B Wade called Steven Kwan his favorite play of the slate, taking over 1.5 hits + runs + RBIs. Kwan has cashed this combo in 15 of his last 20 games and has cleared it 12 of 18 times against the White Sox dating back to 2024. Against Sunday starter Davis Martin he owns three hits in four career at-bats, and Wade pointed out Kwan’s .292 average versus right-handers as additional support. Given Chicago’s shaky pitching staff and Kwan’s historical success, Wade expects another multi-category effort.

Kenny G said to lay the –140 with Cleveland. His confidence comes from multiple edges: the Guardians have ripped off five straight wins and nine of ten overall while closing to within a half-game of an AL Wild Card spot, so their urgency is sky-high. Slade Cecconi owns a 3.72 ERA and Cleveland has gone 4-1 in his last five starts; the bullpen behind him sports a 3.53 ERA that Kenny called “excellent.” Chicago counters with Davis Martin (3-9, 4.11) and a pen he labeled merely “less bad,” plus the White Sox have dropped six straight and sit 24-34 at home. Offensively Cleveland has awakened (runs of 3-9-4-3-7 in recent games) while Chicago still ranks 27th or worse in every slash line category. Add in the Guardians’ solid 32-28 road record versus the Sox’ 30-23-5 home over trend, and Kenny labeled Cleveland a “very solid play.”

Kenny G said bettors can still lay the –165 with Cleveland because every matchup angle favors them. The Guardians have won five straight Tanner Bybee starts even though he owns a 4.51 ERA; the relief corps backs him with a 3.56 bullpen ERA and ranks top-10 by WAR. Chicago counters with Aaron Savali (3-6, 3.99) who has fired three consecutive scoreless outings, yet the White Sox went only 2-1 in those games and Savali surrendered four earned when he last saw Cleveland on July 12. Kenny emphasized Chicago’s bottom-three offense (27th in runs, 29th in AVG & OBP) and four-game losing skid, while Cleveland’s lineup quietly puts the ball in play and should scratch out enough against Savali before attacking a mediocre 3.84 White Sox pen. Home/road splits seal it: Guardians 30-28 away, White Sox 24-32 at Guaranteed Rate Field. He is passing on the total and playing Cleveland on the moneyline.

Cash Out Sports Picks said the Guardians are a straight money-line bet because everything lines up for them on Friday. Cleveland has been "firing on all cylinders" while chasing a Wild Card spot, and the club now gets a White Sox team that just flew in from Seattle and, according to the tout, looks "weary" and "punch-less." Tanner Bybee has, in their words, been "dealing steadily all year," giving Cleveland a pronounced pitching edge over Aaron Civale and a Chicago bullpen the tout calls "leaky." Pair that with Guardians bats that are "sizzling" and the play is Cleveland to win the game outright.

Drew Martin advised taking the Chicago White Sox at a plus-money number in the first five innings against Cleveland. He wants no part of the full game because Cleveland owns the superior bullpen, so he shortens the wager to the opening five frames. Martin’s confidence rests on White Sox starter Aaron Savali, who has fired 18 consecutive scoreless innings across his last three starts while allowing only seven hits. By contrast, Cleveland’s Tanner Bibee brings a 7-9 record and a 4.50 ERA into the matchup. With Chicago priced around +135 and Cleveland still laying –150 for the game despite that pitching form, Martin sees the home dog as the sharper early-game play.