Ross Benjamin

Ross Benjamin

Hot Streaks

509-423 &+166.87 units since May 13, 2025, in All Sports

173-131 & +113.50 units since 2021, on NBA Playoffs Wagers

61-39 (61%) & +82.94 units since Jul 10, 2025, on All Sports combined 4% & 5% Top-Rated Wagers

+67.51 units since Apr 11, 2023, on NBA Sides Wagers

+59.40 units since May 12, 2025, in MLB

Last updated Jun 1, 7:16 PM EDT

WagerTalk

All Plays

All 4% & 5% Top Plays Combined 61-39 (61%) & +82.94 Units Run!

Wednesday NBA Finals Game 1 Solid Gold Total

Knicks @ Spurs 8:30 ET

Ross "The Boss" Benjamin has made a substantial net profit of +113.50 units on his NBA Playoffs premium picks since 2021. Ross has also made a large net profit of +166.87 units net profit in all sports since 5/13/2025. "The Boss" is an outstanding 61-39 (61%) with his last 100 best bets on 4% and 5% picks combined and made a net profit of 82.94 units while doing so. Take advantage of this $5 Tuesday special offer that expires on Tuesday night at 11:59 PM and will go up to $30 immediately at midnight.

WagerTalk

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.

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
  • 7-Day Pass: $11.29 per day
  • 30-Day Pass: $9.97 per day
  • 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.

If you paid $99 per week for a year, you’d spend $5,148. At $299 per month, it’s $3,588. The 1-Year All-Access Pass is just $1,459, discounted from the regular price of $1,999.

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!

WagerTalk

Free Picks

Sport
Game Selection
Game Time
MLB
(955) Los Angeles Dodgers at (956) Arizona Diamondbacks: Freddie Freeman Hits + Runs + RBIs
9:40pm EDT - Jun 1/2026

THE PLAY: Freddie Freeman Hits + Runs + RBIs Over 1.5 (-158) Home Listed Pitcher Must Start

Freddie Freeman has gone 8-22 (.364 BA) with 2 home runs and 1 double with 6 RBIS during his previous 6 games. Freeman has gone 10-for-17 (.588 BA) with 3 doubles, 1 home run, and 5 RBIS lifetime when facing Eduardo Rodriguez.

Bet on Freddie Freeman over a 2.5 or less hits +runs, + RBIS.

WagerTalk

Last 20

Date
Sport
Pick
Result
May 31
MLB
New York Yankees -1.5 (-107) Will Warren (RHP), Jacob Lopez (LHP) Must Start
(Analysis)
Win
May 30
MLB
Toronto Blue Jays -122 Trey Yesavage (RHP), Brandon Young (RHP) Must Start
(Analysis)
Loss
May 30
MLB
(971) Boston Red Sox at (972) Cleveland Guardians: Total Total Under 6.5 (-117) Sonny Gray (RHP), Parker Messick (LHP) Must Start
(Analysis)
Loss
May 30
NBA
Oklahoma City Thunder -3.5 (-105)
(Analysis)
Loss
May 29
MLB
New York Yankees -140 Carlos Rodon (LHP), Luis Severino (RHP) Must Start
(Analysis)
Win
May 29
MLB
Freddie Freeman Hits + Runs + RBIs Over 1.5 (-105) Away Listed Pitcher Must Start
(Analysis)
Win
May 29
MLB
Jazz Chisholm Jr. Bases Over 1.5 (147) Home Listed Pitcher Must Start
(Analysis)
Loss
May 28
NBA
Oklahoma City Thunder +3.5 (-110)
(Analysis)
Loss
May 28
MLB
(957) Toronto Blue Jays at (958) Baltimore Orioles: F5 Total F5 Total Over 4.5 (-118) Patrick Corbin (LHP), Chris Bassitt (RHP) Must Start
(Analysis)
Loss
May 28
MLB
Pete Alonso Hits + Runs + RBIs Over 1.5 (-125) Away Listed Pitcher Must Start
(Analysis)
Loss
May 28
MLB
Yordan Alvarez Hits + Runs + RBIs Over 1.5 (-125) Home Listed Pitcher Must Start
(Analysis)
Loss
May 27
MLB
(929) Atlanta Braves at (930) Boston Red Sox: Total Total Under 8.0 (-110) Bryce Elder (RHP), Connelly Early (LHP) Must Start
(Analysis)
Push
May 26
MLB
New York Yankees -1.5 (-120) Cam Schlittler (RHP) Must Start
(Analysis)
Win
May 26
NBA
(559) San Antonio Spurs at (560) Oklahoma City Thunder: 1H Total 1H Total Under 111.0 (-110)
(Analysis)
Loss
May 25
NBA
(557) New York Knicks at (558) Cleveland Cavaliers: Total Total Over 218.5 (-109)
(Analysis)
Win
May 25
NHL
Montreal Canadiens 120
(Analysis)
Loss
May 24
MLB
San Francisco Giants -116 Noah Schultz (LHP), Robbie Ray (LHP) Must Start
(Analysis)
Win
May 24
NBA
San Antonio Spurs -2.5 (-110)
(Analysis)
Win
May 23
MLB
(929) Oakland Athletics at (930) San Diego Padres: Total Total Under 8.0 (-110) J.T. Ginn (RHP), Lucas Giolito (RHP) Must Start
(Analysis)
Win
May 23
NHL
Montreal Canadiens +1.5 (-135)
(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.
 

View all WagerTalk Handicappers
Back to Top
close popup icon