Two-time All-Star reliever Ryan Pressly has decided to retire after 13 Major League seasons. In a statement to The Athletic’s Chandler Rome and Ken Rosenthal, Pressly said his decision is “bittersweet, but what a ride it’s been….The friendships — from bullpen brothers to vets who mentored me along the way — those bonds last a lifetime. I’ll miss the banter in the ‘pen, the inside jokes that kept us loose on those high-leverage nights. But I’m fired up for this next chapter with my family, and chasing whatever adventure comes next.”
Pressly retires with a 3.33 ERA, 25.2% strikeout rate, 48.5% grounder rate, and 7.2% walk rate over 691 1/3 career innings with the Twins, Astros, and Cubs. Since the start of the 2013 season, only six pitchers have appeared in more games than Pressly, who made 667 trips from the bullpen to the mound.
Never a big velocity pitcher, Pressly succeeded thanks to an excellent slider-curveball combination, and a ton of spin on both his curve and fastball. From 2017-25, Pressly ranked in no less than the 99th percentile of all pitchers in curveball spin, and no less than the 95th percentile in fastball spin rate. These fantastic spin rates helped Pressly miss a lot of bats, and turn a lot of hard contact into easy outs on the ground.
Originally an 11th-round pick for the Red Sox back in the 2007 draft, Pressly never pitched for Boston at the MLB level, as the Twins plucked him out of Boston’s farm system in the 2012 Rule 5 Draft. Pressly had never even pitched at the Triple-A level before making his big league debut with Minnesota in 2013, but he hit the ground running with a 3.87 ERA over 49 games and 76 2/3 frames, immediately establishing himself as a multi-inning bullpen workhorse.
Injuries and a couple of stints in the minors interrupted Pressly’s time with the Twins, but his solid work saw him receive more high-leverage opportunities. By the time Minnesota dealt Pressly to Houston at the 2018 trade deadline, the right-hander was acting as the Twins’ set-up man, and he continued that role in the Astros’ relief corps. Pressly was outstanding down the stretch for the Astros in 2018, and his excellent work as a set-up man in 2019 earned Pressly his first All-Star nod.
This led to another promotion to the closer’s job in 2020, kicking off a four-year stint that saw Pressly record 102 saves in 118 chances while recording a 2.99 ERA, 31.5% strikeout rate, and 6.2% walk rate. Despite this high-profile role on a playoff regular, Pressly’s success flew somewhat under the radar — perhaps because he never received many free agent headlines since the Astros kept (wisely) extending him.
Pressly inked a two-year, $17.5MM deal in advance of the 2019 season that became a three-year, $27.5MM deal after he reached enough appearances to trigger a vesting option for the third year. In April 2022, Pressly signed another extension that ended up paying him $42MM over a three-year span (2023-25) once he hit another vesting threshold. While it’s possible Pressly might’ve banked a bit more money if he’d tested the open market, he was very happy playing close to home (Pressly hails from Dallas and his wife is from Houston) and playing for a frequent contender.
The Astros’ regular trips to the postseason allowed Pressly the chance to shine on the biggest stages in baseball, and he delivered with a 2.78 ERA over 45 1/3 career playoff innings, including a streak of 22 2/3 innings without allowing an earned run. Pressly’s run in Houston was highlighted by the team’s World Series title in 2022, and he threw the final inning of the Astros’ combined no-hitter in Game 4, and he picked up the save in both Game 5 and the clinching Game 6.
Despite Pressly’s continued success at closer, the Astros chose to double down on their relief depth by acquiring Josh Hader during the 2023-24 offseason, which resulted in Pressly’s return to a set-up role. While he continued to pitch well, his $14MM price tag got a bit too hefty for an Astros team trying to limit its luxury tax bill, and Pressly agreed to waive his no-trade protection to approve a deal to the Cubs last winter. Unfortunately for Pressly, he struggled in what ended up being his final MLB season, and Chicago released the reliever in August.
It was a little surprising that Pressly didn’t catch on anywhere following the release, and both the Twins and Astros were reportedly considering reunions. Retirement was apparently an option for Pressly even over the summer, however, and after some time to weigh the decision, he has decided to walk away from the game at age 37.
We at MLB Trade Rumors congratulate Pressly on an excellent career, and we wish him the best in his post-playing endeavors.

Nice career.
Yes, except for the Chicago stint.
Agree 100% Every time Ryan entered a game last year it seemed like disaster was about to happen. It was hard to watch because he seemed like a genuinely decent guy with a great family, and was good with the fans. I got to meet him twice outside Wrigley and he was only too happy to stop and talk. I wish him well in the next chapter of his career.
MLB Top 10000 Commenter: Hey, there’s a parade, think I’ll go rain on it.
And yet had a better era last season than Devin Williams!
Yeah, although he apparently retired about a year ago and just didn’t tell the Cubs.
Wow, bitter Cubs fans around here today. 4.35 ERA in 41.1 IP isn’t good, but it’s also not like he cost them a title or anything.
Right?! I’ve seen way worse overall seasons, especially this last season!
Ryan has left the field.
The bat-missing stuff faded fast at the end, but he walked away at the right time. Elite run, no legacy damage.
Rule 5 draft Hall of Fame
Future hall of pretty good member for sure.
Agreed. HOF is a stretch, and I love the man. Astros HOF certainly.
Surprising. In this market he could have probably landed $4M+ from someone and if he’d bounced back even a little bit, added another year or two at $8M+. Feels like he left $20M or more on the table.
Very surprised by this retirement.
Pride rules the day (if you enough money)
Has made $76 million. Money is likely not an issue.
*$71,540,766 before agent fees and taxes. Likely around $38M or so after taxes and agent fees.
Money aside still surprised he’d retire. Seemed like he had a bit left in the tank.
Crazy to think Ohtani made that last year in advertising alone! Baseball salaries are so out of control now that people are making in 1 year what accomplished career greats made in their entire career lol…
Nice career, enjoy the next chapter
Stros sure dumped him at the right time.
Thats one way of seeing it. I see it as they created his downfall and then blamed him for it and dumped him like trash… not cool Dana Brown, not cool. You dont put 2 roosters in 1 henhouse — there was no reason to bring in Hader when Pressly was doing great. He created a problem for both Pressly and Hader and they both had awful seasons. Also now Astros are dumping guys they could have signed without the unnecessary salary of Hader. (However now in MLB his $20m salary is a bargain basement amazing deal lol)
Congratulations Ryan on a nice career and earning a full pension!
He was a rarity, retiring with lots left in the tank.
Solid Career. 100+ career Saves and a World Series ring. Congrats Ryan
Ryan Pressly has left the building and we are all shook up.
Is that a double Elvis reference??? Well done if so… 👏
Congrats on a great career. He was cooked last season when he was with the Cubs. He got hos bag and championship, he can enjoy the phase of his life.
I feel bad for Pressly. He gave me 5 years of excitement when I’d see him come in the game. Aside from being an amazing pitcher, he was also an amazing human being. He and his wife are actual role models, examples of good human beings despite having wealth.
This was the first of many disgusting decisions Dana Brown made to treat the athletes that give him a job, like complete pieces of garbage. You dont treat people like that. And then he goes and puts Altuve, a future 1st ballot HOFer, in LF. Who does that crap???
DB is fitting initials for Dana Brown, the biggest DB in baseball (well tied with Scott Boras)
A 2022 World Champion. Will be remembered here in Houston