Tuesday, September 15, 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 23, 2026; New York, NY, USA; NBA commissioner Adam Silver during the 2026 NBA draft at Barclays Center. Mandatory Credit: Brad Penner-Imagn Images

Adam Silver: It Would Be a ‘Failure’ If Trail Blazers Left Portland

Silver spoke after the NBA Board of Governors meetings in New York.
Adam Silver, NBA commissioner, attends the annual Allen and Co. Sun Valley Media and Technology Conference at the Sun Valley Resort in Sun Valley, Idaho, U.S., July 7, 2026.

Clippers Controversy Hangs Over NBA Board of Governors Meeting

Adam Silver is expected to hold a press conference Tuesday.

Clippers Reverse Course and Accept NBA Punishment

Steve Ballmer said he has “sincere regrets.”
Mar 21, 2026; Dallas, Texas, USA; LA Clippers forward Kawhi Leonard (2) looks on during the game between the Mavericks and the Clippers at American Airlines Center. Mandatory Credit: Jerome Miron-Imagn Images

Kawhi Leonard Saga Enters Uncharted Territory With Federal Probe

News of the probe comes a week after the NBA announced its punishment.
podcast thumbnail mobile
Front Office Sports Today

9/15/26 – NFL Kickoff Ratings Dip, Ballmer Accepts Punishment, Sweeney Ad Backlash

0:00

Featured Today

Oct 4, 2025; Tempe, AZ, USA; General action during the first period of the game between the Arizona State Sun Devils and the Penn State Nittany Lions at Mullett Arena

How Military-Style Workouts in College Sports Get Dangerous

For elite athletes, high-intensity training can be “very appealing.”
September 6, 2026

Is Carolyn Tisch Blodgett the Future Face of Giants Ownership?

Amid changes at top of Giants ownership, eyes are on Tisch Blodgett.
September 4, 2026

Wild Transfer Window Shows How Premier League Towers Over Soccer

Spending in England vastly outstripped the rest of Europe.
September 3, 2026

Teams Are Spending Millions to Build Luxury Locker Rooms

It’s a recruiting pitch, a retention tool, and a seven-figure line item.
September 1, 2026

High School Football Sidelines Are Clogged With Content Creators

Administrators call these amateur newcomers the “pajama paparazzi.”

Ndamukong Suh Blasts Rams’ ‘Asinine’ Australia Travel Plan

The Rams traveled to a game in Melbourne just a day before kickoff.
September 11, 2026

49ers Win Battle of Australia Travel Plans

The Niners blew out the Rams on Thursday.
September 15, 2026

Carolyn Tisch Blodgett Says Giants Ownership Transfer Is Complete

The Tisch shares have been passed down.
Sponsored

Drew Weatherford’s Bet on the Youth Sports Economy

Drew Weatherford discusses investing across the youth, college and professional levels.
Sep 9, 2026; Los Angeles, California, USA; Los Angeles Dodgers two-way player Shohei Ohtani (17) looks on during the first inning against the Cincinnati Reds at Dodger Stadium.
September 10, 2026

Ohtani Heads to Injured List as Dodgers Aim for Third Title

The two-way phenom is making a rare trip to the injured list.
September 8, 2026

Mayfield, Bucs Break Impasse With Three-Year Extension

The deal runs through the 2029 season.
Aug 30, 2026; Woodland Hills, CA, USA; Los Angeles Rams coach Sean McVay at practice at the Rams Practice Facility
September 5, 2026

Why Are the Niners and Rams Getting to Australia a Week Apart?

The 49ers are already there, while the Rams have yet to leave.
Washington Redskins football shirts and a team flag on sale at a sporting goods store in Bailey's Crossroads, Virginia, U.S., June 24, 2020. REUTERS/Kevin Lamarque
September 4, 2026

Native Leaders to Commanders: Drop Old Name for Good

The franchise says there are no plans to revert to its old name.