Ross Benjamin Betting Picks, Futures, & Predictions

All Plays

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.

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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.

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Monday NBA Super Betting Situation

Ross Benjamin has isolated an NBA underdog winner on Monday that's supported with an outstanding 26-3 ATS (89.7%) betting situation that's been extremely profitable since the start of the 2016-2017 season.
"The Boss" has gone 44-30 (60%) with his last 74 NBA premium picks and made a net profit of +30.81 units while doing so. That includes 4-1 with his last 5 and with his only loser coming by a half-point.
Ross has made a net profit in each of the previous 7 months. Additionally, he's made a net profit of +159.28 units over his last 465 premium pick in all sports.

All records are verified by Wager Talk Media.

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WagerTalk Specials

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Free Picks

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Last 20

Date

Sport

Pick

Result

Dec 28

NBA

Los Angeles Clippers +3.5 (-105)
(Analysis)

Win

Dec 28

NFL

Sunday NFL 5% Best Bet Total Over +52.5 (-110)
(Analysis)

Win

Dec 28

NFL

New Orleans Saints -2.5 (-108)
(Analysis)

Win

Dec 28

NFL

Seattle Seahawks -7.0 (-110)
(Analysis)

Win

Dec 28

CBB

Seattle U -1.5 (+102)
(Analysis)

Loss

Dec 28

NFL

(407) Arizona Cardinals at (408) Cincinnati Bengals: Total Total Over 53.5 (-105)
(Analysis)

Loss

Dec 27

CFB

Virginia +4.5 (-114)
(Analysis)

Win

Dec 27

CFB

Army -9.5 (-105)
(Analysis)

Win

Dec 27

NBA

NBA Total Total Under 237.5 (-112)
(Analysis)

Win

Dec 27

NBA

(533) Utah Jazz at (534) San Antonio Spurs: 1H Total 1H Total Over 117.5 (-108)
(Analysis)

Win

Dec 27

NBA

(531) New York Knicks at (532) Atlanta Hawks: 1H Total 1H Total Over 124.0 (-102)
(Analysis)

Loss

Dec 26

CFB

(223) Florida International at (224) UTSA: Total Total Over 58.5 (-110)
(Analysis)

Win

Dec 26

CFB

New Mexico +2.5 (-110)
(Analysis)

Loss

Dec 25

NBA

Minnesota Timberwolves +2.5 (-114)
(Analysis)

Loss

Dec 25

NFL

Detroit Lions -7.5 (-105)
(Analysis)

Loss

Dec 23

CFB

Western Kentucky Total Over 29.5 (-109)
(Analysis)

Loss

Dec 22

NFL

(131) San Francisco 49ers at (132) Indianapolis Colts: Total Total Over 45.5 (-115)
(Analysis)

Win

Dec 22

CBB

Saint Marys CA -12.5 (-105)
(Analysis)

Loss

Dec 21

NFL

Baltimore Ravens -3.0 (-108)
(Analysis)

Loss

Dec 21

NFL

Detroit Lions -7.0 (-107)
(Analysis)

Loss

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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