Ross Benjamin
Featured Pick
NBA 5% Best Bets 32-19 (63%) & +53.25 Units Since 4/6/2022!
Saturday NBA 5% Best Bet Super Side
Ross "The Boss" Benjamin has released his first 5% Best Bet in May and it comes in Game 3 of the NBA Eastern Conference Finals between the Cavaliers/Knicks (8:00 ET). This pick is backed with an NBA Playoffs Game 3 betting system which has gone an extremely profitable 15-1 (93.8%) since 2004. Ross has gone an extremely profitable 29-15 (66%) run and with a net profit of +62.80 units on his 5% Best Bets in all sports.
Hot Streaks
500-407 &+184.69 units since May 13, 2025, in All Sports
171-127 (57.4%) & +123.75 units since 2021, on NBA Playoffs Wagers
+77.06 units since Apr 11, 2023, on NBA Straight Bet Wagers
29-15 (65.9%) & +62.80 units since Jul 10, 2025, on All Sports 5% Best Bets
+57.72 units since May 13, 2025, in MLB
32-19 (62.7%) & +53.25 units since Apr 6, 2022, on NBA 5% Best Bets
Last updated May 23, 11:21 AM EDT
All Plays
NBA 5% Best Bets 32-19 (63%) & +53.25 Units Since 4/6/2022!
Saturday NBA 5% Best Bet Super Side
Ross "The Boss" Benjamin has released his first 5% Best Bet in May and it comes in Game 3 of the NBA Eastern Conference Finals between the Cavaliers/Knicks (8:00 ET). This pick is backed with an NBA Playoffs Game 3 betting system which has gone an extremely profitable 15-1 (93.8%) since 2004. Ross has gone an extremely profitable 29-15 (66%) run and with a net profit of +62.80 units on his 5% Best Bets in all sports.
Saturday NHL 3-Part Sweep: #1 Expert Last 365 Days (+159.97 Units)
Ross has a trio of NHL winning picks on Game 2 of the 2026 Eastern Conference Finals between Montreal/Carolina (8:00 ET). "The Boss" goes into a deep dive analysis on all 3 of these picks in which he has the utmost confidence of a 3-0 sweep. Ross has made a huge net profit of +184.75 units on his premium picks in all sports since 5/13/2025 and that ranks #1 per Wager Talk Media over that time frame.
WagerTalk Specials
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Free Picks
THE PLAY: Montreal Canadiens Total Over 2.5 (107)
Montreal is 4-0 versus Carolina this season and averaged 5.3 goals scored per game. The Canadiens have averaged 4.1 goals scored per game over their previous 7 played during these 2026 Stanley Cup Playoffs. Saturday's expected starting goaltender for Carolina is Frederik Andersen. During his 3 starts against Montreal this season he recorded a horrible .789 save percentage which includes stopping only 16 of 21 Montreal shots on goal in Game 1.
Bet the Montreal Canadiens to go over their team total of 2.5-goals at any odds of between +125 to -125.
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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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