The San Francisco Giants made headlines this weekend with their first big trade of the season, dealing Patrick Bailey to the Cleveland Browns. Although this immediately opened up more playing time for Daniel Susack and Jesus Rodriguez, there was reportedly another strategy behind it.
Bob Nightengale of USA TODAY reported that part of the Giants’ objective with the trade is to set themselves up to select shortstop Roch Cholowski in the 2026 MLB Draft.
As part of the trade, San Francisco received the 29th overall pick from the Guardians. While first-round selections in the MLB Draft cannot be traded, selections in the competitive balance round can be dealt. So, San Francisco now has two top-30 selections along with four of the top-90 selections.
The acquisition of the 29th overall pick also means they will receive an additional $3.27 million in bonus pool money. According to MLB.com, he now has the fourth-largest bonus pool at $17.35 million. This allows them to go above the slot value for the fourth overall pick ($8.988 million), theoretically giving them the flexibility to sign Cholowski if he’s on the board.
Will the Giants draft Roch Cholowski?

6-foot-2 shortstop Roch Cholowski is widely viewed as the best player in the 2026 MLB draft class. UCLA’s star shortstop has been excellent this season, posting a .338/.463/.707 triple-slash line with 59 RBIs and 21 home runs in 198 at-bats.
The right-handed hitter is rated as the No. 1 prospect in the 2026 MLB Draft class by MLB Pipeline, with ESPN.com’s Kiley McDaniel and Baseball America also rating Cholowski as the top player available.
However, there is a loophole in this reported objective that veterans may or may not have as part of belly trading. Cholowski will not be available at the fourth pick. Even on the off chance that the Chicago White Sox would pass on the UCLA shortstop, the Tampa Bay Rays would take him.
San Francisco would also like to get their hands on Georgia Tech catcher Von Lackey, but he is widely speculated to either be taken second overall by Tampa Bay or selected third overall by the Minnesota Twins. In all likelihood the Giants will choose between UC Santa Barbara starting pitcher Jackson Flora or prep shortstop Jacob Lombard. With the 29th overall pick, there is a higher chance that the team will grab a prospect who falls short of his asking price and they move on to sign him.
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