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Draftkings MLB DFS Picks: Red Sox vs. Yankees 8/23/25

Boston Red Sox vs. New York Yankees
August 23, 2025 1:05 pm EDT

Major League Baseball presents Draftkings baseball fans with an American League matchup featuring the Boston Red Sox and the New York Yankees. Let’s take a look at this MLB game from a DFS perspective.

Before we dive into the Boston Red Sox vs. New York Yankees game let’s review the rules for the Draftkings MLB single game showdown contest.

Draftkings Single Game Showdown Contest Rules

You have $50,000 to utilize on five players from either team. However, one of those players will be designated as your team captain. The captain accumulates 1.5 times the standard fantasy points. Additionally, the captain is 1.5 times the standard cost of the flex position.

The remaining four players in your lineup will receive the standard fantasy points. Having stated that, it is highly important for you to identify the correct player for your captain position if you hope to win a large field DFS GPP (guaranteed prize pool) showdown contest.

If you have additional questions regarding the rules for the single game showdown contest, I recommend that you check out the Draftkings website for more details.

*I recommend that all readers review the starting lineups for both teams prior to setting your DFS lineup for this one game slate.

Here are my Draftkings picks for this afternoon’s Red Sox vs. Yankees matchup.

Draftkings MLB Showdown Picks

Captain-Garrett Crochet, Starting Pitcher, Boston Red Sox $12,400

On Saturday afternoon, Major League Baseball presents the third game of a four-game American League series featuring the Boston Red Sox and the New York Yankees.

How are these two teams playing entering today’s MLB game? The Boston Red Sox arrive at the second game of this four-game series with the New York Yankees playing good baseball. The Red Sox have won two consecutive games, including a 6-3 victory over the New York Yankees two days ago.

Conversely, the New York Yankees have lost two consecutive games this season, including a 1-0 shutout loss to the Boston Red Sox last night.

Now that we have identified how both of these teams are currently playing let’s turn our attention to this afternoon’s contest. Starting pitcher Garrett Crochet has been a solid performer for the Boston Red Sox this season. Having stated that, how has the talented hurler performed from a statistical perspective? Let’s review Crochet’s relevant game data from the 2025 MLB regular season to answer that question.

In 25 starts made this season, Boston Red Sox starting pitcher Garrett Crochet has compiled a rather impressive 13-5 (won-loss record), a 2.43 ERA (Earned Run Average) and a 1.07 WHIP (Walks and Hits per Inning Pitched) which ranks 13th in MLB. It should also be mentioned that Crochet has amassed 196 strikeouts (third in MLB) while allowing 41 walks in 159.1 innings pitched this season.

It is noteworthy that Garrett Crochet has faced the New York Yankees this season. How did he pitch in the game? Who prevailed? In the Boston Red Sox’s 2-1 win over the New York Yankees in June, Red Sox starting pitcher Garrett Crochet pitched rather well. Crochet pitched 8.1 quality innings while scattering four hits and one walk in Boston’s victory over the Yankees. Additionally, in the Red Sox win over the Yankees, Crochet accumulated a robust 27.8 Draftkings points.

In my view, Garrett Crochet is the most likely player to post the most Draftkings points in today’s MLB game. With that said, I am backing Boston Red Sox starting pitcher Garrett Crochet at the captain position for this one game MLB DFS slate.

Flex plays I like to play well in this MLB regular season contest (Draftkings price noted): Will Warren, Starting Pitcher (New York Yankees) $10,600: Jarren Duran, Outfielder (Boston Red Sox) $7,400: Austin Wells, Catcher (New York Yankees) $7,400.

Hans Geevers's Free Pick: See Above

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Hans Geevers

I have been an avid fan of sports since I was a kid. Additionally, I have been betting on sports for the better part of the last two decades! I have been married to my wife Dawn for over 21 years. I am also the proud father of Hannah! These ladies provide me the inspiration to live each day to it's fullest.

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