Thursday, June 25, 2026

Raptors’ Win-Now Rebuild?

  • Rather than reach for another “superstar,” Masai Ujiri has continued to entrust Pascal Siakam and stick with Fred VanVleet.
  • In Feb. 2021, VanVleet became the highest-paid undrafted free agent in league history.
Benny Sieu-USA TODAY Sports/Design: John Regula

The Raptors played the entire 2020-21 season in Tampa Bay, lost six-time All-Star Kyle Lowry last offseason, and are currently playing with no fans due to Ontario’s COVID policy.

In 2018, Toronto had traded franchise face DeMar DeRozan for Kawhi Leonard, who delivered a title — but immediately left for L.A., signaling what many thought would be a long-term rebuild.

Yet, on a three-game win streak following Tuesday’s win over the Heat, Toronto is the East’s 8-seed. Credit is due to president Masai Ujiri.

  • Rather than reach for another “superstar,” Ujiri has continued to entrust Pascal Siakam (21 PPG) and stick with Fred VanVleet (21.5 PPG), who in Feb. 2021 became the highest-paid undrafted free agent in league history (four years, $85M).
  • They traded Norman Powell for Gary Trent Jr. last season. On Tuesday, Trent Jr. became the fourth player ever to record 30+ points and 5+ threes in five straight games.
  • They signed fourth-overall pick Scottie Barnes for four years, $33 million. He has the third-best odds to win Rookie of the Year (+550*).

Plus, Goran Dragic’s $19.4 million deal expires after this season, which will give the Raptors roughly $18 million in cap space

It’s no surprise that Ujiri is the mastermind behind it all. The one-time Executive of the Year is paid an AAV of $15 million — more than nine players on the team’s payroll.

Even if they don’t make a deep playoff run, the organization has managed to balance continued success and roster regeneration.

This field is for validation purposes and should be left unchanged.

Sign up for
The Memo Newsletter

Get the biggest stories and best analysis on the business of sports delivered to your inbox twice every weekday and twice on weekends.

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.
Linkedin
Whatsapp
Copy Link
Link Copied
Link Copied

What to Read

NBC’s John Fanta: College Hoops ‘Has Never Been Stronger’

The NBC broadcaster said the college basketball product has never been better.

The Clippers Have Innovated the NCAA Draft-and-Stash

No. 57 pick Narcisse Ngoy will still play for Auburn this season.
Apr 12, 2026; New York, New York, USA; Charlotte Hornets guard LaMelo Ball (1) dribbles up court against the New York Knicks during the first half at Madison Square Garden. Mandatory Credit: Vincent Carchietta-Imagn Images

LaMelo Ball Trade Marks New Era for Wolves and NBA

The deal comes hours after the conclusion of the NBA draft.
podcast thumbnail mobile
Front Office Sports Today

6/25/26 – Austin Reaves’s Record Deal, IOC to Pay Every Olympian, Taylor Swift’s MSG Wedding, College Eligibility Lawsuits

0:00

Featured Today

Italian Americans Have Severe World Cup FOMO

Bars and restaurants in Boston, Philly, and beyond are missing the Azzurri.
Indiana Fever guard Lexie Hull (10) celebrates a three-point basket Monday, June 22, 2026, during the game at Gainbridge Fieldhouse in Indianapolis. The Indiana Fever defeated the Phoenix Mercury, 86-77
June 24, 2026

Female Athletes Are Trying to Build the ‘Athleisure of Beauty’

“Performance cosmetics” have emerged alongside the women’s sports boom.
June 18, 2026

Why U.S. Open Host Sites Are on a 25-Year Plan

The U.S. Open has already picked out 22 future sites through 2051.
Wisconsin Badgers forward Laila Edwards, left, and defender Caroline Harvey celebrate after Edwards scored against the Minnesota Gophers in the first period in a game Saturday, February 8, 2025, at LaBahn Arena in Madison, Wisconsin.
June 15, 2026

Two Rookies Are Rewriting Women’s Hockey Stardom

Their platforms are a mutual boon for the PWHL and its players.
Ai sports slop
June 5, 2026

How Sports Became Ground Zero for AI Slop

The category is the perfect breeding ground for AI content churn.

Cardinals Shake Up Front Office in Long-Term Leadership Plan

Club owner Bill DeWitt Jr. begins to prepare the club for life without him.
Jun 18, 2026; New York, NY, USA; A New York Knicks Champions bus passes during the New York Knicks Championship Parade through the Canyon of Heroes.
June 18, 2026

Knicks Get Key to NYC in Front of Huge Crowds

The city deployed 10,000 police officers to the one-mile parade route.
Jan 22, 2026; Los Angeles, California, USA; Washington Spirit team owner Michele Kang talks to media during a press conference at BMO Stadium.
June 24, 2026

Michele Kang to Buy Lyon in Deal That Would End Textor’s Ownership

Kang will pay $30 million for around 88% of Lyon.
Sponsored

How Daktronics Is Reshaping the Modern MLB Ballpark Experience

The technology powering baseball’s next chapter.
June 17, 2026

Dolan: Knicks Have Accepted White House Invite

The NBA champs are headed to the White House.
June 17, 2026

Knicks Championship Parade Will Have Record 10,000 NYPD Officers

The Knicks won their first NBA title since 1973 on Saturday.
June 16, 2026

Portland Fire GM Says Team Is Chasing Playoffs, Not Lottery Odds

Vanja Černivec was with the Golden State Valkyries last year.
June 15, 2026

Fernando Mendoza’s Rookie Edge With Raiders? Access to Tom Brady 

Fernando Mendoza’s relationship with Tom Brady is growing.