Orioles reach agreement with first draft pick Jackson Holliday (updated)

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The Orioles have an agreement in place with prep shortstop Jackson Holliday, the first-overall pick in the MLB Draft. The next step before his official signing.

Holliday is getting a record deal for a high school player, slightly more than the $8.185 million bonus that outfielder Druw Jones received from the Diamondbacks as the second-overall selection, according to MLB Network’s Jon Heyman.

The first selection is slotted at $8,842,200. The Orioles are holding $16,924,000 in their bonus pool.

The left-handed hitting Holliday 18, set a national record with 89 hits in 41 games at Stillwater High School in Oklahoma, passing J.T. Realmuto, while batting .685 with 29 doubles, six triples, 17 home runs, 79 RBIs, 74 runs scored, a .749 on-base percentage and a 1.392 slugging percentage.

Holliday was the No. 2 overall draft prospect by MLB.com and No. 3 by Baseball America. The four-year starter batted .500 (62-for-124) with 16 doubles, six triples, six home runs, 57 RBIs, 54 runs scored and 19 stolen bases in 37 games as a junior and was named to USA Baseball’s 18U National Team in 2021.

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A look at the O's four picks on first day of MLB Draft

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When the Orioles made their third No. 1 overall MLB Draft pick in team history on Sunday night, the pick was a popular one with a couple of the MLB Network analysts. They reacted quite favorably on the telecast when the O’s selected high school shortstop Jackson Holliday from Stillwater, Okla.

The son of long-time big league outfielder Matt Holliday, Jackson was Baseball America’s national High School Player of the Year. Holliday, who gets 60 grades from scouts for his hit tool, running and arm, is age 18 and hit .685/.749/1.392 (89-for-130) with 29 doubles, six triples, 17 home runs, 74 runs scored, 79 RBIs and 30 stolen bases in 40 games during his senior season. His 89 hits set a national high school record.

He follows Ben McDonald in 1989 and Adley Rutschman in 2019 as O’s 1/1 picks and is the first high school position player the team made its top draft pick since Manny Machado in 2010.

The slot amount to sign Holliday is listed at $8,842,200.

“They didn’t cut a deal here,” said Jim Callis of MLBPipeline.com on the MLB Network draft telecast. “They took one of the best players. I think Jackson Holliday is probably the best combination of hitting ability and ceiling in this draft. He plays on the infield, Druw Jones (drafted second) is an outfielder, there is defensive value here. I like Harold's (Reynolds) Bobby Witt Jr. parallel. He is a five-tool shortstop. I can’t think of too many players - and Jackson Holliday is one - that got better in every phase of the game (this season). Better hitter, stronger, faster, better arm, better shortstop as a senior. He was a good player coming in and he’s a great player now. I love this pick for the Orioles.”

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Doubling back to the MLB Draft

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TAMPA, Fla. - A few takeaways from the first night of the MLB Draft:

Jackson Holliday’s father, former major league outfielder Matt Holliday, knew about the selection 30 seconds ahead of the announcement because he received a call from Scott Boras.

I didn’t make the immediate connection. Boras used to represent Matt, and he negotiated his client’s seven-year, $120 million deal with the Cardinals back in 2010.

Of course, Boras would rep Jackson.

From the moment that the Orioles drafted Oregon State catcher Adley Rutschman one/one rather than prep shortstop Bobby Witt Jr. in 2019, they were destined to have their careers tracked side by side. It won’t be the same with Holliday and Druw Jones, who went second to the Diamondbacks, because they weren’t universally seen as the top two prospects in the class. But there will still be comparisons as they embark on their professional careers.

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He's No. 1/1: Jackson Holliday on being drafted by the Orioles

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For the third time in club history tonight the Orioles had the overall No. 1 selection in the MLB Draft. And after taking Ben McDonald in 1989 and Adley Rutschman 30 years later, the O’s went into the high school ranks tonight to select shortstop Jackson Holliday from Stillwater (Okla.) High School.

He is the first high school player the O’s selected with their top pick since pitcher Grayson Rodriguez in 2018, and first high school position player they spent their top pick on since Manny Machado was the No. 3 overall pick in the 2010 draft.

As it turns out, Holliday, 18, found out he would be an Oriole about the same time the rest of us did.

“I kind of found out as they were saying it,” he told O’s reporters on a team Zoom call. “That was kind of cool. My dad didn’t really tell me. He was on the phone and then he’s like ‘All right, just going to find out.’ That was very, very neat and something I’ll never forget. I didn’t know it was a possibility, to be honest, going into the high school season. I just wanted to help my team and hopefully put myself into a good position heading into today.”

Holliday said his dad, former big leaguer Matt Holliday, was on the phone with his representative, Scott Boras.

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Orioles select Jackson Holliday with first pick in draft (updated with fourth pick)

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The Orioles had five players on their board through the final weeks leading to tonight’s MLB Draft. They stuck to it, deliberated with scouts and front office personnel in a series of meetings, had a Zoom call with manager Brandon Hyde to bring him into the loop and settled on Oklahoma prep shortstop Jackson Holliday.

Holliday committed to Oklahoma State, but he’s ready to turn professional. Like his father, former major league outfielder and seven-time All-Star Matt Holliday.

The left-handed hitting Jackson, who’s 18 and listed at 6-feet-1 and 175 pounds, set a national record with 89 hits in 41 games at Stillwater High School, passing J.T. Realmuto, while batting .685 with 29 doubles, six triples, 17 home runs, 79 RBIs, 74 runs scored, a .749 on-base percentage and a 1.392 slugging percentage.

He has a knack for putting the barrel on the ball, as noted just about everywhere.

It's no wonder that Holliday was named Oklahoma's prep player of the year.

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Predicting who the O's take at No. 1? Good luck with that one

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We are now less than two weeks away from the First-Year Player Draft, where for the third time in draft history the Orioles will have the No. 1 overall pick. They selected pitcher Ben McDonald out of LSU No. 1 in 1989 and catcher Adley Rutschman No. 1 out of Oregon State in 2019.

Now for the second time in four drafts, they again pick 1/1.

Here are the latest top five player draft rankings, which includes four high school players at the top, by MLBPipeline.com:

* No. 1 – Georgia high school outfielder Druw Jones. He is the son of five-time All-Star and 10-time Gold Glove winner Andruw Jones. The 18-year-old Jones gets 70 tool grades for running and fielding, and he could grow into plus power, too.

* No. 2 – Oklahoma high school shortstop Jackson Holliday. Yes, another son of a famous father, his dad is a seven-time All-Star outfielder. The younger Holliday has an impressive advanced hitting approach, and added size and strength this year.

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