Kyle Tucker of the Houston Astros (left) congratulates pitcher Ryan Pressly after the Astros defeated the White Sox 6-1 to win Game 1 of the American League Division Series on Oct. 7, 2021, in Houston, Texas. Both are now Cubs.

A year ago, the Houston Astros added to their bullpen with the type of free-agent splash they rarely make, signing closer Josh Hader in a move meant to build a late-innings trio that would let them shorten games from the back end.

Astros GM Dana Brown admitted his relationship with Ryan Pressly suffered over the last year before Houston traded him to the Cubs.

The Chicago Cubs and Houston Astros have agreed on a trade that will send two-time All-Star reliever Ryan Pressly and a reported $5.5 million in cash to Chicago in exchange for ri

After a few days of speculation, Ryan Pressly has agreed to waive his 10-and-5 no-trade protection to okay a deal that will send the veteran reliever from the Astros to the Cubs.  Houston will receive right-handed pitching prospect Juan Bello in return,

Dana Brown spoke today on Ryan Pressly, Alex Bregman, Jose Altuve and the current Astros' roster. Read all about it on MLB Trade Rumors.

Right-handed pitcher Ryan Pressly is headed to the Chicago Cubs in a trade after agreeing to waive his no-trade clause with the Houston Astros.

The Chicago Cubs are finalizing a trade for Ryan Pressly, adding the right-hander to the back end of their bullpen in their second major offseason deal with the Houston Astros.

Pressly has already spoken with Cubs manager Craig Counsell and Cubs president of baseball operations Jed Hoyer.

Ryan Pressly described it as one of the hardest decisions he has faced. The Astros’ request for him to waive his no-trade clause last week meant agreeing to move on from his family’s lifelong home and head into unfamiliar territory.

The Astros-Ryan Pressly divorce may have been in the works since last winter. Houston general manager Dana Brown admitted Tuesday that his relationship with the closer “took a slightly different turn” when the franchise signed Josh Hader to a five-year, $95 million contract a year ago, pushing Pressly into a setup man role.