Josh Shepardson | Mon, Jun 29th 2026, 4:27am EDT

MLB DFS Picks & Underdog Player Props: Monday (6/29)

Monday’s MLB DFS slate begins at 7:05 p.m. ET on DraftKings and FanDuel, consisting of 11 games on both platforms. The Underdog pick’em selections are also from those 11 games.

Monday’s Top MLB DFS Picks & Player Props

Monday’s Starting Pitcher Rankings (6/29)

Parker Messick (SP – CLE) vs. Texas Rangers

Parker Messick is having an outstanding sophomore follow-up to an impressive seven starts in his 2025 MLB debut. According to FanGraphs, the 25-year-old lefty has the following stats in 16 starts spanning 94.1 innings this year:

7 wins
6 quality starts
2.67 ERA
3.24 xERA
3.30 xFIP
3.49 SIERA
1.05 WHIP
7.8% walk rate
27.2% strikeout rate
11.9% SwStr%
27.1% CSW%
96 stuff+
105 location+
105 pitching+

Messick has allowed four earned runs or fewer in all of his starts. He’s allowed four earned runs twice and three earned runs twice in 2026, holding his opponents to two earned runs or fewer in his other dozen starts.

Messick’s matchup is mixed, but his betting info is pristine. The Rangers are tied for 10th in wRC+ (99) with a 25.8% strikeout rate versus lefties and fourth in wRC+ (106) with a 22.9% strikeout rate on the road in 2026.

However, Texas ranks 28th in wRC+ (79) and has a 22% strikeout rate over the previous 30 days. The Guardians are -150 favorites, and the game’s total is a pitcher-friendly 7.5 runs.

Robert Gasser (SP – MIL) vs. Cincinnati Reds

Robert Gasser is in good form entering tonight’s start. In his previous four starts, totaling 21.2 innings, the lefty has amassed the following numbers:

1 win
1 quality start
3.74 ERA
2.58 xERA
3.52 xFIP
3.49 SIERA
1.15 WHIP
6.7% walk rate
27% strikeout rate
12.3% SwStr%
28.5% CSW%
105 stuff+
91 location+
90 pitching+

Gasser’s matchup and betting info are decent. The Reds are seventh in wRC+ (106) with a 24.7% strikeout rate versus lefties and tied for 19th in wRC+ (93) with a 24.1% strikeout rate on the road. Cincinnati is also 20th in wRC+ (91) with a 23.8% strikeout rate in the previous 30 days. The Brewers are -155 favorites, and the game’s total is 8.5 runs.

George Kirby (SP – SEA) vs. Los Angeles Angels

George Kirby is a rock-solid pitcher at home. In 120 innings at home since last SEASON, the righty has a 3.90 ERA, 3.41 xFIP, 1.18 WHIP, 6.1% walk rate and 24.6% strikeout rate. Kirby has twirled three straight quality starts, tossing precisely six innings in each and striking out 20 batters in those 18 innings.

Kirby’s matchup has a mix of favorable and unfavorable splits, but the betting info is tantalizing. The Angels are tied for 19th in wRC+ (99) with a 25% strikeout rate versus righties, but rank second in wRC+ (114) with a 24.6% strikeout rate on the road this season.

Los Angeles was 29th in wRC+ (76) with a 31% strikeout rate in the previous 30 days. The Mariners are -220 favorites, and the game’s total is 7.5 runs.

Suggested Lineup Stacks

Home (Wrigley Field )
Game Total/Moneyline: 12.0 Runs/CHC -155

It will be hot tonight, and the wind will be ripping out to the outfield, creating drool-inducing hitting conditions at Wrigley Field. They should also get a lift from the pitching matchup, as RosterResource projects Griffin Canning to get the ball.

Canning has a putrid 7.38 ERA, 5.19 xERA, 4.50 xFIP and 4.69 SIERA in 10 appearances (eight starts) in 2026. Chicago’s left-handed batters and switch-hitters are the most appealing stacking options since Canning has coughed up an eye-popping .428 wOBA to 119 left-handed batters while holding righties to a .278 wOBA.

Home (Sutter Health Park)
Game Total/Moneyline: 10.5 Runs/ATH +102

Eric Lauer‘s 4.87 ERA is a number gamers could get excited about stacking against. However, the lefty’s 5.34 xERA, 5.35 xFIP and 5.24 SIERA are even more tantalizing to stack against.

The 31-year-old lefty has allowed a .309 wOBA to 223 right-handed batters and a .437 wOBA to 48 left-handed batters this season, making all hitters for the Athletics viable stacking options.

Core Studs

Michael Busch has hit 57 homers with a .354 on-base percentage (OBP), .230 ISO, .362 wOBA and 135 wRC+ in 1,219 plate appearances against righties since 2024.
Shea Langeliers has launched 25 long-balls with a .347 OBP, .278 ISO, .392 wOBA and 155 wRC+ in 357 plate appearances against southpaws since 2024.
Ian Happ has hit 49 home runs with a .358 OBP, .213 ISO, .355 wOBA and 130 wRC+ in 1,225 plate appearances against right-handed pitching since 2024.

Value Plays/Punts

Henry Bolte has drilled two dingers with a .404 OBP, .407 wOBA and 159 wRC+ in his first 48 plate appearances against lefties in the Majors.
Brooks Lee is raking with the platoon advantage and on the road this season. He has hit 11 homers with a .315 OBP, .235 ISO, .350 wOBA and 122 wRC+ in 216 plate appearances against righties and smacked nine homers with a .366 OBP, .279 ISO, .408 wOBA and 162 wRC+ in 154 plate appearances on the road in 2026.
Caleb Durbin is dialed in. In 57 plate appearances from June 10th through June 27th, he hit five homers with 11 runs, nine RBI, two stolen bases, a .386 OBP, .358 ISO, .462 wOBA and 195 wRC+. Last night, Durbin had a hit, one run, two RBI and two stolen bases.

Monday’s Top 3 Underdog Player Props

Check out our best picks on the MLB Underdog Cheat Sheet

Nick Kurtz (1B – ATH): 1.5 Hits + Runs + RBIs — Higher

Nick Kurtz has gone from a below-average hitter against lefties as a rookie to a thorn in their side in his sophomore season. Kurtz has 29 hits, including six homers, with a .271 batting average, .376 OBP, .196 ISO, .370 wOBA and 133 wRC+ in 125 plate appearances against southpaws this season.

Yordan Alvarez (OF – HOU): 1.5 Total Bases — Higher

Yordan Alvarez is having a massive year at the plate. In 84 games and 366 plate appearances, Alvarez has ripped off 53 singles, 16 doubles, 25 homers, a .311 batting average, .613 slugging rate and .301 ISO.

Parker Messick (SP – CLE): 5.5 Strikeouts — Higher

Parker Messick has a juicy 26.2% strikeout rate in 64.2 innings at home since last season. Moreover, Messick has cleared 5.5 batters in back-to-back starts and in 10 out of 16 outings this season.

Josh Shepardson is a featured writer at FantasyPros. For more from Josh, check out his archive and follow him @BChad50.

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