Ross Benjamin

Ross Benjamin

Hot Streaks

485-396 & +183.54 units since May 13, 2025, in All Sports

328-257 & +152.44 units since May 13, 2025, on All Sports Sides

166-120 (58%) and +133.59 units since 2021, on NBA Playoffs Wagers

59-38 (60.8%) & +81.20 units since Jul 10, 2025, on All Sports 4% & 5% top-rated wagers

+82.80 units since Mar 27, 2023, on NBA Side Wagers

+46.87 units since May 13, 2025, in MLB

Last updated May 10, 10:08 AM EDT

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All Plays

NBA Playoffs 166-120 (58%) & +133.59 Units Since 2021

Early Sunday NBA Playoffs 100% ATS Betting System

Knicks @ 76ers 3:30 ET

Ross "The Boss" Benjamin is the #1 ranked sports betting expert per Wager Talk Media over the last 365 days while making a huge net profit of +172.35 units. This winning pick is on the side in Game 4 of this series. Ross' NBA sides have made a net profit of +82.80 units since 3/27/2023. "The Boss" has also made a large net profit of +152.44 units since 5/13/2025.

#1 Expert Last 365 Days: +172.35 Units Net Profit

Late Sunday NBA Playoffs Absolute Gem

Ross "The Boss" Benjamin has a point-spread winning side on Game 4 of Sunday's San Antonio/Minnesota (7:42 ET) matchup. Ross has gone an outstanding 166-120 (58%) with a net profit of +133.59 units on his NBA Playoffs premium picks since 2021. "The Boss" has also made a net profit of +82.80 units on his NBA premium sides since 3/27/2023.

All Sports +183.54 Units Net Profit Since 5/13/2025

Sunday NHL Money Line Huge Betting Value

Ross" The Boss" Benjamin has a Sunday NHL Game 3 money line winner. This pick is backed with a 100% perfect NHL Playoffs betting system in addition to more strong supporting data. Ross is the #1 expert with units earned on his premium picks in all sports over the last 365 days per Wager Talk Media. Don't miss out on this golden opportunity to cash a winning ticket by following the advice of a world class sports betting expert.

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WagerTalk Specials

Triple Play All-Access Baseball Pass – Includes 5% Best Bets – ONLY $49!

For a limited time, get every baseball play from your favorite handicapper for three full days — and any 5% Best Bets released — for just $49. That's only $16.33 per day for every premium baseball release your handicapper posts. You'll receive instant access the moment plays are released, ensuring you get the best possible number before the lines move.

Individually, these plays would cost well over $100, but the Triple Play All-Access Pass gives you three days of nonstop baseball action for less than half the price. As a bonus, if your handicapper releases any college or international selections during your access window — including College Baseball, KBO (Korea) or NPB (Japan) — those are included at no extra charge. Don't miss a single first pitch — lock in your Triple Play All-Access Pass today and start cashing tickets!

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Free Picks

No free picks currently, please check back later
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Last 20

Date
Sport
Pick
Result
May 09
MLB
(929) New York Yankees at (930) Milwaukee Brewers: Total Total Under 7.5 (-112) Cam Schlittler (RHP), Kyle Harrison (LHP) Must Start
(Analysis)
Win
May 09
NBA
Cleveland Cavaliers -4.5 (-112)
(Analysis)
Win
May 09
MLB
JJ Bleday Bases Over 1.5 (153) Away Listed Pitcher Must Start
(Analysis)
Loss
May 08
MLB
Dylan Cease Strikeouts Over 7.5 (-136) Home Listed Pitcher Must Start
(Analysis)
Win
May 08
NHL
(15) Vegas Golden Knights at (16) Anaheim Ducks: Total Total Over 6.0 (106)
(Analysis)
Win
May 08
NBA
(571) New York Knicks at (572) Philadelphia 76ers: Total Total Under 214.5 (-110)
(Analysis)
Win
May 08
MLB
Atlanta Braves 102 Chris Sale (LHP), Emmet Sheehan (RHP) Must Start
(Analysis)
Loss
May 07
NBA
Cleveland Cavaliers +3.5 (-110)
(Analysis)
Loss
May 06
NBA
San Antonio Spurs -10.0 (-110)
(Analysis)
Win
May 06
MLB
(959) Pittsburgh Pirates at (960) Arizona Diamondbacks: Total Total Under 8.0 (-115) Paul Skenes (RHP), Michael Soroka (RHP) Must Start
(Analysis)
Win
May 06
NBA
New York Knicks -7.5 (-110)
(Analysis)
Loss
May 05
MLB
Tampa Bay Rays -125 Kevin Gausman (RHP), Drew Rasmussen (RHP) Must Start
(Analysis)
Win
May 05
MLB
(901) Cincinnati Reds at (902) Chicago Cubs: Total Total Over 8.0 (-111) Andrew Abbott (LHP), Jameson Taillon (RHP) Must Start
(Analysis)
Loss
May 05
NBA
(555) Cleveland Cavaliers at (556) Detroit Pistons: Total Total Over 214.5 (-110)
(Analysis)
Loss
May 04
MLB
Tampa Bay Rays -120 Eric Lauer (LHP), Nick Martinez (RHP) Must Start
(Analysis)
Win
May 04
MLB
New York Yankees -1.5 (-102) Shane Baz (RHP), Cam Schlittler (RHP) Must Start
(Analysis)
Win
May 04
NBA
Philadelphia 76ers +7.5 (-110)
(Analysis)
Loss
May 04
MLB
Miami Marlins -104 Aaron Nola (RHP), Janson Junk (RHP) Must Start
(Analysis)
Loss
May 03
NHL
Montreal Canadiens 143
(Analysis)
Win
May 03
NBA
Detroit Pistons -8.5 (-110)
(Analysis)
Win
WagerTalk

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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