Wednesday, June 10, 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

Jun 8, 2026; New York, New York, USA; San Antonio Spurs forward Victor Wembanyama (1) shoots the ball as New York Knicks center Karl-Anthony Towns (32) defends during game three of the 2026 NBA Finals at Madison Square Garden. Mandatory Credit: Vincent Carchietta-Imagn Images

NBA Finals Game 3 Draws 23.8M Viewers, Most Since 2017

Game 3 marked the most-watched TV program since the Super Bowl.

When Knicks Are On, New York’s Dealmakers Turn Off

The city’s 24/7 business culture has slowed during the NBA Finals.
Courtesy: Jake Epstein

Knicks Run Is New Front in the Kalshi-Polymarket Marketing War

Prediction-market platforms have capitalized on the Knicks’ Finals run.

Knicks, NYC Officials Spar Over MSG Watch Parties

MSG and New York mayor Zohran Mamdani issued dueling statements Tuesday.

Featured Today

Ai sports slop

How Sports Became Ground Zero for AI Slop

The category is the perfect breeding ground for AI content churn.
FILE PHOTO: Soccer Football - FIFA World Cup - UEFA Qualifiers - Group A - Germany v Luxembourg - Rhein-Neckar-Arena, Sinsheim, Germany - October 10, 2025 Germany coach Julian Nagelsmann
June 4, 2026

‘Weird Corners of the World’: How to Find a World Cup Coach

National associations look for a winning record—and also hope for serendipity.
June 3, 2026

The Elite High Schools Hosting World Cup Teams

Spain, Morocco, Croatia, and Switzerland chose schools as their tournament base camps.
Frances Cabral-Delaney
May 29, 2026

How Arsenal Fandom Went ‘Manic’

“People do not become Arsenal fans because it’s easy,” says Zohran Mamdani.
June 10, 2026

Pritzker to Bears: Win Over Lawmakers, Get a Special Session

The Illinois governor holds the Bears responsible for prior legislative failures.
Soccer Football - LaLiga - Osasuna v Atletico Madrid - El Sadar Stadium, Pamplona, Spain - May 12, 2026 Atletico Madrid's Alexander Sorloth in action with Osasuna's Valentin Rosier
June 10, 2026

What Really Happened With the Spanish Soccer Team and Kalshi

The club said it wanted to clear up its actions after “recent reports.”
Sponsored

World Cup Betting Preview: Big Kickoff in USA, Canada, and Mexico

A look at the key betting storylines with BetMGM heading into the tournament, including favorites, dark horses, and top scorer odds.
Jun 8, 2026; New York, New York, USA; New York Knicks guard Josh Hart (3) shoots against San Antonio Spurs guard Stephon Castle (5) in the third quarter during game three of the 2026 NBA Finals at Madison Square Garden.
June 9, 2026

Ticket Prices for Game 4 at MSG Drop Following Knicks Loss

Ticket demand falls sharply for Wednesday’s Game 4.
Jun 5, 2026; San Antonio, Texas, USA; The New York Knicks fans celebrate after the Knicks defeat the San Antonio Spurs in game two of the 2026 NBA Finals at Frost Bank Center.
June 8, 2026

Knicks Merch Sellers Struggle to Keep Up With Demand

“The hardest part is not keeping all the good vintage Knicks stuff for myself.”
Apr 28, 2026; New York, New York, USA; General view of Madison Square Garden as fans wave their rally towels during the first quarter of game five of the first round of the 2026 NBA Playoffs between the New York Knicks and Atlanta Hawk
June 8, 2026

The Knicks Fans Turning Down $25K to Keep Finals Tickets

“I don’t think I’d forgive myself if I sold and didn’t go.”
exclusive
June 7, 2026

U.S. Investors Target Wrexham-Style Turnaround with Italian Club

The deal is expected to close this month.