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Kawhi Leonard and the Raptors get a rare chance at an NBA do-ever

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Cite

Arthur, B. (2026, September 23). Kawhi Leonard and the Raptors get a rare chance at an NBA do-ever. Toronto Star. https://www.thestar.com/sports/raptors/kawhi-leonard-and-the-raptors-get-a-rare-chance-at-an-nba-do-ever/article_dceee934-7f29-4bcb-89da-9a2409cf4d49.html

Dated when The Aporia collected the article, usually within hours of publication. Check the original for its exact date and byline.

Toronto Star · collected 2026-09-23 · by Bruce Arthur

Quick Summary

The Toronto Raptors have signed forward Kawhi Leonard to a two-year, $115-million contract extension, keeping him in Toronto through 2029 despite his initial departure seven years ago after leading them to an NBA championship. Leonard has reportedly waived nearly $18 million in potential earnings and shows no intention of exercising the player option in his second year, aligning with the Raptors' long-term vision rather than seeking short-term financial gain or leverage for a trade. This renewed commitment reflects both Leonard's personal satisfaction with Toronto and the Raptors' organizational stability since their championship season.
Written by AI on 2026-09-23, from this article's own text only (the story summary below draws on all the coverage).

AI analysis

Story summary

Kawhi Leonard, aged 35, signed a two-year contract extension worth US$115 million with the Toronto Raptors, including an option for the 2028-29 season. This deal is under the maximum $126.6 million he could have earned and follows a June trade agreement from the Los Angeles Clippers that was finalized only recently due to NBA salary-cap investigations. Leonard had previously helped the Raptors win their sole NBA title in the 2018-19 season before leaving as a free agent for the Clippers. The extension solidifies his commitment to Toronto through at least 2029, despite potential health risks associated with long-term contracts for older players.

Written for “Kawhi Leonard Signs With Raptors” on 2026-10-30, grounded in this article and the 6 other(s) covering the same event.

Story

📰 Kawhi Leonard Signs With Raptors
Sports · 7 article(s) covering the same event. Compare every outlet's account →

Compared with similar articles

This article reads unscored and hedges 12% of its claims. Each row says how that neighbour differs.
Global News
Hedges 0 of 5 claims Outlet record 63/100
New York Post
Hedges 1 of 13 claims Outlet record 66/100
Toronto Star
Hedges 3 of 28 claims Outlet record 64/100
Toronto Star
Hedges 2 of 10 claims Outlet record 64/100
Toronto Star
Hedges 0 of 7 claims Outlet record 64/100
New York Post
Hedges 3 of 30 claims Outlet record 66/100
Toronto Star
Hedges 4 of 36 claims Outlet record 64/100
“While both articles discuss Kawhi Leonard's contract extension with the Raptors, they do not describe the exact same specific event or incident happening at the same time and place.”
Toronto Star
Hedges 7 of 66 claims Outlet record 64/100
“The articles discuss different phases of events related to Kawhi Leonard's career with the Raptors; Article A mentions a past and ongoing saga, while Article B reports on a new contract extension signed between the Raptors and Kawhi Leonard.”
How this article was measured signals, leaning charts, publisher record, byline, topics and claims

Signals How these are calculated →

Claims extracted
34
sentences that state something as happening or true
Uncertain
12%
4 of 34 hedged ("reportedly", "may", "according to")
Leaning
not political
takes no side on a contested political question
Publisher signals
64/100
Toronto Star's corrections and hedging, across everything collected from it. Not a measure of accuracy.
Outlets on this story
7
Sports
Same framing elsewhere
1
articles that frame the event the way this one does
Analyzed 2026-09-23 · 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 · 10538 article(s) · 27 correction(s) detected
Running correction rate · 27 correction(s)
2026-10-26
Correction
2026-10-24
Correction
2026-10-07
Correction
2026-09-24
Correction

