The 5 Worst NBA Free Agency Signings This Offseason: James Harden Headlines List

October 19, 2026

•
NBA
AP Photo/Sara Nevis
Cleveland Cavaliers PG James Harden during an NBA game vs. the Sacramento Kings.

The start of the NBA regular season is upon us. Some teams will look very different entering the campaign, including the Philadelphia 76ers after they added SF Jalen Brown and PF LeBron James.

In terms of players changing teams via hefty contracts, there weren’t a ton of noteworthy moves. Given the circumstances of the modern CBA, a lot of player movement came via trades or re-signings with prior clubs.

With that in mind, let’s look at some deals that were signed over the summer and highlight the five worst NBA free agency signings from this offseason.

Make your NBA picks for the 2026-27 season on PrizePicks now!

{{nba_offer_banner="/style-system/ui-components-playbook"}}


5 Worst NBA Free Agency Signings This Offseason

Here are five of the worst NBA free agency signings of the offseason. This hoops season, you can make your NBA picks on PrizePicks for player stats, game winners, futures, and more!

SG Gary Trent Jr. Signs 4-Year, $64 Million Contract to Stay on Bucks

Gary Trent Jr. only averaged 21 minutes over 65 games with the Bucks last season. According to Basketball Reference, his usage rate was only 17.2%, which was the third-lowest mark of his career.

Known for his 3-point prowess, he also shot 36.0% from behind the arc. While that might be good for many players, that was his lowest figure since he appeared in just 15 games during his rookie season. That left him to average only 8.1 PPG.

If Trent isn’t making treys in bunches, he doesn’t bring much to the table. Last season, he only averaged 1.0 rebounds, 1.2 assists, and 0.5 steals. Despite his lackluster production and the Milwaukee Bucks changing franchise directions by trading PF Giannis Antetokounmpo to the Miami Heat, Trent was brought back on a hefty deal.

The Bucks signing Trent to this large of a contract makes such little sense that the NBA is investigating the deal for possible salary cap circumvention. Even with his new pact in hand, Trent isn’t likely to serve as much more than a depth piece.

Make your Milwaukee Bucks picks for the NBA season on PrizePicks!

Cavaliers Sign PG James Harden to 3-Year, $97M Contract

Regular-season stats are never the problem for James Harden. He's coming off another excellent campaign in which he averaged 23.6 points, 4.8 rebounds, 8.0 assists, and 3.1 3-pointers. He's also generally a healthy player, appearing in at least 70 games in each of the last three years.

When the Cleveland Cavaliers acquired him last season in a deal that sent PG Darius Garland to the Los Angeles Clippers, the hope was that the veteran could increase their upside and provide a more reliable option in their push for a title.

The problem with Harden is that he has a history of coming up short in the playoffs. The Cavaliers made it to the Eastern Conference Finals, but Harden only averaged 20.1 points and shot 41.5% from the field on the path to get there.

The Cavaliers were then swept by the eventual champion New York Knicks, with Harden averaging 16.0 points and shooting 38.9% from the field.

Despite Harden struggling in big moments (again), the Cavaliers signed him to a big extension. While the team will likely have plenty of regular-season success, it’s difficult to feel good about their chances of winning a championship. Harden is 37 years old, so time isn't on his side either.

Make your Cleveland Cavaliers picks for the NBA season on PrizePicks!

C-PF Kristaps Porzingis Signs 2-Year, $40M Contract to Return to Warriors

Talent isn't the question with big man Kristaps Porzingis. He showed his significant impact when the Boston Celtics won a championship in 2024. His problem has been staying on the court.

He only played 42 games the year after winning the title, then the Celtics traded him to the Atlanta Hawks prior to last season. He was eventually moved again to the Golden State Warriors; he combined to play just 32 games across the two franchises.

