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Kawhi Leonard Returns to Toronto with Two-Year Extension

Kawhi Leonard is coming back to Toronto. This time, he’s planning to stay.

The Raptors and their returning star forward have agreed to a two-year contract extension worth $115 million, agent Harrison Gaines told Shams Charania of ESPN. The deal kicks in for the 2027/28 season and includes a player option for 2028/29, locking in one of the league’s premier two-way forces deep into his mid-30s.

By the time the extension starts, Leonard will have earned $50.3 million in 2026/27. The money is huge, but the message is bigger: at 35, Leonard expects to finish his career in Toronto, the city where he reached the NBA summit seven years ago.

A Champion Returns

Leonard’s return is more than a nostalgia play. He’s coming off one of the finest campaigns of his 15-year career.

In 65 games for the Clippers last season, the L.A. native averaged 27.9 points, 6.4 rebounds, 3.6 assists and 1.9 steals in 32.1 minutes per night, while shooting .505 from the field, .387 from three and .892 at the line. Those are MVP-level numbers, and voters treated them that way: he finished seventh in MVP voting and earned a spot on the All-NBA Second Team.

Toronto isn’t getting a fading icon. It’s getting the same ruthless closer who dragged the franchise to its first and only NBA championship, now with another dominant season on his résumé.

Clippers Retool, Kawhi Walks

The split with the Clippers didn’t happen overnight, but the signs were there.

At last season’s trade deadline, L.A. shipped out Ivica Zubac and James Harden, a clear signal that the front office was pivoting into a retooling phase rather than doubling down on its star core. Leonard wanted something different. When it became clear the Clippers weren’t willing to offer the extension he sought, he pushed for a move.

Toronto quickly emerged as a preferred destination. He knew the city. He knew the organization. He knew what it felt like to win there. And crucially, the Raptors’ front office was ready to commit to him long term.

The two teams agreed to the framework of a trade on June 30. Then everything stalled.

The Investigation Cloud

Just as the deal seemed done, the NBA stepped in. The league launched an investigation into whether the Clippers had skirted the salary cap by funneling money to Leonard through no-show endorsement arrangements.

The trade went on ice while the Raptors and Clippers waited for the league’s ruling. When the findings landed earlier this month, the hammer fell on L.A. for cap circumvention violations, but Leonard himself escaped without a suspension and kept his contract intact.

With that clarity, Toronto moved quickly. The trade went through. By last Thursday, reports had Leonard and the Raptors in advanced talks on an extension. The final agreement didn’t take long.

The Numbers Behind the Deal

The contract is not just about loyalty and legacy. It’s also about the CBA’s fine print.

Because of the NBA’s Over-38 rule, Leonard was limited to a two-year extension. Extend-and-trade rules added another layer, capping his raise at 20% for the first year of the new deal and 5% for the second. Under those constraints, his absolute maximum extension would have landed at roughly $124 million over two years.

Leonard chose a number below that. His new deal comes in about $9 million under the max. He had already made a financial concession to get to Toronto, waiving a trade kicker worth approximately $7.5 million as part of the move from L.A.

Those are the kind of choices a player makes when the destination matters as much as the dollars.

Toronto’s New Era, Old Star

Seven years after the shot, the run, the parade, Kawhi Leonard is back in Raptors colors with a contract that points toward a final chapter in Canada.

He returns not as a rental, not as a one-year gamble, but as the centerpiece of a long-term vision. The Raptors know exactly what he can do in their jersey. The league remembers too.

The question now isn’t whether Leonard belongs in Toronto. It’s how far this version of Kawhi, older but still elite, can push a franchise he’s already taken to the top once before.