Ross Benjamin
Featured Pick
NBA Sides +74.83 Units Since 3/27/2023
Saturday NBA Underdog Shocker
Ross "The Boss" Benjamin has released an NBA underdog on Saturday night's card that he's not only supremely confident of them covering but also wouldn't be shocked at all to see them pull an outright upset. However, as always "The Boss" will always taking the points when betting on an underdog and won't get greedy.
Ross has made a net profit of +74.83 units on all NBA premium sides since 3/27/2023.
He's also #1 as verified by Wager Talk Media since 5/13/2025 on his premium pick in all sports while making a massive net profit of +189.78 units.
Hot Streaks
408-315 & +194.85 units since May 13, 2025, in All Sports
+79.15 units since Mar 27, 2023, on NBA Side Wagers
+64.09 units since May 19, 2025, on All Sports Total Wagers
81-51 (61.4%) & +51.01 units since Dec 31, 2025, in CBB
41-17 (70.7%) & +50.97 units since Feb 10, 2026, on CBB Straight Bet Wagers
47-24 (66.2%) & +44.27 units since Feb 12, 2026, in CBB
Last updated Mar 20, 11:51 AM EDT
All Plays
NBA Sides +74.83 Units Since 3/27/2023
Saturday NBA Underdog Shocker
Ross "The Boss" Benjamin has released an NBA underdog on Saturday night's card that he's not only supremely confident of them covering but also wouldn't be shocked at all to see them pull an outright upset. However, as always "The Boss" will always taking the points when betting on an underdog and won't get greedy.
Ross has made a net profit of +74.83 units on all NBA premium sides since 3/27/2023.
He's also #1 as verified by Wager Talk Media since 5/13/2025 on his premium pick in all sports while making a massive net profit of +189.78 units.
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.
March Madness Bonanza, UNDER $6 A DAY!
How would you like to finish the College Basketball season paying UNDER $6 A DAY?!? There is still a TON of College Basketball action to go and the March Madness Bonanza Special will include:
- The rest of College Basketball Regular Season
- Conference Tournaments
- NCAA Tournament through the National Championship
- Any plays released in the National Invitation Tournament or The College Basketball CrownAny 5% College Basketball Best Bets
Sign up with your favorite handicapper and get the rest of the College Basketball season through the National Championship in Indianapolis on Monday, April 6th, plus every March Madness tournaments selections released, including the NIT and CBC, all for only $149!
No coupon needed to lock in this special price of $149. The earlier you sign up, the more days you receive!
*under $6 per day average is based off of promotion launch date
Hat-Trick All-Access Pass – Includes 5% Best Bets – ONLY $49!
For a limited time, get every hockey play from your favorite handicapper for three full days — including NHL selections, College Hockey, and any 5% Best Bets released — for just $49.
That’s only $16.33 per day for every premium hockey 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 Full-Ice All-Access Pass gives you three days of nonstop hockey action for less than half the price.
As an added bonus, if your handicapper releases any international or overseas hockey selections during your access window, those are included at no extra charge.
Don’t miss a single puck drop — lock in your Full-Ice All-Access Pass today and start cashing tickets!
Access includes all NHL, College Hockey, and any international hockey selections released during your 3-day window.
All-In for the Year: 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 WagerTalk 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.
Full-Court All-Access Pass – Includes 5% Best Bets – ONLY $49!
For a limited time, get every basketball play from Ross Benjamin for three full days — including NBA and College Basketball selections and any 5% Best Bets released — for just $49.
That’s only $16.33 per day for every premium hoops play your handicapper releases. You’ll also receive instant access the moment plays are posted, giving you the best possible line value before the markets move.
Individually, these plays would cost over $100, but the Full-Court All-Access Pass delivers three days of nonstop basketball action for less than half the price.
As an added bonus, if your handicapper releases any overseas or women’s basketball selections during your access, those will be included at no extra charge.
Don’t miss a single tip-off — lock in your Full-Court All-Access Pass today and start cashing in!
*Access includes all NBA and College Basketball selections released during your 3-day window.
Free Picks
Last 20
(Analysis)
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.
Top Sports Handicappers & Experts
- Jimmy Adams
- Steve Merril
- Gianni the Greek
- Ben Burns
- Ross Benjamin
- Hakeem Profit
- Bill "Krackman" Krackomberger
- The Gold Sheet
- Carmine Bianco
- Marco D'Angelo
- Drew Martin
- Adam Trigger
- Joe Raineri
- Ralph Michaels
- Oskeim Sports
- Andrew McInnis
- Andy Lang
- Teddy Covers
- Jesse Schule
- Kyle Anthony
- Bryan Leonard
- Las Vegas Cris
- Pavlos Laguretos
- Dwayne Bryant
- Jeff Michaels
- Rob Veno
- Bryan Power
- Don Buster
- Bruce Marshall
- Will Rogers
- Tokyo Brandon
- Sean Alvarez
- The Prez
- The Mad Russian
