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Jack Flaherty: Failed
When the Orioles made Jack Flaherty their top pitching addition at the trade deadline, I was honestly a bit disappointed as a baseball fan. I like Flaherty and thought some contender should bring him into the fold (the Rays had a deal in place to do so until the Orioles swooped in), but I thought they should have been more aggressive and acquired a top talent.
Well, I'm guessing their front office would agree in hindsight.
Since coming over to the Orioles, Flaherty has a 6.68 ERA, making 7 starts before being moved to the bullpen recently. It's safe to say this has been a trainwreck for both Baltimore and Flaherty so far. There's going to be a real conversation about if Flaherty even makes their postseason roster.
For Flaherty, I think this stint in Baltimore kills any hope of him getting a long-term deal this offseason. I would look for him to sign a one-year deal with a savvy organization like the Dodgers, Giants, or Rays, and then try to hit the open market again after 2024 if he rebounds well.