Donald Trump's original Canadian bad cop has something to say

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Cite

Delacourt, S. (2026, October 14). Donald Trump's original Canadian bad cop has something to say. Toronto Star. https://www.thestar.com/politics/political-opinion/donald-trump-s-original-canadian-bad-cop-has-something-to-say/article_605177ea-c9c3-43fd-8868-beef472e8dea.html

Dated from the outlet's own feed. Check the original for its byline.

Toronto Star · collected 2026-10-14 · by Susan Delacourt

Quick Summary

Chrystia Freeland, in her new book "Unreliable Boyfriend," discusses an anti-tariff ad from a year ago that Ontario Premier Doug Ford unveiled, which upset then-US President Donald Trump. The book reveals Freeland’s support for Ford's decision to air the ad despite pressure to remove it, highlighting her belief in standing firm against bullying tactics. Freeland uses the episode as part of her broader argument advocating resistance rather than capitulation towards Trump.
Written locally by qwen2.5:14b on 2026-10-14, using this article's own text rather than the other coverage of the same event (that is the story summary below).

AI analysis runs on qwen2.5:14b, locally

Story summary

In her new book, Chrystia Freeland reveals that she was supportive of Ontario Premier Doug Ford's decision to run an anti-tariff advertisement one year ago, which angered then-US President Donald Trump. The former deputy prime minister of Canada was given a preview of the ad at a dinner party in Toronto where she and other politicians and business leaders were present. Freeland supported Ford even when he faced pressure from figures like ex-BoE Governor Mark Carney to retract the ad, praising its "classic Canadian advocacy." The book also hints that Freeland believes Trump's policies could still pose risks for Canada moving forward, beyond the initial fallout with Trudeau.

Written for “Donald Trump's Original Canadian Bad Cop Speaks” on 2026-10-14, grounded in this article and the 0 other(s) covering the same event.
Why this leaning score
The article's own words the score was based on. Each is quoted verbatim and was checked against the article text before being stored, so you can find it in the original.
Reading Leans strongly left (beta estimate) Confidence high
Leaning: leans strongly left for article 78859 (high confidence, 3 verified quotes) · logged 2026-10-14

Story

📰 Donald Trump's Original Canadian Bad Cop Speaks
Politics · 1 article(s) covering the same event.

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Nothing to compare against. No article is close enough to this one for the pipeline to have linked or judged the pair.
How this article was measured signals, leaning charts, publisher record, byline, topics and claims

Signals How these are calculated →

Claims extracted
31
sentences that state something as happening or true
Uncertain
6%
2 of 31 hedged ("reportedly", "may", "according to")
Leaning
Leans strongly left
of the writing, not the subject · beta estimate
Publisher signals
63/100
Toronto Star's corrections and hedging, across everything collected from it. Not a measure of accuracy.
Outlets on this story
1
Politics
Same framing elsewhere
1
articles that frame the event the way this one does
Analyzed 2026-10-14 · how these are computed

How this is being covered How these are calculated →

Article leaning vs. publisher reliability
Source leaning vs. consistency

Publisher

Toronto Star · 6946 article(s) · 20 correction(s) detected
Running correction rate · 20 correction(s)
2026-10-07
Correction
2026-09-24
Correction

Who wrote this

Susan Delacourt
5 article(s) here · 1 carrying a prediction
🔮 But she tactfully drops suggestions that maybe Carney could have been tougher with Trump in the early days.
🔮 A Globe and Mail investigation into American involvement in Alberta’s looming referendum shows that the U.S. is far more than a spectator and confirms that its interest may not be entirely in keeping our federation intact. That is definitely new, no matter how one unnamed U.S. government official, as quoted in the story, reached for the example of Bill Clinton making the pitch for federalism ahead of the 1995 Quebec referendum. But that connection only reinforces just what different territory we’re in now — Donald Trump’s America doesn’t view Canada’s sovereignty, as previous administrations have, as inviolable. It means that we should also be keeping our eyes on Quebec if the province is headed to a referendum after Monday’s election.
🔮 “If this pipeline gets built it is projected to generate 268 billion in royalties and likely hundreds of billions more in associated economic activity and revenue,” Rath declared, adding in all-capital letters: “THIS MAKES ALBERTA INDEPENDENCE THAT MUCH MORE AFFORDABLE.”
🔮 It was immediately evident, within the span of two hours, which world view would be embraced by Canada’s prime minister.
🔮 Trump said on the eve of the speech that he would decide what to make of Canada and Europe’s strengthened alliance, and mete punishment accordingly.
Also by Susan Delacourt
Nothing else under this byline is closely related to this article, so these are simply their most recent.