Who wrote this

Bruce Arthur
10 article(s) here · 1 carrying a prediction
🔮 Usually the commissioner plays a key role on ring night: addressing the crowd, congratulating the team, maybe even handing out rings and shaking hands.
🔮 Swimming — one of the two biggest federations, along with athletics — received just a 16 per cent bump to $7.8 million, the lowest percentage increase of any sport, but could ask for more in the future.
🔮 Earlier this month, in a New York Times interview, Prime Minister Mark Carney was asked whether Canada would reverse the limitations his government had put on immigration, since he has since described population decline as an economic problem.
🔮 After the trade and the Kawhi-Clippers salary cap circumvention case, this L.A. team feels like the kind of NBA roster you would find in a Salvation Army sales bin.
🔮 And that’s the great thing about this group is the moment I ask a question, they’re more than willing to answer.”
🔮 And to Canada’s rescue came Elon Musk: the richest man in the world, the man whose destruction of USAID could potentially lead to as many as 14 million global deaths by 2030, and a man with a very large microphone.
🔮 As Tomlin said in his first of several YouTube videos, he watched his kids get lost in the world of Minecraft when they were younger, and joined in so he could spend time with them.
🔮 “Honestly, they were willing to move the conversation forward at a time when people were scared to stick their neck out, and to say, obviously all the things we put in place have not worked to date.
🔮 At 35, Kawhi took about $5.5-million less than he could have under the CBA, and had already waived his 15 per cent trade kicker, which would have increased this year’s salary by almost $7.5 million; if you know Kawhi, or if you have paid cursory attention to his affection for money, you know Kawhi giving back $18 million without an under-the-table deal is not a small thing.
🔮 It’s a beautifully brutal sport and always will be.
Also by Bruce Arthur
Nothing else under this byline is closely related to this article, so these are simply their most recent.
All 10 articles by Bruce Arthur →

Topics

American Canadian Raptors Toronto U.S.

Subjects

Kawhi PERSON · 16× Raptors ORG · 10× Toronto GPE · 6× NBA ORG · 3× Clippers ORG · 2× American NORP · 1× Canadian NORP · 1× F. Scott Fitzgerald PERSON · 1× Kawhi Leonard PERSON · 1× U.S. GPE · 1×

Narrative

And yes, his uncle Dennis stood on arena loading docks after playoff games and chattered about how Kawhi wanted to play in L.A. But Kawhi led the Raptors through Orlando, Philadelphia, Milwaukee and Golden State like a human flame-thrower, and on championship parade day between two and three million people celebrated in the streets.
framing: assertive · carried by 1 article(s) · first seen 2026-09-23
🔮 At 35, Kawhi took about $5.5-million less than he could have under the CBA, and had already waived his 15 per cent trade kicker, which would have increased this year’s salary by almost $7.5 million; if you know Kawhi, or if you have paid cursory attention to his affection for money, you know Kawhi giving back $18 million without an under-the-table deal is not a small thing.
2026-09-23 · Toronto Star
Kawhi Leonard and the Raptors get a rare chance at an NBA do-ever · assertive framing

Claims (34 extracted, 4 hedged)

