home Free Pick Articles & History, MLB Free Picks Cubs vs Red Sox Game 1 MLB Free Pick September 25, 2026

Cubs vs Red Sox Game 1 MLB Free Pick September 25, 2026

The Angle(s): Cubs right-hander Clay Holmes (2-4, 4.26 ERA in 8 Cubs starts) takes the bump in Game 1 of Friday’s doubleheader following a tough outing against Cincinnati where he yielded six earned runs and walked five. Holmes has struggled with control since transitioning to a full-time starter role in Chicago, and his elevated 1.35 WHIP is not pretty. 

The Red Sox open with left-hander Alec Gamboa (1-0, 1.16 ERA), who has served as an effective opener and bulk-reliever all season. In his 31 innings across 20 appearances, Gamboa has held opponents to a minuscule .215 batting average while posting a 1.06 WHIP. His exceptional run-prevention numbers will keep Chicago’s bats quiet early before turning things over to a well-rested Boston bullpen.

At this price, backing Boston home at Fenway is a no-brainer IMO. 

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The Bet: Red Sox +106 (3%). 

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Mike Lundin

A former poker pro, Mike Lundin made his picks available to the public in June of 2014. The late start didn't stop him from finishing as the #8 handicapper overall for the year with a profit of $34,970 for $1,000/game clients! He has since racked up multiple Top 10 finishes across several sports.

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