Even with Porzingis missing so much time with a mystery illness and other injuries, the Warriors signed him to a two-year, $40M contract. Only $3M for the second season is guaranteed, but for an organization trying to help PG Stephen Curry succeed in the late stage of his career, even this feels like grasping at straws.

Porzingis is already out indefinitely as the season prepares to get underway.

Make your Golden State Warriors picks for the NBA season on PrizePicks!

{{nba_offer_banner="/style-system/ui-components-playbook"}}


Heat Sign SG/SF Klay Thompson to 2-Year, $11.48 Million Contract

The Heat needed to replenish their depth chart after sending SG Tyler Herro, C Kel'el Ware, F Jaime Jaquez Jr., and PG Kasparas Jakucionis to the Bucks in the Giannis deal. With the franchise firmly in win-now mode, it decided to target veterans to help fill the void. One of them was Thompson, who's on a two-year deal.

Thompson isn't the player he was during his glory days with the Warriors. He averaged a career-low 11.7 PPG with the Dallas Mavericks last season and saw his playing time drop to 22 MPG. Of his 10.6 shot attempts per game, 7.6 came from behind the arc.

The problem with the Thompson signing is that he could start. That would mean he'd take minutes away from their promising young wing Pelle Larsson, who averaged 11.4 points, 3.5 rebounds and 3.4 assists last season.

Thompson is also not a good defender at this point, further diminishing his value to a team with championship aspirations.

Make your Miami Heat picks for the NBA season on PrizePicks!

SF Saddiq Bey Signs 3-Year, $55.5M Contract to Remain in New Orleans

It’s difficult to figure out the New Orleans Pelicans’ plan right now. Despite finishing 26-56 last season, they brought back mostly the same roster. That included signing Bey to a three-year extension.

New Orleans was riddled with injuries, which contributed to Bey averaging 17.7 points, 5.6 rebounds, and 2.1 3-pointers over 72 games. He played a lot, too, logging 31 MPG. As they enter this season, he could come off the bench behind SF Herbert Jones, who appeared in just 56 games in the previous campaign.

The Pelicans have a deep bench, with players including PG Jeremiah Fears, wing Bennedict Mathurin, and C Derik Queen all potentially on the second unit.

For a team that likely won’t make the playoffs, paying a reserve that much over the course of three seasons isn't a wise move.

Make your New Orleans Pelicans picks for the NBA season on PrizePicks!

Make 2026 NBA Picks on PrizePicks

We saw plenty of head-scratching signings over the offseason, including the Bucks singing Trent to a deal that appears so outrageous that it triggered an investigation by the league. The contracts for Harden, Porzingis, Thompson, and Bey could also lead to disappointing results for their respective franchises.

You can make your NBA picks all season long on PrizePicks. Just pick players, predict More or Less on their projected stats, and cash in if you’re correct. With Team Picks, make predictions on winners, spreads, and over/unders, now available in 36 states!

Stick around with the Playbook for continued NBA predictions, picks, and news throughout the 2026-27 season.

Team Picks and Culture Picks are event contracts offered by Performance Predictions II, LLC d/b/a PrizePicks Predict, a CFTC-registered FCM and NFA Member. All event contract customers must be U.S. residents and 18+. Some event contracts may not be available in every state.Event contract trading carries significant risk and is not appropriate for everyone. No guarantee against loss is offered. Past results are not necessarily indicative of future results.Void where prohibited by law. Restrictions apply. For full terms of service see prizepicks.com/predict-regulatory. Team and Culture Pick Early Payouts subject to market liquidity. The content provided is for informational and educational purposes only and does not constitute investment advice, or a recommendation to trade any commodity interest.

Mike Barner has been covering fantasy sports since 2007. He specializes in the NBA, NFL, and MLB. He is a two-time finalist for the Fantasy Sports Writers Association Basketball Writer of the Year award and won the 2021-22 FSGA NBA Experts Champions league. In addition to PrizePicks, Mike has written for Sports Illustrated, RotoWire, SportsLine, and more.