Ross Benjamin
Featured Pick
NFL 24-13 (65%) RED-HOT Run & +31.34 Units
NFL Monday Night 100% Betting Angle
Ross "The Boss" Benjamin has made a profit in each of the previous 7 months. Since 5/13/2025, "The Boss" has made a net profit +159.28 units on his premium picks in all sports. Wow!
Ross has gone a terrific 116-74 (61%) with his last 190 combined NFL/CFB premium picks and made an impressive net profit of +110.37 units while doing so.
Ross' NFL premium picks are on a current 24-13 (65%) winning run and made +31.34 units of net profit.
All records are confirmed by Wager Talk Media.
Hot Streaks
266-199 (57.2%) & up $15,928 since May 13, 2025, in All Sports
170-111 (60.5%) & up $14,119 since Sep 16, 2023, in CFB
116-74 (61.1%) & up $11,037 since Dec 28, 2024, on combined NFL/CFB wagers
48-24 (66.7%) & up $7731 on CFB postseason wagers since 2022
24-13 (64.9%) & up $3134 since Nov 13, 2025, in NFL
44-30 (59.5%) & up $3081 since May 18, 2025, in NBA
Last updated Dec 29, 9:06 AM EST
All Plays
NFL 24-13 (65%) RED-HOT Run & +31.34 Units
NFL Monday Night 100% Betting Angle
Ross "The Boss" Benjamin has made a profit in each of the previous 7 months. Since 5/13/2025, "The Boss" has made a net profit +159.28 units on his premium picks in all sports. Wow!
Ross has gone a terrific 116-74 (61%) with his last 190 combined NFL/CFB premium picks and made an impressive net profit of +110.37 units while doing so.
Ross' NFL premium picks are on a current 24-13 (65%) winning run and made +31.34 units of net profit.
All records are confirmed by Wager Talk Media.
CBB Double-Digit Underdog Situational Betting Value
Monday CBB Sizable Underdog Betting Value
Ross "The Boss" Benjamin has identified a college basketball double-digit underdog on Monday's card which he deems to be in a very favorable betting situation.
"The Boss" has made an enormous net profit of +159.18 units on his premium picks in all sports since 5/13/2025. He's made a net profit during each of the previous 7 months!
All records are verified by Wager Talk Media.
WagerTalk Specials
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✔️ All Sports Released
✔️ All 5% Best Bets
✔️ 365 Days of Access
✔️ 25% Off Additional Purchases
Free Picks
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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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