Topics

Canada Canadian Ford Ontario Toronto

Subjects

Freeland PERSON · 12× Trump PERSON · 8× Ford PERSON · 7× Carney PERSON · 6× Canada GPE · 3× Canadian NORP · 2× Ukrainian NORP · 2× Chrystia Freeland PERSON · 1× Donald Trump PERSON · 1× Doug Ford PERSON · 1×

Narrative

While the initial headlines around this book will be focused on her falling-out with Justin Trudeau, which set events in motion for his resignation, much of the book is more forward-focused, on where she sees things running off the rails because of Trump.
framing: assertive · carried by 1 article(s) · first seen 2026-10-14
🔮 But she tactfully drops suggestions that maybe Carney could have been tougher with Trump in the early days.
2026-10-14 · Toronto Star
Donald Trump's original Canadian bad cop has something to say · assertive framing

Claims (31 extracted, 2 hedged)

One year ago this week, Doug Ford unveiled the anti-tariff ad that incurred the wrath of Donald Trump. asserted
that → unveil → Trump
Former deputy prime minister Chrystia Freeland was given an early look at that ad, she reveals in her new book, which also makes clear she was a fan of standing up to Trump that way, even if it did make the president angry. asserted
president → give → Trump
The advance peek came from Ford himself at a dinner party in Toronto, where Freeland was also among the guests, along with some other politicians and business leaders. asserted
Freeland → come → politicians
“We crowded around the coffee table and squinted at the small screen. asserted
We → crowd → screen
Over heroic images of combines harvesting golden fields of wheat and assembly lines producing gleaming cars, we heard Ronald Reagan’s familiar voice making the case for free trade,” Freeland writes. asserted
Freeland → harvest → trade
“Everyone loved it. asserted
Everyone → love → it
When Ford later came under pressure to pull the ad — including from Mark Carney — Freeland was cheering the premier on, trading text messages with him. asserted
Freeland → come → him
In one exchange, Ford sent her a photo of Reagan, with another quote from the late president: “When has deciding to settle for a draw ever kept a bully from starting another fight?” asserted
deciding → send → fight
During much of the writing of this book, titled “Unreliable Boyfriend,” Carney and Ford were in the midst of what seemed to be a good-cop/bad-cop routine with Trump. asserted
what → title → Trump
While the prime minister was keeping things diplomatic, the Ontario premier was talking tough. asserted
premier → keep → things
The ad tested the limits of the routine though, with Carney eventually apologizing for it and Ford begrudgingly pulling it, but only after it aired in the U.S. during the World Series. asserted
it → test → Series
Some Canadians were disappointed with the apology. asserted
Canadians → disappoint → apology
Freeland doesn’t come right out and say so, but her sympathies seem clear. asserted
sympathies → come → ?
Freeland and Ford forged a friendship during the pandemic, calling each other their therapists during late-night phone chats, as I wrote in 2020. asserted
I → forge → 2020
But it was more than loyalty to her friend that had Freeland on Ford’s side. asserted
that → have → side
Carney — her friend, godfather to one of her children and ultimately a leadership rival in early 2025 — gets only sparing mention in the book, and much of it is positive. asserted
much → get → it
Freeland likely didn’t want to be accused of criticizing from the sidelines. asserted
Freeland → want → sidelines
But she tactfully drops suggestions that maybe Carney could have been tougher with Trump in the early days. uncertain
Carney → drop → days
“When my prime minister, who has taken great pains since our election to treat the president as a respected and valued partner, dropped Canada’s digital services tax on the tech sector, there was no gracious thank you from the White House. asserted
who → take → House
Instead, the president’s press secretary boasted that Canada had ‘caved’ in response to American demands,” she writes. asserted
she → boast → demands
Freeland takes a more direct poke at Goldy Hyder, the CEO of the Business Council of Canada, who was advocating for the Canadian government to hear the Trump administration out on its frustrations with Canada. asserted
government → take → Canada
“‘We have to hear what is being said’ is a milquetoast euphemism for surrender. asserted
what → hear → surrender
That is rarely an effective negotiating strategy,” Freeland writes. asserted
Freeland → write → ?
Freeland was at the centre of the trade battle with Trump during his first term, and she does brandish Trump’s enmity toward her — he’s called her “nasty” and “toxic” — as a badge of honour. asserted
he → brandish → honour
Carney, though, is dealing with a much emboldened Trump in the second term. asserted
Carney → deal → term
For now, the trade talks are suspended after Carney did walk away from surrendered sovereignty, and it’s unclear whether any approach, good cop or bad cop, is going to produce a new deal. Freeland’s book is a plea to all those dealing with Trump to be the bad cop. “The biggest problem with surrendering to White House bullying is that it helps make the case that trade really is a zero-sum game and that intimidation of your allies really does work,” she writes. uncertain
she → suspend → allies
Freeland is a proud Ukrainian-Canadian, a fierce critic of Vladimir Putin’s invasion of Ukraine, and was appointed a special adviser to Ukrainian President Volodymyr Zelenskyy at the beginning of this year. asserted
Freeland → appoint → year
She describes how Trump is approaching Ukraine as nothing short of a betrayal. asserted
Trump → describe → betrayal
While the initial headlines around this book will be focused on her falling-out with Justin Trudeau, which set events in motion for his resignation, much of the book is more forward-focused, on where she sees things running off the rails because of Trump. asserted
things → focus → Trump
As a former journalist, Freeland has documented that extensively. asserted
Freeland → document → that
As an ex-politician, she’s also arguing for outright resistance to Trump, not just by Canadian citizens and businesses, but by the government to which she once belonged — and notably, by the prime minister who’s now running it. asserted
who → argue → it
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