included an event that converged the two subject areas that defined my Free Press years — entertainment and politics — in a way that prompted me ask Arts & Life editor Jill Wilson to let me dust off the ol’ Watching TV logo and offer a few thoughts.

I’m speaking, of course, about the final episode of The Late Show with Stephen Colbert, which aired last Thursday, bringing a defiantly joyful end to one of TV’s late-night institutions after an 11-year run with the former Colbert Report star as its host (the show’s creator and original host, David Letterman, retired in 2015 after 22 years at its helm).

Read
Sunday, May. 24, 2026

Elevate things between you by breaking ice

Maureen Scurfield 5 minute read Yesterday at 2:00 AM CDT

DEAR MISS LONELYHEARTS: I work in a high rise downtown and every day I come to work at the same time. I often ride the elevator up with this new guy working a few floors under me. I always feel a little disappointed when he has to get off, and I continue up into the sky.

I’ve worked my way up to speaking pleasantries about the weather, and he responds with cute remarks about the clouds. The good news? He’s not wearing a ring. I also found out his first name from hearing other people say hello to him. Now what?

— Feeling Frustrated! Downtown

Dear Frustrated: Next time you’re on the elevator ride together, say “Hi! My name is such-and-such and I work at such-and-such. Where do you work up here in the clouds?” That should make him smile and break the ice. Then you could consider asking if he might like to join you for a coffee on a work break, if you can co-ordinate it.