F. Scott Fitzgerald wrote there were no second acts in American lives, which was clearly wrong, but the Raptors are a Canadian team anyway, and Kawhi Leonard is back. asserted
Leonard → write → lives
Tuesday, seven years after he left, the Raptors signed Kawhi to a two-year, $115-million (all figures U.S.) contract extension; he is now under contract with Toronto through 2029. asserted
he → leave → 2029
And Kawhi has told the club he intends to finish his career in Toronto. asserted
he → tell → Toronto
However it unfolds, it’s the rare chance at a do-ever, in the spiritual sense, because Kawhi’s one season in Toronto was more or less perfect. asserted
season → unfold → Toronto
He missed some games, sure. asserted
He → miss → games
And yes, his uncle Dennis stood on arena loading docks after playoff games and chattered about how Kawhi wanted to play in L.A. But Kawhi led the Raptors through Orlando, Philadelphia, Milwaukee and Golden State like a human flame-thrower, and on championship parade day between two and three million people celebrated in the streets. asserted
people → stand → streets
In the seven years after he departed the Raptors spun into a post-title malaise, and the Clippers won three playoff series and imploded into cap circumvention hell. asserted
Clippers → depart → hell
Nobody came out too happy. asserted
Nobody → come → ?
Now the Raptors are doing it all again, and it’s different. asserted
it → do → it
At 35, Kawhi took about $5.5-million less than he could have under the CBA, and had already waived his 15 per cent trade kicker, which would have increased this year’s salary by almost $7.5 million; if you know Kawhi, or if you have paid cursory attention to his affection for money, you know Kawhi giving back $18 million without an under-the-table deal is not a small thing. uncertain
giving → take → deal
Besides, the Raptors would have owed Brandon Ingram over $40 million each of the next two seasons; $57.5 million isn’t too much more. asserted
million → owe → seasons
The player option in the second year of the extension, meanwhile, is not seen as an escape hatch, per sources familiar with the negotiations. asserted
option → see → negotiations
When James Harden exercised his player option in Cleveland this summer, it was to maximize the team’s financial flexibility: that resulted in a deal for restricted free agent Peyton Watson. asserted
that → exercise → Watson
Kevin Durant has a player option in Houston next summer, and could do the same thing. uncertain
Durant → have → thing
That’s what the Kawhi player option, as imagined, is intended to do for Toronto. asserted
option → ’ → Toronto
It’s a sea change, in many ways. asserted
It → ’ → ways
These Raptors are still relatively young, with only three players over the age of 27; as Kyle Lowry’s appreciation weekend recently highlighted, the 2019 Raptors were a veteran crew. asserted
Raptors → highlight → 27
In 2018-19 there was an understandable urgency to every aspect of the Kawhi experience, with his free agency looming; this time there is a sense of comfort with the front office, and a sense in the Raptors organization that Kawhi is more at peace. asserted
Kawhi → be → peace
it’s the difference between a negotiation, and a partnership. asserted
it → ’ → negotiation
So now you can daydream about a defensive demon lineup of Jamal Shead, Ja’Kobe Walter, Kawhi, Scottie Barnes, and Collin Murray-Boyles. asserted
you → daydream → Shead
You can get excited by a huge lineup of Immanuel Quickley, R.J. Barrett, Kawhi, Scottie, and Jakob Poeltl. asserted
You → excite → Quickley
You can wonder how the Raptors might upgrade if this team looks like a contender in the crowded East, and you can appreciate that even if Kawhi’s legendary efficiency erodes over the length of this contract, it will be in the context of a team whose young players could improve. uncertain
players → wonder → team
Kawhi got away with an awful lot in the cap circumvention fiasco, but in Toronto, most of that is already forgiven. asserted
most → get → that
When the NBA hammered Steve Ballmer and the Los Angeles Clippers earlier this month, it was for cap circumvention. asserted
it → hammer → circumvention
Every team is expected to operate under the same rules, if not with the same advantages, and the Clippers broke the rules with a sort of blithe abandon. asserted
Clippers → expect → abandon
But again, the cap circumvention altered the history of the NBA itself. asserted
circumvention → alter → NBA
The trade of Shai Gilgeous-Alexander to Oklahoma City for Paul George was a set of dominoes that has determined two MVP races and an NBA title, and without the deal — and without the cap circumvention — Kawhi was more than open to returning to Toronto. asserted
Kawhi → determine → Toronto
And had he returned, that 2019-2020 Toronto team was a title contender, and likely a favourite. asserted
team → return → ?
Instead Pascal Siakam played like a man who hadn’t touched a ball in three months, the Raptors lost to Boston in the second round in seven games, and everything unrolled from there. asserted
everything → play → games
Well, this is the second chance: for a Raptors team whose roster has flipped but whose front office still looks familiar enough, for a city still waiting for an encore, and for a superstar who discovered his preferred destination wasn’t the right place to be at all. asserted
destination → flip → superstar
Maybe Kawhi doesn’t stay healthy. asserted
Kawhi → stay → ?
Maybe it doesn’t work. asserted
it → work → ?
But now the Raptors can deliver a fast-forward sequel to that title season, and maybe get to work on a statue of The Shot. asserted
Raptors → deliver → Shot
And in the best case you could even imagine Toronto retiring a No. 2 jersey one day, in a franchise that came to feel — as it did for Lowry — like home. uncertain
it → imagine → home
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