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Micah Roberts
Picked: Jun 5 @ 1:05pm
Analysis
It’s overcast in Chicago with a 78% chance of rain at 69°, but the wind is blowing out to left field at 15 mph, which leads me to believe this game is going to get over if they get it in. The Giants have been smashing the ball lately, leading baseball with a .302 batting average in the last 15 days. Cubs right-hander Edward Cabrera makes his first start since May 20th, when he allowed four runs in three innings in a 5-0 loss to the Brewers. The Giants are 15-4 to the over in their last 19. Giants help this game get over.
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Matt Severance
65-35-1 in Last 101 MLB Picks
Picked: Jun 5 @ 5:41am
Analysis
Seattle is an average road team and playing in the Eastern Time Zone for the first time in 2026. I think that matters a little. Pitcher Bryan Woo is 1-3 with a 4.68 ERA away. Detroit has been a massive disappointment, no doubt, as has lefty Framber Valdez (2-4, 4.39 ERA). Why teams give $40-plus million to a starting pitcher who goes out there once every five days, I will never understand. If I’m ever an MLB owner (yeah right), that’s an edict from Day 1: No long-term deals to pitchers. Hey, it works for the Rays. But I only need a one-run loss here. Seattle is dead last in the majors in OPS vs. southpaws at .620.
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Adam Thompson
Picked: Jun 5 @ 9:25am
Analysis
New York swept Boston earlier this season. But the Red Sox are hitting better now – better than the Yankees, even – and now have a gaping hole in the lineup with Aaron Judge out long-term. New York just lost two of three vs. the Guardians without Judge. Last year the team was 4-6 without him. Red Sox starter Sonny Gray (6-1, 3.06) allowed one run or less in four of his five starts this May, going 4-0 in those games. He’s backed by a bullpen with a 3.18 ERA the last two weeks. Ryan Weathers (2-3, 3.52) is pitching well, but there’s value in the road dog.
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Thomas Casale
Picked: Jun 5 @ 12:58pm
Analysis
The Yankees are without Aaron Judge and while it’s obvious he is a huge loss, it could be even bigger on Friday night. Judge has owned Boston starter Sonny Gray, batting .417 against him in his career. Gray has allowed one run or less in four of his last five starts and not surprisingly, the Red Sox are 4-1 in those games. With Gray pitching well and Ryan Weathers allowing five runs in two of his last three outings, I’ll take the +125 with Boston.
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Matt Severance
#1
70-32 in Last 102 MLB ML Picks
Picked: Jun 5 @ 5:29am
Analysis
It is 5:22 a.m. Eastern and I just woke up — early for me but I’m getting old. Probably start eating a ribeye and baked potato at around 4 p.m. at the early bird dinner rush (no, I don’t want applesauce; no one does). What is more fun than waking up to wins when you assumed a loss? Carolina! Let’s carry that momentum into Friday and the Jays are different at home. And not many pitchers with better stuff in the Show than rookie Trey Yesavage (2-2, 2.19 ERA). Wouldn’t go betting Over whatever outs total as he’s still on a bit of pitch count but usually goes at least five strong. Yesavage allowed a run over five last Saturday in a ND in Baltimore.
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