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Ross Benjamin

Ross Benjamin

Hot Streaks

125-83 (60.1%) & +8505 since Sep 9, 2023 in CFB

60-35 (63.2%) & +5594 since Sep 13, 2024 in CFB

93-57 (62%) & +9900 since May 13, 2025, in All Sports

77-47 (62.1%) & +8458 since May 12, 2025, in MLB

22-4 (84.6%) & +6329 since Jun 23, 2025 in MLB Money Line Wagers

19-11 (63.3%) and +2526 since Dec 28, 2024, in Football

Last updated Aug 12, 11:01 AM EDT

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AMAZING 13-1 (93%) RUN! ONLY $5!

RED HOT 5-0 (100%), 13-1 (92%) AND 20-3 (87%) ON MLB ML PLAYS RATED 3% & HIGHER!
It's $5 Tuesday and Ross “The Boss” Benjamin has an MLB Money Line Gem primed to cash.

MLB Money Line Premium Picks are on an insane 22-4 (85%) run.

MLB Premium Picks overall are 77-47 (62%) since 5/12/2025.

Ross is currently ranked #1 in MLB this season.

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Sport
Game Selection
Game Time
MLB
(923) Chicago Cubs at (924) Toronto Blue Jays
7:07pm EDT - Aug 12/2025

THE PLAY: Total Over 9.0 (-108) B Brown (RHP), J Berrios (RHP) Must Start

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Unlock 7 Days of All Access or Flex Picks for just $69 – That’s less than $10 a day for non-stop action! Get expert picks from your favorite WagerTalk handicappers on everything from Preseason NFL, MLB, UFC, WNBA, Soccer, Golf, and more.
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It's $5 Tuesday ad Ross “The Boss” Benjamin has an MLB money line winner ready to cash. Ross has gone an incredible 22-4 (85%) with his last 26 MLB Money Line Premium Picks.

Game Analysis:

Ben Brown of the Cubs has an uninspiring 6.30 ERA/1.52 WHIP in 15 starts this season. Brown has also allowed 14 homers in just 75 ⅔ innings pitched during those 15 starts. That shapes up to be problematic versus a Toronto team which has belted an eye-popping 17 homers over their last 6 games. During that 6-game stretch, the Blue Jays averaged 8.3 runs scored per outing and had a team .364 batting average/.414 OBP. Jose Berrios gets the start for Toronto today, The current Cubs roster is 26-78 (.333 BA/.373 OBP) lifetime when facing Berrios.

Bet this game to go over the total of 9.0 or less.

 

WagerTalk

Last 20

Date
Sport
Pick
Result
Aug 10
MLB
3% – (923) Tampa Bay Rays at (924) Seattle Mariners Total Under 7.5 (-118) A Houser (RHP), B Woo (RHP) Must Start
(Analysis)
Loss
Aug 09
MLB
5% – (977) Philadelphia Phillies at (978) Texas Rangers Total Under 7.5 (-125) J Luzardo (LHP), J Degrom (RHP) Must Start
(Analysis)
Win
Aug 09
NFL
2% – San Francisco 49ers +7.0 (-112)
(Analysis)
Loss
Aug 08
NFL
2% – Cleveland Browns +6.0 (-108)
(Analysis)
Win
Aug 08
MLB
3% – Miami Marlins -123 E Cabrera (RHP), B Elder (RHP) Must Start
(Analysis)
Win
Aug 07
NFL
2% – 1H Cincinnati Bengals -3.5 (-110)
(Analysis)
Loss
Aug 06
MLB
3% – (903) Cincinnati Reds at (904) Chicago Cubs Total Under 7.5 (-108) A Abbott (LHP), C Horton (RHP) Must Start
(Analysis)
Win
Aug 05
MLB
4% – Athletics +117 L Severino (RHP), M Gore (LHP) Must Start
(Analysis)
Win
Aug 05
MLB
3% – (967) Chicago White Sox at (968) Seattle Mariners Total Under 7.5 (-118) D Martin (RHP), B Woo (RHP) Must Start
(Analysis)
Loss
Aug 04
MLB
4% – Milwaukee Brewers -136 Q Priester (RHP), E Fedde (RHP) Must Start
(Analysis)
Win
Aug 03
MLB
3% – Philadelphia Phillies -1.5 (+117) C Morton (RHP), C Sanchez (LHP) Must Start
(Analysis)
Win
Aug 02
MLB
4% – Miami Marlins -109 C Schlittler (RHP), E Perez (RHP) Must Start
(Analysis)
Win
Aug 02
MLB
3% – (917) Texas Rangers at (918) Seattle Mariners Total Under 7.5 (-108) M Kelly (RHP), L Castillo (RHP) Must Start
(Analysis)
Loss
Aug 01
MLB
3% – (963) Minnesota Twins at (964) Cleveland Guardians 1H Total Under 3.5 (-110) J Ryan (RHP), G Williams (RHP) Must Start
(Analysis)
Win
Aug 01
MLB
3% – Seattle Mariners -1.5 (+122) J Leiter (RHP), L Gilbert (RHP) Must Start
(Analysis)
Loss
Jul 30
MLB
5% – (969) Seattle Mariners at (970) Athletics Total Under 9.5 (-108) B Woo (RHP), J Springs (LHP) Must Start
(Analysis)
Win
Jul 29
MLB
4% – (901) Los Angeles Dodgers at (902) Cincinnati Reds Total Under 9.0 (-103) T Glasnow (RHP), N Lodolo (LHP) Must Start
(Analysis)
Push
Jul 28
MLB
4% – (953) Chicago Cubs at (954) Milwaukee Brewers Total Under 8.0 (-113) M Boyd (LHP), J Misiorowski (RHP) Must Start
(Analysis)
Loss
Jul 27
MLB
4% – (903) Miami Marlins at (904) Milwaukee Brewers Total Under 7.0 (+102) E Perez (RHP), B Woodruff (RHP) Must Start
(Analysis)
Win
Jul 26
MLB
5% – Texas Rangers -107 G Holmes (RHP), K Rocker (RHP) Must Start
(Analysis)
Win
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Consultant Bio

Ross Benjamin has made his reputation in the sports handicapping industry by being one of the sharpest prognosticators over the last 21 years. Included in professional sports handicapper Ron Raymond’s 2008 published book 50 Greatest Sports Betting Secrets, he probably says it best. One of the most underrated and sharpest sports handicappers I know is Ross Benjamin.

Ross’s sports betting advice is simple yet prophetic. If you want to be a successful sports handicapper, then start by thinking like an oddsmaker.
 

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