Ross Benjamin
Featured Pick
CBB Sides 17-5 (77%) Run & +29.50 Units
Friday CBB Big Time Revenge Super Side
Ross "The Boss" Benjamin is a red-hot 17-5 (77%) with his last 22 CBB sides and with a net profit of +29.50 units.
Since 5/13/2025, "The Boss" has gone 370-282 (57%) on his premium picks in all sports with a huge net profit of +189.48 units and that ranks #1 at Wager Talk during that time span.
Ross took a pass on Thursday after having his worst betting day at Wager Talk in over 10 months on Wednesday. 'The Boss" is vengeance mode and out for big time payback starting with today. Watch out sportsbooks as one of his famous winning runs is coming!
All records are monitored and verified by Wager Talk Media.
Hot Streaks
370-282 & +189.48 units since May 13, 2025, in All Sports
55-37 (59.8%) & +29.94 units since Dec 31, 2025, in CBB
17-5 (77.3%) & +29.50 units since Feb 10, 2026, on CBB Sides
21-10 (67.7%) & +23.40 units since Feb 12, 2026, in CBB
31-20 (60.8%) & +21.11 units since Jan 3, 2026, in BSKT Total Wagers
24-16 (60%) & +15.96 units since Feb 12, 2026, in All Sports
Last updated Feb 27, 12:29 PM EST
All Plays
CBB Sides 17-5 (77%) Run & +29.50 Units
Friday CBB Big Time Revenge Super Side
Ross "The Boss" Benjamin is a red-hot 17-5 (77%) with his last 22 CBB sides and with a net profit of +29.50 units.
Since 5/13/2025, "The Boss" has gone 370-282 (57%) on his premium picks in all sports with a huge net profit of +189.48 units and that ranks #1 at Wager Talk during that time span.
Ross took a pass on Thursday after having his worst betting day at Wager Talk in over 10 months on Wednesday. 'The Boss" is vengeance mode and out for big time payback starting with today. Watch out sportsbooks as one of his famous winning runs is coming!
All records are monitored and verified by Wager Talk Media.
All Sports 370-282 (57%) & +189.48 Units Since 5/13/2025
Friday NHL Money Line Gem
All Sports Sides 17-9 (65%) and +18.46 Units winning run.
All NHL Sides 3-1 (75%) and 33-24 (58%) winning runs.
Ross" The Boss" is a rock-solid 370-282 (57%) on his premium picks in all sports with a massive net profit of +189.48 units since 5/13/2025. That ranks #1 at Wager Talk during that time frame and is now approaching 10 months since this extremely profitable run began.
All records are verified and monitored by Wager Talk Media.
WagerTalk Specials
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Full-Court All-Access Pass – Includes 5% Best Bets – ONLY $49!
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Free Picks
THE PLAY: Illinois +2.0 (-110)
Illinois has gone 14-3 in their last 17 games. All 3 losses came in overtime and by only a combined 6 points. With a little bit of lack we could be taking about an Illinois team riding a 17-game win streak. I like Michigan's chances of reaching the Final Four or to win a national championship much more than Illinois. However, in this one game situation, I like the Illini as a point-spread underdog in from of a jam packed and emotionally charged home crowd.
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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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