Cash Out Sports Picks backed the Toronto Blue Jays on the money line. He pointed out that Chris Bassitt has allowed exactly three earned runs in each of his last two outings but has not given up three-plus in three straight starts since early May. Bassitt now gets a Pirates offense that ranks last in MLB in runs and has a .684 August OPS. On the other side, Johan Oviedo makes only his second big-league start after needing 43 pitches to escape the first inning of his debut (2 R, 3 BB). Toronto owns the second-most runs in MLB this month, and a thin Pittsburgh bullpen offers little relief if Oviedo’s command wobbles. All of that, combined with Bassitt’s track record of limiting damage, led the tout to label Toronto the clear side play.

Kenny G advised laying the -150 with Toronto, calling it the liveliest favorite on Wednesday’s card. He pointed to Chris Bassitt’s 11-6 record and 4.22 ERA, emphasizing that Bassitt has held opponents to three runs or fewer in two of his last three starts and now faces MLB’s worst offense by runs, slugging, and 28th-ranked batting average. Pittsburgh counters with Johan Oviedo, who owns an 18.00 ERA after lasting only one inning in his lone appearance this season. Because Oviedo is unlikely to provide length, Kenny expects the Pirates’ 4.20-ERA bullpen to shoulder bulk innings. Toronto, meanwhile, sits sixth in runs scored and first in team batting average, and the clean MRI on Vladimir Guerrero Jr. removes the only cloud hanging over the lineup. With every edge—starter, lineup, and late-inning arms—tilting Jays, Kenny declared Toronto a strong money-line bet despite the road juice.

B Wade paired Kevin Gausman over 5.5 strikeouts at Pittsburgh, leaning on a reliable bounce-back trend. The Pirates strike out 8.7 times per game, 10th-worst in baseball, and Gausman has eclipsed 5.5 Ks in 58 % of starts. Since opening the year with consecutive unders, he has never missed the line in back-to-back outings; all seven previous misses were followed by an over in his very next start. Coming off a five-K dud, Wade expects at least six strikeouts and is using the prop to open a near-5x two-leg parlay on Sleeper.

Kenny G recommended grabbing the Blue Jays at +100 in Pittsburgh. Kevin Gausman (3.79 ERA) has strung together five strong outings and most recently logged seven innings of two-run ball against Chicago. Paul Skenes, meanwhile, has been less dominant: four earned in four frames in Milwaukee and an earlier blow-up at Coors. Even if the rookie deals, the Pirates will turn things over to a bullpen Kenny called ‘terrible.’ Toronto’s lineup leads MLB in batting average (.289) and on-base percentage (.352) and sits sixth in both runs and slugging; Vladimir Guerrero Jr. is back up to .300 with 20-plus homers. Pittsburgh ranks last in runs and slugging and 28th in average. Kenny expects any early Skenes success to be undone once the pen enters and likes the Jays as live road underdogs.

Eric Lindquist also endorsed the Toronto Blue Jays money line as his second underdog exposure on Monday’s limited slate. By pairing Toronto with the White Sox, he needs only one upset to turn a profit, making both plays attractive at their current prices despite the lack of detailed statistical edges in the abbreviated schedule.

Alongside fading Skenes, Lindquist put a smaller-unit wager on the Blue Jays moneyline. Toronto is fighting for a Wild Card spot, while Pittsburgh is merely playing out the string. Once Skenes departs, the Pirates’ shaky middle relief takes over, and Toronto’s platoon-heavy bench can force unfavorable match-ups for left-hander Jose Littel. With O’Neill Cruz likely inactive, Pittsburgh’s lineup loses its most dangerous lefty, further tilting Lindquist toward Toronto at near-even money.

Lindquist played Over 1.5 earned runs on Paul Skenes at –130. Projection systems he trusts (ZiPS, Steamer) peg Skenes for mild regression, and the Blue Jays bring a veteran lineup that punishes fastballs. Even if the right-hander is limited to roughly five innings, Lindquist expects Toronto to scrape two runs thanks to power from the right side and the absence of O’Neill Cruz weakening Pittsburgh’s chance to match scores. He also highlighted that bettors get four Jays batting innings against the sub-par Pirate bullpen once Skenes exits.