Trent Bets has been crushing the sportsbooks in May, going 21-7 in all sports. This includes an EXTREMELY PROFITABLE 6-1 (85.7%) RUN on the MLB diamond. He’s back with a 3% best bet in the Silver Boot Series showdown between the Astros and the Rangers.
85.7% (6-1) since May 15, 2026 in MLB
75% (21-7) since May 6, 2026 in All Sports
Member Notes
Today’s Free Picks
| Sport | Game Selection | Game Time |
|---|---|---|
| MLB | (951) Chicago Cubs at (952) Pittsburgh Pirates: Total | 6:40pm EDT - May 28/2026 |
The PLAY: Total Over 7.5 (-105) Colin Rea (RHP), Paul Skenes (RHP) Must Start
(951) Chicago Cubs at (952) Pittsburgh Pirates: Total
Total Over 7.5 (-105) Colin Rea (RHP), Paul Skenes (RHP) Must Start
*This is an unofficial free play for Trent Bets clients
We're getting a deflated total with Paul Skenes on the bump, and I think this is a great opportunity to play the over against a small line. For starters, the over is 4-1 in the last five meetings between the teams, as well as 12-6 in Pittsburgh's last 18 home games. Chicago is on a 5-1 run to the over in its last six road games.
The Pirates' offense should drive the scoring in this one. They're running into Colin Rea (4.83 ERA), who they've slashed .321/.382/.568 against over 81 at-bats. On the flip side, we could see the Cubs scratch across a few runs as well, as they're a modest 23-for-91 (.253) against Skenes. With the right-hander having allowed 4+ runs in two straight starts, he's clearly not dialed in at the moment. Let's play the over.
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| Sport | Game Selection | Game Time |
|---|---|---|
| MLB | (953) Los Angeles Angels at (954) Detroit Tigers: Jack Flaherty Outs | 1:10pm EDT - May 28/2026 |
The PLAY: Jack Flaherty Outs Under 15.5 (-105) Home Listed Pitcher Must Start
(953) Los Angeles Angels at (954) Detroit Tigers: Jack Flaherty Outs
Jack Flaherty Outs Under 15.5 (-105) Home Listed Pitcher Must Start
*This is a free play for Trent Bets clients
It has been a rough campaign for Jack Flaherty, who enters today's matinee clash with the Angels at 0-6 with a 5.94 ERA and a 1.66 WHIP. The right-hander has failed to clear 15.5 outs in six of his last seven starts, and I'm betting that he won't today either.
Flaherty has struggled against Los Angeles' current lineup, with them going 18-for-59 (.305) against him. Add in that the Angels are heating up offensively, ranking 14th in wOBA (.314) and 12th in ISO (.165) over the last week, and it could be another ugly day for Flaherty.
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Consultant Bio
Trentbets has more than 15 years of sports betting experience. When parlaying his on-the-field efforts at the collegiate level with his off-the-field research, he knows exactly what to look for when handicapping games. Trentbets is a day-to-day sports bettor, as well as a player in the futures market. Most notably, he has collected sizable payouts from predicting the 2025 Florida Gators and 2024 Michigan Wolverines National Championships.