Yankees: 3 recent first-round draft picks NYY definitely wish they could do over

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The Yankees have a few first-round misses in recent years that could’ve REALLY helped the roster if they’d gone a different way.

Two things can be true at the same time: The Yankees have built an annual American League contender despite never selecting very high in the first round, and they could feature a much stronger roster if they’d drafted better over the past five years or so.

International signings? The Yankees clean up! They have a prestige brand, a large budget, and a lot of top talent wants to join the organization year in and year out. That’s why The Martian, Jasson Dominguez, exists wearing the interlocking NY on his head.

But draft-wise? For all the player development kudos the Yanks usually get, they’ve been surprisingly lackluster in this department, often bucking consensus to no avail. More often than not in the past five years, the team has unfortunately bet on the wrong horse.

We hate to redraw these boundaries and make you depressed, but hey, that’s what we’re here for. A few of the Yankees’ holes could’ve already been filled if they’d made the correct draft calls.

Future New York Yankees catcher Anthony Seigler (Photo by Brace Hemmelgarn/Getty Images) /

3. Anthony Seigler Over Many Options in 2018

The Yankees took iffy catcher Anthony Seigler 23rd overall, while many of their rivals grabbed MLB-ready pitchers.

It’s time for the Yankees to stop treating the first round like a luxury item and more like a team-building necessity.

We’re not sure what possessed the Yanks to select fringe catcher Anthony Seigler 23rd overall in 2018. Were they drafting for need? Not really; at the time, Gary Sanchez wasn’t a hole that needed to be filled, and there was no reason to project he’d be gone by, say, 2023 when Seigler would supposedly be ready. Were they drafting because they valued his skills so highly?

Um, we guess?

Because thus far, they haven’t translated in even an extremely limited sample of minor league appearances. Seigler hit .175 without a homer in 120 plate appearances in Charleston in 2019 before watching his 2020 season get washed out for reasons beyond his control. Unfortunately, he’s barely even on the map right now.

Where could the Yankees have gone if they’d looked elsewhere? Cubs infielder and 2019 sensation Nico Hoerner went 24th, the very next pick. He might’ve been a nice depth fit. Triston Casas, the Red Sox slugger and one of their few elite prospects, went 26th.

Want pitching? Shane McClanahan, who you may remember from the ALDS, went 31st overall. Jackson Kowar, Daniel Lynch and Kris Bubic all went to the Royals in the next 10 picks (yeesh, what a coup). The story of the 2018 class is still unwritten, but the Yanks are certainly not in a strong position here.

Hey, could be worse, though. They could’ve taken Kyler Murray ninth overall!

Gavin Lux #48 of the Los Angeles Dodgers (Photo by Harry How/Getty Images) /

2. Blake Rutherford over Gavin Lux and Co., 2016

The Yankees selected trade bait Blake Rutherford instead of Gavin Lux and some pitchers who could’ve helped them.

Did the Yankees get the most they could’ve out of prep outfielder Blake Rutherford? Probably. Rutherford was traded in the David Robertson/Todd Frazier deal, and has never really developed the power the Yanks foresaw for him, hitting only seven homers apiece the past few years.

Kudos to Brian Cashman for parting with Rutherford when he could, who’s very much blocked by Luis Robert and Co. in Chicago.

But what if he didn’t have to simply be trade bait? What if he could’ve been, say, Gavin Lux, selected by the Dodgers with the 20th overall pick in 2016, two choices after the Yankees opted for Rutherford. Imagine if the team in the Bronx was the one looking for playing time for Lux instead of the LAD! What an interesting conundrum that’d be!

Of course, a few slots down, there were even more impact players, if you want to dig deeper. We’re looking at picks 32-34: Dodgers World Series hero Will Smith, Cardinals top prospect Dylan Carlson, and Cardinals mid-rotation starter Dakota Hudson.

Was drafting and trading Rutherford the right call? Probably not.

Walker Buehler #21 of the Los Angeles Dodgers (Photo by Ronald Martinez/Getty Images) /

1. Passing on Walker Buehler in 2015

The Yankees chose the wrong pitcher in 2015. Bar none.

Ahh, remember 2015? When we finally applauded the Yankees for getting it right, drafting a pitcher and listening to the consensus instead of going off the board?

Yeah, better days, right?

Because, as it turns out, the Yankees took UCLA righty James Kaprielian with pick No. 16, and it turned out his inverted “W” pitching mechanics led to the injury problems that many projected. Sitting ripe for the plucking at No. 24? Vanderbilt righty Walker Buehler.

You know the story from here. The Dodgers have a controllable ace-type pitcher and drafted behind the Yankees, and the NYY dealt with Kaprielian’s absence for a few years before dealing him as a part of the Sonny Gray trade with Oakland.

The righty was thought of as a fast riser when the Yanks made the pick, but who were we to know that there was a far faster and more stable riser several picks behind him? Add in the fact that Buehler came from a similar pitching factory in Vandy, and it seems like a big miss by New York’s scouting department.

In case you’re not a Buehler fan and prefer a riskier option who still paid off, Braves ace Mike Soroka went 28th. The Yankees picked again at 30, choosing glove-first shortstop Kyle Holder, whose bat has never developed. Two picks behind him? Charlie Hayes’ son, Pirates wunderkind Ke’Bryan Hayes.

Yikes all around.

DJ LeMahieu, who should be a New York Yankee for life (Photo by Elsa/Getty Images)

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3 recent first-round draft picks Yankees definitely wish they could do over