Chicago Cubs right-hander Ben Brown (neck), whose 2026 season ended in June due to a recurring neck injury, has not been cleared to throw, and surgery has not been ruled out, according to Sahadev Sharma of The Athletic. At a minimum, Brown's short-term future is in question, which is yet another reason why pitching is Chicago's No. 1 priority this offseason. A neck injury also caused Brown to miss a big chunk of time back in 2024. The 27-year-old former 33rd-round pick in 2017 by the Philadelphia Phillies was excellent when available this past season, but he appeared in only 20 games (eight starts) for the Cubbies before being shut down. Brown went 4-2 with a career-best 1.85 ERA (2.50 FIP) and 0.94 WHIP with 65 strikeouts and 19 walks in 68 innings pitched. In 2025, he had a career-best 121 strikeouts and 32 walks in 106 1/3 frames. If he is forced to go under the knife, Brown almost certainly will not be ready for the start of the 2027 campaign, and it could force him to miss most, if not all, of next season. Because of Brown's health issues, it would not be a surprise to see the Cubs convert him into a full-time reliever.

Left-hander Tarik Skubal, a two-time Cy Young Award winner, is arguably the best overall pitcher in baseball and is without a doubt the top free agent available this winter. Entering his age-30 season in 2027, Skubal will be the most sought-after player in baseball this offseason, and MLB Network's Jon Heyman believes that the New York Mets are the current favorites to eventually sign him. The Los Angeles Dodgers, who acquired Skubal from the Detroit Tigers at the trade deadline in early August, are also a strong bet to bring Skubal back after he went 5-2 with a 2.61 ERA, 1.05 WHIP, and 70:13 K:BB in 62 innings over 10 regular-season starts for the Blue in the second half. There are unsurprisingly a lot of teams involved in the Skubal sweepstakes, but few teams have the kind of financial resources that the Mets and Dodgers do. The reason Heyman slightly favors the Mets is that he thinks they are more desperate for a turnaround after missing out on the postseason in each of the last two years. Heyman also mentions the San Diego Padres (with new ownership), the San Francisco Giants, the Philadelphia Phillies, and the Toronto Blue Jays as some other teams that could seriously get involved. Regardless of where Skubal lands this offseason, he should be one of the top fantasy targets among starting pitchers in 2027.

Across 615 plate appearances in 2026, Atlanta Braves catcher Drake Baldwin hit .284/.358/.459 with 25 home runs, 79 RBI, 85 runs scored, and three stolen bases. The 25-year-old got off to a scorching-hot start to the season before suffering an oblique strain in mid-May that sidelined him for about a month. Baldwin struggled upon his return, hitting just .063 across 50 plate appearances in June after being reinserted into the Braves lineup. However, the young backstop bounced back and closed the season strong, hitting .315 with 10 home runs across 296 plate appearances after the All-Star break. Baldwin's underlying metrics supported his production at the plate, as he posted an excellent 50.9% hard-hit rate and kept his strikeout rate to a manageable 21.5%. Atlanta also frequently used him at designated hitter, both keeping his legs fresh and keeping him in the lineup on an everyday basis. Heading into 2027, Baldwin is in the conversation as the top catcher in fantasy baseball.

Since his breakout season in 2024, Kansas City Royals left-hander Cole Ragans (elbow) has basically been a non-factor for fantasy managers. The 28-year-old pitched just 35 1/3 innings (eight starts) in 2026 before hitting the injured list with triceps and elbow soreness. Ragans initially attempted to rehab his arm, but he suffered a setback in June and ultimately underwent an internal brace procedure in July. As a result, Ragans missed the remainder of the 2026 season and will likely miss a significant chunk of 2027 as well. On the bright side, Ragans may finally be able to work his way back to full health and regain his peak form while he rehabs from the surgery. However, the talented southpaw is tough for fantasy managers to trust until he gets back on the mound and proves he can stay healthy for an extended stretch of time.