Ross Benjamin

Ross Benjamin

Hot Streaks

463-377 & +177.47 units since May 13, 2025, in All Sports

322-253 & +151.42 units since May 9, 2025, on All Sports Sides

158-113 (58.3%) and +134.76 units since 2021, on NBA Playoffs Wagers

+87.56 units since Mar 27, 2023, on NBA Side Wagers

+44.13 units since May 12, 2025, in MLB

+26.65 units since May 19, 2025, on All Sports Total Wagers

Last updated Apr 28, 7:07 AM EDT

WagerTalk

All Plays

NBA Playoffs 158-113 (58%) & +134.76 Units Since 2021!

Tuesday NBA Playoffs Super 90% Betting System

Portland @ San Antonio 9:30

It's $5 Tuesday so take advantage!

Ross" The Boss" Benjamin has been absolutely doming the NBA Playoffs over the last 6 years. Ross fires off another NBA Playoffs winner on Tuesday night which is supports by an 18-2 (90%) postseason betting system. "The Boss" is #1 over the last 365 days per Wager Talk Media on his premium picks in all sports while showing a huge net profit of +138.17 units.

All Sports +177.47 Units Net Profit Since 5/13/2025

$5 Tuesday: MLB Solid Gold Total

Ross "The Boss" Benjamin has an MLB winning total as part of our $5 Tuesday special offer. Ross has made a net profit of +44.13 units on his MLB premium picks since 5/12/2025. "The Boss" is #1 per Wager Talk Media over the last 365 days while earning a huge net profit of +138.17 units.

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WagerTalk Specials

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 days of expert picks for the price of 3
  • Full access to all sports released
  • Includes any Top Rated 5% Best Bets
  • No purchase limit — buy as many as you’d like

Whether you’re stacking plays for the week ahead or locking in extended access, this special delivers maximum value for a short time only.

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.

$100 OFF a 30-Day All-Access Pass + 10 Days Free — Save $238!

How would you like to bet right alongside your favorite handicapper for the next 40 days for under FIVE BUCKS per day? We've got you covered.

A 30-Day All-Access Pass normally runs $299. For a limited time, we're cutting the price by $100 AND tacking on 10 extra days of picks for FREE. Here's how the savings break down:

  • $100 OFF the 30-Day All-Access Pass
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  • Total savings: $238

For the next 40 days, you'll get every play across every sport from your favorite handicapper — including all 5% Best Bets — for under $5.00 per day.

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Get $500 OFF a full 365-Day All-Access Pass from your favorite WagerTalk Expert, cutting the price from $1,999 down to just $1,499.

That breaks down to only $125 per month or just $4.10 per day for every pick, every sport, and every 5% Best Bet released over the next 12 months.

And the bonuses don’t stop there…
Throughout your access period, you’ll also receive a 25% OFF BONUS COUPON on all future regular-priced daily, All-Access, and Flex Pass purchases sitewide.

That bonus alone can save you hundreds — even thousands — over the course of the year, depending on how you play.

Your All Access Pass Includes:

✔️ All Sports Released
✔️ All 5% Best Bets
✔️ 365 Full Days of Access
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One pass. Full access. Maximum winning potential.
 

The Summer Spectacular: $594 in Free Value!

The Summer Spectacular is LIVE! Lock in one pass that carries you through the entire summer and drops you right at the doorstep of football season.

Our 90-day All Access pass is $749. This deal gets you SIX PLUS WEEKS FREE (a $594 value) on top of that. Every play. Every sport. From today through August 31st. Same $749 price.

Here's what you're getting:

Every 5% Top Play (regularly $35 each) 
The rest of the NBA regular season and the NBA Playoffs 
The rest of the NHL regular season and the NHL Playoffs 
Over 4.5 months of MLB action 
All World Cup action 
Golf, UFC, and any other sport your favorite handicapper releases 
NFL Preseason and Week 0 of the 2026 CFB season

That's 20+ weeks of wall-to-wall action for about $37 a week. All for the price of our standard 90-day All Access pass. The calendar just works in your favor this time!

*The Summer Spectacular includes all sports released by the handicapper(s) you select. Not all handicappers cover every sport listed above. Available sports depend on your chosen handicapper's coverage. If you want to verify which sports your handicapper covers before purchasing, contact us at [email protected].

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Free Picks

Sport
Game Selection
Game Time
NHL
(29) Anaheim Ducks at (30) Edmonton Oilers: Moneyline
10:00pm EDT - Apr 28/2026

THE PLAY: Anaheim Ducks 136

NHL Playoffs Game 5 money line away underdogs +105 or higher that are coming off 3 straight wins, resulted in those away money line underdogs going 5-0 since 2017. The 5 away teams average money line was +135.8 and they had a +2.0 goals per game differential. By risking $100 on each of those 5 away money line underdogs you would have made a net profit of $679.

NHL Playoffs Game 5 home favorites of between -160 to -190 that are coming off 3 straight losses have gone 0-5 since 2008. The average money line of those home favorites was -167.8 and they had a -1.8 goals per game differential.

Bet the Anaheim Ducks as a money line underdog of +125 or higher.

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Last 20

Date
Sport
Pick
Result
Apr 27
MLB
San Diego Padres -112 Matthew Boyd (LHP), Randy Vasquez (RHP) Must Start
(Analysis)
Win
Apr 27
NBA
Orlando Magic +3.5 (-114)
(Analysis)
Win
Apr 27
NBA
Oklahoma City Thunder -10.5 (-110)
(Analysis)
Loss
Apr 26
NBA
Boston Celtics -7.5 (-105)
(Analysis)
Win
Apr 25
NBA
New York Knicks -1.5 (-114)
(Analysis)
Win
Apr 25
MLB
Cincinnati Reds -106 Jack Flaherty (RHP), Brady Singer (RHP) Must Start
(Analysis)
Win
Apr 25
MLB
Chicago Cubs 118 Colin Rea (RHP), Roki Sasaki (RHP) Must Start
(Analysis)
Loss
Apr 25
NHL
Philadelphia Flyers -120
(Analysis)
Loss
Apr 25
MLB
Oakland Athletics 108 Jeffrey Springs (LHP), MacKenzie Gore (LHP) Must Start
(Analysis)
Loss
Apr 25
NBA
Denver Nuggets -118
(Analysis)
Loss
Apr 25
NBA
(541) Detroit Pistons at (542) Orlando Magic: Total Total Under 214.5 (-115)
(Analysis)
Loss
Apr 24
NBA
Boston Celtics -7.0 (-115)
(Analysis)
Win
Apr 24
MLB
Chicago Cubs Total Over 3.5 (-131) Jameson Taillon (RHP) Must Start
(Analysis)
Win
Apr 24
MLB
(975) Washington Nationals at (976) Chicago White Sox: Total Total Over 9.5 (100) Action
(Analysis)
Loss
Apr 24
MLB
Texas Rangers -140 Luis Severino (RHP), Nathan Eovaldi (RHP) Must Start
(Analysis)
Loss
Apr 23
MLB
F5 New York Yankees -0.5 (-105) Cam Schlittler (RHP) Must Start
(Analysis)
Loss
Apr 23
NBA
Denver Nuggets -130
(Analysis)
Loss
Apr 23
NHL
Ottawa Senators -120
(Analysis)
Loss
Apr 22
MLB
Pittsburgh Pirates -110 Braxton Ashcraft (RHP), Jack Leiter (RHP) Must Start
(Analysis)
Win
Apr 22
NHL
Pittsburgh Penguins 100
(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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