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Ross Benjamin

Ross Benjamin

Hot Streaks

NBA Postseason Wagers: 136-100 (57.6%) & +10,415 since 2022.

NBA Postseason Sides: 76-48 (61.3%) & +8330 since 2023.

58-27 (68.2%) & +7916 since Mar 16, 2021 in NBA Money Line Wagers

NBA 5% Best Bets: 39-24 (61.9%) & +6085 since Apr 8, 2021 in NBA

8-3 (72.3%) & +1294 since May 12, 2025 on all MLB Wagers

21-13 (61.8%) & +2017 since Sep 17, 2024 in MLB Money Line Wagers

Last updated May 18, 2:06 PM EDT

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Last 20

Date
Sport
Pick
Result
May 18
NBA
3% – Oklahoma City Thunder -8.0 (-110)
(Analysis)
Win
May 18
NHL
2% – (27) Florida Panthers at (28) Toronto Maple Leafs Total Under 5.5 (-145)
(Analysis)
Loss
May 17
MLB
4% – St. Louis Cardinals +105 M Mikolas (RHP), Undecided (LHP) Must Start
(Analysis)
Win
May 17
NHL
3% – (23) Winnipeg Jets at (24) Dallas Stars Total Over 5.5 (-110)
(Analysis)
Loss
May 16
MLB
3% – (923) Minnesota Twins at (924) Milwaukee Brewers Total Under 7.5 (-108) J Ryan (RHP), C Patrick (RHP) Must Start
(Analysis)
Win
May 16
MLB
3% – (917) Atlanta Braves at (918) Boston Red Sox Total Under 8.0 (-118) C Sale (LHP), G Crochet (LHP) Must Start
(Analysis)
Win
May 16
MLB
3% – (929) Athletics at (930) San Francisco Giants 1H Total Under 3.5 (+100) J Sears (LHP), L Webb (RHP) Must Start
(Analysis)
Loss
May 16
MLB
3% – (907) Houston Astros at (908) Texas Rangers Houston Astros Total Under 3.5 (-135) L Mccullers Jr (RHP), N Eovaldi (RHP) Must Start
(Analysis)
Loss
May 16
NBA
3% – Boston Celtics +2.5 (-108)
(Analysis)
Loss
May 15
MLB
3% – (957) Houston Astros at (958) Texas Rangers Total Under 7.0 (-108) H Brown (RHP), J Degrom (RHP) Must Start
(Analysis)
Win
May 15
MLB
2% – (961) Athletics at (962) Los Angeles Dodgers Total Over 10.0 (-103) O Bido (RHP), M Sauer (RHP) Must Start
(Analysis)
Win
May 15
NBA
3% – Oklahoma City Thunder -4.5 (-108)
(Analysis)
Loss
May 14
NBA
3% – Boston Celtics -4.5 (-108)
(Analysis)
Win
May 14
MLB
3% – (911) New York Yankees at (912) Seattle Mariners Total Over 8.0 (-108) W Warren (RHP), L Castillo (RHP) Must Start
(Analysis)
Loss
May 13
MLB
3% – (967) Kansas City Royals at (968) Houston Astros Total Under 7.5 (-108) K Bubic (LHP), F Valdez (LHP) Must Start
(Analysis)
Win
May 13
NBA
3% – Indiana Pacers +8.0 (-110)
(Analysis)
Win
May 13
MLB
3% – San Francisco Giants +101 B Pfaadt (RHP), R Ray (LHP) Must Start
(Analysis)
Win
May 13
MLB
3% – (951) St. Louis Cardinals at (952) Philadelphia Phillies Total Under 8.0 (-103) S Gray (RHP), J Luzardo (LHP) Must Start
(Analysis)
No Play
May 12
MLB
2% – St. Louis Cardinals +1.5 (-138) M Liberatore (LHP), C Sanchez (LHP) Must Start
(Analysis)
Win
May 12
NBA
3% – Boston Celtics -6.5 (-110)
(Analysis)
Loss
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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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