The 2026 MLB season has seen a number of highly paid stars significantly miss expectations, leaving both their teams and fans frustrated. However, with September now underway and playoff races heating up, these players still have a chance to turn their seasons around by delivering strong performances when it counts most. Kyle Tucker of the Los Angeles Dodgers, who signed a $240 million deal but is batting only .229 with just 11 homers, could help the Dodgers secure the top National League seed if he returns to form. Despite the Dodgers' guaranteed playoff spot, Tucker’s resurgence is critical as they compete closely with the Brewers and Braves for seeding advantages that could impact postseason success.

Cal Raleigh of the Seattle Mariners is another key player in need of a September surge. After an outstanding 2025 season where he hit a record 60 home runs and helped the Mariners nearly reach the World Series, Raleigh has struggled mightily this year, batting just .165 with an OPS+ that has dropped from 168 to 79. The Mariners currently sit four games out of both first place in the AL West and the last wild card spot, so a strong finish from Raleigh, who is under a $105 million contract, could be pivotal in revitalizing Seattle’s playoff hopes. His ability to lead the team late in the season will be closely watched by fans and analysts alike.

Vladimir Guerrero Jr., who signed a massive 14-year, $500 million extension with the Toronto Blue Jays, has also had a disappointing season by his standards. With only seven home runs and a batting line of .262/.334/.353, he is underperforming relative to his previous seasons when he was an MVP runner-up. The Blue Jays are in last place in the AL East but just 2.5 games shy of the final wild card position, making Guerrero Jr.’s performance this September potentially decisive in their postseason quest. After a historic postseason showing in 2025, this month could define whether he quiets the doubters and helps Toronto reclaim contender status.

Finally, Dodgers closer Edwin Díaz has been a major disappointment due to injuries, posting an alarming 11.65 ERA over limited innings this season after signing a three-year, $69 million contract. Last year, Díaz was key in closing out games with elite numbers and significant WAR value. As the Dodgers chase a third consecutive National League title, his return to form is critical to short-circuit opposing offenses and solidify the bullpen. If Díaz can regain his past effectiveness in September, he could be the difference-maker in Los Angeles’ pursuit of another World Series championship and sustain their status as baseball's dominant team.