Ross Benjamin

Ross Benjamin

Hot Streaks

505-414 &+183.19 units since May 13, 2025, in All Sports

+138.39 units since May 9, 2025, on All Sports Straight Bet Wagers

173-128 (57.5%) & +123.25 units since 2021, on NBA Playoffs Wagers

+64.71 units since May 12, 2025, in MLB

18-10 (64.3%) & +20.86 units since May 2, 2026, in MLB

12-3 (80%) & +23.83 units since May 6, 2026, in All Sports Total Wagers

Last updated May 26, 9:29 AM EDT

WagerTalk

All Plays

NBA Playoffs +123.25 Units Net Profit Since 2021!

$5 Tuesday NBA Western Conference Final Absolute Gem

Spurs @ Thunder 8:36 PM ET

Ross "The Boss" Benjamin has a winning bet on Tuesday's NBA pivotal Game 5 of the Western Conference Finals. Ross has made a huge net profit of +123.25 units with his NBA Playoffs premium picks since 2021. Ross has also made an enormous net profit +183.19 units in all sports since 5/13/2025 on his premium picks in all sports which earned him a #1 ranking by Wager Talk Media during that over 1-year time span. "The Boss" has put out NBA premium winners in each of the last 2 nights with releases on the Spurs -2.5 who clobbered the Thunder 103-82 on Sunday and yesterday's Knicks/Cavaliers game over 218.5 with the final score being 130-93.

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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.

3-Day All-Access Pass — ONLY $49

For a limited time, get three full days of all-access service from the handicapper of your choice for just $49 — only $16 per day for every play they handicap across all sports, including MLB, NBA, NHL, WNBA, soccer, UFC, tennis, and more.

That's $20 off the regular site price.

Need more than 3 days? Stack 'em up. Buy multiple 3-Day passes and ride the same low rate as long as you want — they'll run back-to-back so you never miss a play.

And here's the kicker: while your pass is active, you'll also have a 25% OFF coupon good on regular-priced daily packages and Flex Passes!

Whether you're following a proven expert or trying someone new, this deal gives you full access to every selection and every piece of analysis — no restrictions, no exceptions.

$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
  • FREE 3-Day All-Access — a $39 value
  • FREE 7-Day All-Access — a $99 value
  • 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.

Already have an active All-Access Pass? No problem. Your 40 days won't begin until your current package expires.

Lock In 40 Days for Under $5/Day!

1-Year All-Inclusive Pass — Just $99/Month + 25% Bonus Coupon

Grab a full 365-day All-Access Pass to your favorite handicapper for just $1,188 — regularly priced at $1,999. This is a one-time payment of $1,188 that works out to just $99/month or $3.25/day for an entire year of action.

You'll get every pick, every sport they handicap, and every 5% Best Bet released over the next 12 months. HUGE savings, depending on what your handicapper covers:

  • Football + MLB? Retail $1,794. Save $606.
  • Football + Basketball + MLB? Retail $2,789. Save $1,601.
  • All sports? Retail up to $4,535. Save over $3,300.

Plus, you'll receive a 25% OFF BONUS COUPON good on all future regular-priced daily, all-access, and Flex Pass purchases — potentially thousands more in savings over the next 12 months.

What's included:

  • All Sports Released
  • All 5% Best Bets
  • 365 Days of All-Access
  • 25% Off Bonus Coupon
WagerTalk

Free Picks

Sport
Game Selection
Game Time
NHL
(69) Colorado Avalanche at (70) Vegas Golden Knights: Moneyline
9:00pm EDT - May 26/2026

THE PLAY: Colorado Avalanche -110

3-Day All-Access Pass — ONLY $49
For a limited time, get three full days of all-access service from the handicapper of your choice for just $49 — only $16 per day for every play they handicap across all sports, including MLB, NBA, NHL, WNBA, soccer, UFC, tennis, and more.

That's $20 off the regular site price.

