5 massive missed opportunities Dodgers squandered at trade deadline

SS Paul DeJong

As I mentioned earlier in the article, the Dodgers were in the market for a right-handed bat. Despite Miguel Rojas' steady defensive presence this season, the Dodgers turned to Rosario to fill the void that Rojas leaves at shortstop with his underwhelming offense. But what if the Dodgers had instead turned to the Cardinals to find a solid right-handed bat? DeJong was traded to the Blue Jays after Bo Bichette suffered an injury and the Jays needed insurance. Toronto only gave up Matt Svanson (a 24-year-old reliever in AA) to get him.

So what does DeJong do that Rosario can't? He brings more pop in his bat from the right side. DeJong's .710 OPS and 93 OPS+ with the Cardinals this season are better than Rosario's .675 OPS and 88 OPS+ with Cleveland. And, whereas Rosario struggles in the field (-14 DRS and -14 OAA in 2023), DeJong is a very good defender. He has never been below 0 DRS in a season, and this year his 0 DRS and 8 OAA are far better than Rosario's numbers. While trading for DeJong definitely wouldn't constitute as a blockbuster, the Dodgers definitely could have made a move to acquire him.

RHP Aaron Civale

The reason why the Dodgers didn't work out a deal for Aaron Civale is pretty obvious: LA refuses to give up their top 100 prospects in the farm. That reluctance is also why the first two trades on this list are smaller names. However, Civale is under control through the 2025 season. With Clayton Kershaw's current pace of going year-by-year with his contracts, and Julio Urías being a free agent after this season, the future of the Dodgers' starting rotation is uncertain, to say the least. The extra insurance of having a starter with two years of control would've been massive for the Dodgers, and despite the unwillingness to trade top prospects, this could have been an easy deal for LA to make.

Michael Busch has been a big-name prospect in the Dodgers system for years, and is currently LA's No. 2 prospect, and the No. 34 prospect in the majors. However, Busch's path to major-league playing time remains unclear, as he's blocked by Max Muncy and (to an extent) Miguel Vargas. If he's not going to have an opportunity to prove himself, why not trade him? First baseman Kyle Manzardo is ranked No. 37 overall and that was all the Rays gave up to acquire Civale. Based on the trade the Guardians accepted for Civale, it's likely that Busch for Civale might have been enough. And while it's possible the Dodgers never inquired about Civale because he was a lower-value trade target than Eduardo Rodriguez or Justin Verlander, Civale would have been a great fit, especially if they worked a package deal with Rosario. His 2.34 ERA this season surely would have raised the floor of the Dodgers' starting rotation.

LHP Jordan Montgomery

The only blockbusters the Dodgers would've attempted would've been for starting pitchers. LA has been in dire need of starting pitching ever since the rookie starters first entered the rotation.

Jordan Montgomery fits in that role well, and is used to the big moments, as he was with the Yankees from 2017 until the 2022 trade deadline, when New York dealt him to the Cardinals in exchange for outfielder Harrison Bader. Montgomery adapted well to his new environment in St. Louis, posting a 3.11 ERA and 4.69 K/BB with the Cardinals. While Montgomery's walk numbers have gone up this year, his strikeout numbers have gone up too. The increases do not quite cancel each other out, but Montgomery has still been good enough to post a 3.42 ERA this year.

The left-hander was traded in a package deal, along with reliever Chris Stratton, to the Texas Rangers in exchange for LHP John King and two top prospects: RHP Tekoah Roby, who is now the Cardinals' No. 4 overall prospect, and INF Thomas Sagesse, who is now the Cardinals' No. 8 overall prospect. That return was significant, so it's possible that the Dodgers were in on Montgomery and backed out because of the high asking price, similar to the reports of what happened with a potential Nolan Arenado deal. But, the Dodgers trading players that would rank similarly wouldn't have been as costly as it appears on the surface due to the ridiculously deep farm system they have.

The Dodgers' top seven prospects are all in the top 85 in the majors, whereas none of the pieces in this trade were in the top 100, according to MLB Pipeline. That means the Dodgers wouldn't have had to trade one of their most coveted prospects to get a deal done for Montgomery. Losing out on Montgomery has an even larger significance after the Dodgers could not get LHP Eduardo Rodriguez from the Tigers because he used his 10-team no-trade clause to veto the trade. The Dodgers had to turn elsewhere to get help as a result, but failed to acquire either Dylan Cease or Jack Flaherty to fill the starting rotation before the trade deadline had passed, and instead settled on Ryan Yarbrough.

RHP Justin Verlander

For multiple reasons, this trade could have seriously benefitted the Dodgers. Starting with an off-field reason, yes, Clayton Kershaw is one of the best pitchers of all-time and surely has been able to help out with mentoring the rookies on the Dodgers' staff. But, if you look dig deeper, Verlander's pitch mix, velocity, and, on an even simpler level, his handedness, matches up well with the styles of Bobby Miller and Emmet Sheehan. While Verlander has thrown his changeup sparingly in 2023 (like Kershaw), his fastball usage (49% of his pitches) and slider usage (27%) combination is similar to Miller's (47% fastball and 23% slider). Miller has an even usage rate with his curveball and changeup (15%) to round out his mix, whereas Verlander significantly favors his curveball (19%) to his changeup (4%).

However, overall, Miller's profile is very similar to a younger Verlander, who used to favor his fastball even more. Also, in 2008 and 2009, his slider usage was under 3%. He has evolved as a pitcher over the course of his career to take his slider from his least-used pitch to his best off-speed pitch. Could he have helped Miller find his ideal pitch mix early in his career? Absolutely. When he was younger, he had much better velocity as well, and Miller could benefit under his tutelage. Sheehan is no different, and his velocity currently is very similar to Verlander's.

And then there's the on-field impact. Verlander has vast postseason experience, as Dodger fans are familiar with from facing him in the 2017 World Series. He had a rough start against the Mariners last postseason, giving up six earned runs in four innings, but then bounced back with six innings against the Yankees with a solo homer being the only blemish on that stat line. He gave up six earned runs in 10 innings in the 2022 World Series as well, but when choosing between Verlander and rookies starting postseason games, anybody would take Verlander, especially after Steve Cohen paid down most of his contract in the deal with the Astros.

The Dodgers had to have known they had to give to get for one of the best pitchers in the league, and it's odd they didn't push harder when they knew they'd only be on the hook for $39 million total through 2025 if Verlander's vesting option kicked in.