Chicago’s $19 Million Bet: Drew Smyly Has One Good Fight Left in Him

In the days before Christmas, the Chicago Cubs filled out their starting rotation by bringing back a familiar face: Drew Smyly. This past season was one to forget for the Cubs, but Smyly was one of the bright spots. After confusing hitters with a breaking ball-heavy attack, Smyly earned an equally confusing contract structure: $8 million in 2023, $8.5 million in ’24, with an opt-out after this year and a $10 million mutual option for 2025, which comes with a $2.5 million buyout. That brings the total guarantee to two years, $19 million.
Once one of the top pitching prospects in baseball, Smyly spent most of his late 20s and early 30s bouncing aimlessly from team to team. But in 2022, he found stability in Chicago, and rewarded the Cubs with his best full season since 2014: 22 starts, 106 1/3 innings, and a 3.47 ERA. While his ERA would seem to flatter his underlying numbers, Smyly still posted a respectable FIP (4.23) and xERA (4.17). Compared to comparable free agents (Mike Clevinger, Noah Syndergaard, Matthew Boyd), Smyly’s getting an extra guaranteed year, but at a slightly lower AAV. If you want a starting pitcher who’s likely to throw 100 innings or more, with a reasonable chance of better-than-replacement-level rate stats, two years and $19 million is about what you should expect to pay.
That’s not too bad for a back-end starter, which is all Chicago will need him to be. The Cubs have already added Jameson Taillon to a rotation that includes Marcus Stroman and Justin Steele, who was quietly impressive in his first full season as a big league starter. Kyle Hendricks is also on course to return from a shoulder injury, which means Smyly is basically just there to make up the numbers. Let’s put it this way: If Smyly ends up having to be anything more than Chicago’s fourth-best starter, this is going to be a lost season anyway, and for reasons that have nothing to do with the 33-year-old lefty. Read the rest of this entry »



