Ross Benjamin

Ross Benjamin

Hot Streaks

514-431 & +168.01 units since May 13, 2025, in All Sports

179-116 (60.7%) & 159.44 units since Sep 9, 2023, in CFB

176-132 & +120.44 units since 2021, on NBA Playoffs Wagers

+47.17 units since May 12, 2025, in MLB

17-7 (70.8%) & +27.41 units since May 6, 2026, on All Sports Total Wagers

32-21 (60.4%) & +23.29 units since Nov 13, 2025, in NFL

Last updated Jun 12, 1:07 PM EDT

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All Plays

Sunday Stanley Cup Finals Money Line Gem

Ross "The Boss" Benjamin has released an NHL money line winner on Game 6 of the Stanley Cup Finals between Carolina/Las Vegas (8:00 PM ET/ABC). This solid gold pick is backed with an NHL Stanley Cup Finals Game 6 money line betting system which has remained unbeaten since 2008. These teams have won by an average of +1.8 goals per game and held their opponents to a mere average of 1.5 goals scored per outing. Finish your sports betting week out with a big game money line winner from a big game sports betting expert for over 2 plus decades.

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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!

*Access includes all MLB selections and any college/international baseball released and played during your 3-day window.

The Rest of the MLB Season for Under $3.20 Per Day + FREE Flex Picks!

BASEBALL, HOT DOGS, APPLE PIE, AND FATHER'S DAY!

Nothing says summer like baseball and hot dogs, so treat yourself to a gift that keeps on giving. We have slashed the rest of the MLB season down to just $449. Sign up before this offer expires at midnight on Father's Day and you are locked in for the whole ride.

That is just $449 for every MLB play from now through the final game of the World Series in November, from your favorite handicapper, including any 5% MLB releases.

Added bonus: the first 10 buyers get 7 free Flex Picks, a $99 value.

Offer expires 11:59pm Sunday, Father's Day. Lock it in before baseball takes a back seat to football.

Buy 3, Get 3 FREE: 6 Days for Just $69!

For a limited time, get 6 full days of All-Access for just $69, the same price as a 3-day pass. That's double the access at no extra cost.

You'll receive every pick, in every sport, from your chosen handicapper throughout your access period.

  • 6 full days of picks, pay for only 3
  • Full access to all sports released
  • Includes any Top Rated 5% Best Bets
  • Stack multiple passes to lock in weeks of access

Whether you're stacking plays for the week ahead or locking in extended access, this special delivers maximum value. Offer ends June 30.

Road to Football: Every Play Until NFL Kickoff for Around $6 per Day!

How would you like to bet right alongside your favorite handicapper all the way to NFL Kickoff for around SIX BUCKS per day? We've got you covered.

The 2026 NFL preseason kicks off Thursday, August 6, with the Hall of Fame Game in Canton, Ohio, and from the day you buy through August 6, every play your handicapper releases is yours. One flat price of $399. Here's how the per-day cost stacks up:

  • Daily Pass: $39 per day
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  • Road to Football (buy on June 1): $6.05 per day
  • Road to Football (buy on June 8): $6.76 per day
  • Road to Football (buy on June 16): $7.82 per day

You'll get every play across every sport from your favorite handicapper, including all 5% Best Bets, for about $6 per day. MLB regular season, any remaining playoff action in the NBA Finals, Stanley Cup, UFC, soccer, and every other sport your handicapper releases.

Lock In Every Play Through NFL Kickoff for Under $6/Day!

All-In for 365 Days: Ultimate All Access Pass Under $4 a Day!

Lock in 365 days of every pick, every sport, and every 5% Best Bet released from your favorite handicapper for far less than buying packages individually.

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Your pass includes every sport your handicapper releases, including MLB ($699–$899 value), NFL/CFB ($849), NBA ($795), College Basketball ($595), NHL if offered ($699), and any other sports they cover — all included. Every 5% Best Bet is part of your access.

You’ll also receive a 25% off bonus coupon valid on regular-priced daily, All-Access, and Flex Pass purchases sitewide during your access period.

Stop paying week to week. Lock in the full year and maximize the value!

