Red Sox vs Yankees Prop Picks: AL Wild Card Series Game 1

Quinn Allen - Betting Analyst at Covers.com
Quinn Allen • Betting Analyst 7+ years betting experience
Updated: Sep 29, 2026 , 03:00 PM ET • 4 min read

Schlittler will bring his swing-and-miss stuff against the Red Sox in Game 1, per our expert MLB prop picks.

New York Yankees MLB Cam Schlittler
Photo By - Reuters Connect. New York Yankees pitcher Cam Schlittler.

Game 1 of the AL Wild Card Series takes place tonight between the Boston Red Sox and New York Yankees, and my Red Sox vs. Yankees props have found value on both sides. The first pitch is scheduled for 8 p.m. ET (NBC) from Yankee Stadium. 

My Red Sox vs. Yankees predictions start things off with AL Cy Young frontrunner Cam Schlittler, followed by Ben Rice and Boston starter Payton Tolle. 

Read more in my MLB picks for Tuesday, Sept. 29. 

Best Red Sox vs Yankees props

For help understanding probabilities, see our odds calculator.

Pick Probability
 Yankees Schlittler Over 7.5 strikeouts 47%
 Yankees Rice Over 0.5 hits 60%
 Red Sox Tolle Under 1.5 walks 59%

Percentages courtesy of Polymarket, one of the best prediction market apps.

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Prop pick #1: Cam Schlittler Over 7.5 strikeouts

Play up to 50%. 

Cam Schlittler had an electrifying regular season, and he's the likely winner of the AL Cy Young. The New York Yankees righty finished third in strikeouts, racking up 239 Ks in just 193 2/3 innings. 

Schlittler posted eight punchouts or more in four of his final six starts leading into the postseason, and he struck out eight Boston Red Sox hitters on August 29. 

In fact, the youngster compiled 27 Ks in 24 1/3 frames against Boston this season. He'll continue to dominate the Red Sox tonight, who have struck out 8.68 times per contest on the road in 2026. 

Prop pick #2: Ben Rice Over 0.5 hits

Play up to 63%.

Ben Rice enters the postseason swinging a hot bat. The 27-year-old is hitting .318 over his last six games while posting a 61.5% hard-hit rate and 23.1% barrel rate, giving him one of the louder contact profiles in the Yankees lineup.

Rice has recorded six hits across his previous four contests, including a two-hit performance when last seen on Saturday.

He’s only 1-for-3 in his career against Payton Tolle, so there isn’t much to take from the head-to-head sample. However, Tolle has shown some vulnerability against left-handed hitters.

With Rice making this much quality contact, one hit feels very attainable in Game 1.


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Prop pick #3: Payton Tolle Under 1.5 walks

Play up to 63%.

Payton Tolle has been consistently pounding the strike zone, allowing just 1.93 BB/9 over the last month. He’s stayed under two walks in two of his previous three appearances, and has allowed limited free passes when facing the Yankees this season.

Across 13 innings against New York, Tolle has issued just three walks. The Bronx Bombers have also been more aggressive against left-handed pitching, which should help keep Tolle’s walk count down.

Considering his recent command and previous success against this lineup, I like the southpaw to stay Under 1.5 walks in the series opener.

Quinn Allen's 2026 Transparency Record
  • Prop picks: 20-22, -3.90
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Quinn Allen - Covers
Betting Analyst

Quinn Allen is an experienced sports journalist from Vancouver, Canada who fell in love with sports by the time he could walk. He proceeded to play high-level baseball and soccer growing up and eventually played college baseball in the United States.

After his career ended, Quinn received his broadcast journalism degree from BCIT and has since written for many sports publications including ClutchPoints, Gino Hard, and RG, where he plies his trade as a writer and editor.

Quinn's favorite team is Chelsea FC and he'd like to watch a match at Stamford Bridge one day. He loves to bet on NBA player props and encourages others to bet responsibly and not chase losses.

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