Need more than 3 days? Stack 'em up. Buy multiple 3-Day passes and ride the same low rate as long as you want — they'll run back-to-back so you never miss a play.

And here's the kicker: while your pass is active, you'll also have a 25% OFF coupon good on regular-priced daily packages and Flex Passes!

Whether you're following a proven expert or trying someone new, this deal gives you full access to every selection and every piece of analysis — no restrictions, no exceptions.


$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
FREE 3-Day All-Access — a $39 value
FREE 7-Day All-Access — a $99 value
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.

Already have an active All-Access Pass? No problem. Your 40 days won't begin until your current package expires. Lock In 40 Days for Under $5/Day!


1-Year All-Inclusive Pass — Just $99/Month + 25% Bonus Coupon
Grab a full 365-day All-Access Pass to your favorite handicapper for just $1,188 — regularly $1,999.

This is a one-time payment of $1,188 that works out to just $99/month or $3.25/day for an entire year of action.
You'll get every pick, every sport they handicap, and every 5% Best Bet released over the next 12 months.

HUGE savings, depending on what your handicapper covers:

Football + MLB? Retail $1,794. Save $606.
Football + Basketball + MLB? Retail $2,789. Save $1,601.
All sports? Retail up to $4,535. Save over $3,300.

Plus, you'll receive a 25% OFF BONUS COUPON good on all future regular-priced daily, all-access, and Flex Pass purchases — potentially thousands more in savings over the next 12 months.

What's included:

All Sports Released
All 5% Best Bets
365 Days of All-Access
25% Off Bonus Coupon

WagerTalk

Last 20

Date
Sport
Pick
Result
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
NBA
San Antonio Spurs -2.5 (-110)
(Analysis)
Win
May 24
MLB
San Francisco Giants -116 Noah Schultz (LHP), Robbie Ray (LHP) Must Start
(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
May 23
NHL
Montreal Canadiens Total Over 2.5 (107)
(Analysis)
Loss
May 23
NHL
Montreal Canadiens 180
(Analysis)
Loss
May 23
NBA
Cleveland Cavaliers -130
(Analysis)
Loss
May 22
NBA
San Antonio Spurs -124
(Analysis)
Loss
May 22
MLB
Arizona Diamondbacks -1.5 (-102) Tomoyuki Sugano (RHP), Michael Soroka (RHP) Must Start
(Analysis)
Loss
May 22
MLB
(963) Minnesota Twins at (964) Boston Red Sox: Total Total Under 7.5 (-115) Connor Prielipp (LHP), Payton Tolle (LHP) Must Start
(Analysis)
Loss
May 22
MLB
(979) Chicago White Sox at (980) San Francisco Giants: F5 Total F5 Total Under 4.0 (-118) Davis Martin (RHP), Trevor McDonald (RHP) Must Start
(Analysis)
Loss
May 21
MLB
Shea Langeliers Hits + Runs + RBIs Over 1.5 (-115) Home Listed Pitcher Must Start
(Analysis)
Win
May 21
NBA
New York Knicks -5.5 (-108)
(Analysis)
Win
May 21
NHL
Montreal Canadiens +1.5 (-150)
(Analysis)
Win
May 20
MLB
(963) Los Angeles Dodgers at (964) San Diego Padres: Total Total Under 7.5 (-115) Shohei Ohtani (RHP), Randy Vasquez (RHP) Must Start
(Analysis)
Win
May 20
MLB
(975) Boston Red Sox at (976) Kansas City Royals: Total Total Under 8.0 (-114) Connelly Early (LHP), Michael Wacha (RHP) Must Start
(Analysis)
Win
May 20
MLB
Oakland Athletics -123 Aaron Civale (RHP), Jack Kochanowicz (RHP) Must Start
(Analysis)
Win
May 20
NBA
(547) San Antonio Spurs at (548) Oklahoma City Thunder: Total Total Over 216.5 (-110)
(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.
 

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