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Free Picks

Sport
Game Selection
Game Time
NHL
(21) Carolina Hurricanes at (22) Vegas Golden Knights: Total
8:00pm EDT - Jun 14/2026

THE PLAY: Total Over 5.5 (-128)

The Carolina Hurricanes have scored 4 goals or more in each of the first 5 games of this 2026 Stanley Cup Finals. However, despite that scoring prowess they only lead the series 3-2 which clearly indicates they've given up their fair share of goals to Las Vegas during this Stanley Cup Final. The goaltending overall in this series has left a lot to be desired.

NHL road teams like Carolina with a money line of +125 to -125 and a win percentage of .580 or better, playing after Game 41 of their season, and they have a goals per game differential of +0.5 or better, and they've scored 4 goals or more in each of their previous 5 games, versus an opponent like Las Vegas who possesses a money line win percentage of .510 or better, resulted in those games in this exact situation playing 16-1-1 (93.8%) to the over since the start of the 2016-2017 season. If those games in this exact situation occurred in the playoffs it improved to a perfect 7-0 to the over.

Bet on this game to go over the total of 6.0 or lower.

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Last 20

Date
Sport
Pick
Result
Jun 13
NBA
(509) New York Knicks at (510) San Antonio Spurs: Total Total Under 216.5 (-105)
(Analysis)
Win
Jun 13
MLB
Miami Marlins 112 Bubba Chandler (RHP) Must Start
(Analysis)
Loss
Jun 13
MLB
Paul Goldschmidt Hits + Runs + RBIs Over 1.5 (100) Home Listed Pitcher Must Start
(Analysis)
pending
Jun 12
MLB
F5 Minnesota Twins -0.5 (-105) Kyle Leahy (RHP), Joe Ryan (RHP) Must Start
(Analysis)
Loss
Jun 12
MLB
(909) Chicago Cubs at (910) San Francisco Giants: Total Total Over 8.0 (-120) Javier Assad (RHP), Landen Roupp (RHP) Must Start
(Analysis)
Loss
Jun 12
MLB
Milwaukee Brewers -1.5 (-111) Andrew Painter (RHP), Jacob Misiorowski (RHP) Must Start
(Analysis)
No Play
Jun 11
NHL
3P Carolina Hurricanes -0.5 (124)
(Analysis)
Loss
Jun 11
MLB
F5 Colorado Rockies +0.5 (-108) Edward Cabrera (RHP), Ryan Feltner (RHP) Must Start
(Analysis)
Loss
Jun 10
NBA
(507) San Antonio Spurs at (508) New York Knicks: Total Total Under 216.5 (-105)
(Analysis)
Win
Jun 09
MLB
Seattle Mariners -112 Logan Gilbert (RHP), Trevor Rogers (LHP) Must Start
(Analysis)
Win
Jun 09
NHL
Carolina Hurricanes -115
(Analysis)
Win
Jun 08
MLB
(901) Cincinnati Reds at (902) San Diego Padres: F5 Total F5 Total Under 4.5 (-126) Andrew Abbott (LHP), Walker Buehler (RHP) Must Start
(Analysis)
Win
Jun 08
NBA
(505) San Antonio Spurs at (506) New York Knicks: Total Total Over 215.5 (-115)
(Analysis)
Win
Jun 08
MLB
Houston Astros -126 Spencer Arrighetti (RHP), Grayson Rodriguez (RHP) Must Start
(Analysis)
Win
Jun 08
MLB
Philadelphia Phillies -1.5 (105) Cristopher Sanchez (LHP), Patrick Corbin (LHP) Must Start
(Analysis)
Win
Jun 06
MLB
Chicago White Sox 116 Andrew Painter (RHP) Must Start
(Analysis)
Win
Jun 06
MLB
New York Mets -124 Nolan McLean (RHP), Griffin Canning (RHP) Must Start
(Analysis)
Loss
Jun 06
MLB
Pittsburgh Pirates -103 Braxton Ashcraft (RHP), Spencer Strider (RHP) Must Start
(Analysis)
Loss
Jun 06
NHL
Carolina Hurricanes -108
(Analysis)
Loss
Jun 06
MLB
Tampa Bay Rays -130 Shane McClanahan (LHP) Must Start
(Analysis)
Loss
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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