Ross Benjamin

Featured Pick
#1 MLB-2025/#1 L30 Days All Sports
MLB 4% Best Bet Blowout
- Ross “The Boss” Benjamin is currently #1 for the 2025 MLB season while earning a net profit of +71.05 units.
- Ross is also on an impressive All Sports Premium Picks run of 95-60 (61%) and made a net profit of +94.83 units since 5/13/2025.
Hot Streaks
125-83 (60.1%) & +8505 since Sep 9, 2023 in CFB
60-35 (63.2%) & +5594 since Sep 13, 2024 in CFB
95-60 (61.3%) & +9483 since May 13, 2025, in All Sports
79-50 (61.2%) & +8049 since May 12, 2025, in MLB
23-6 (79.3%) & +5882 since Jun 23, 2025, on MLB Money Line Wagers
19-11 (63.3%) and +2526 since Dec 28, 2024, in Football
Last updated Aug 16, 11:04 AM EDT

All Plays
#1 MLB-2025/#1 L30 Days All Sports
MLB 4% Best Bet Blowout
- Ross “The Boss” Benjamin is currently #1 for the 2025 MLB season while earning a net profit of +71.05 units.
- Ross is also on an impressive All Sports Premium Picks run of 95-60 (61%) and made a net profit of +94.83 units since 5/13/2025.
Sunday Nite NFL National TV Gem
Sunday 8/17: Bills vs. Bears (8:00 PM ET/Fox)
- All Football Premium Picks are 19-11 (63%) since 12/28/2024.
- All Sports Premium Picks are an outstanding 95-60 (61%) and +94.83 units since 5/13/2025.
Close out your Sunday sports betting out with a winning wager by paying just $16 for the advice of a world class sports betting expert.

WagerTalk Specials
Get 7 Days of Unlimited Access or Flex Picks for Only $69!
Unlock 7 Days of All Access or Flex Picks for just $69 – That’s less than $10 a day for non-stop action! Get expert picks from your favorite WagerTalk handicappers on everything from Preseason NFL, MLB, UFC, WNBA, Soccer, Golf, and more.
Choose your go-to expert or switch things up with Flex Access — your picks, your way. This is the ultimate deal for fans who want it all!

Free Picks

Last 20
(Analysis)
(Analysis)
(Analysis)
(Analysis)
(Analysis)
(Analysis)
(Analysis)
(Analysis)
(Analysis)
(Analysis)
(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
- Gianni the Greek
- Bryan Power
- Jimmy Adams
- Kyle Anthony
- Teddy Covers
- Andy Lang
- The Gold Sheet
- Ross Benjamin
- Tokyo Brandon
- Ben Burns
- Carmine Bianco
- Bryan Leonard
- Jesse Schule
- Don Buster
- Drew Martin
- Kevin Dolan
- Marco D'Angelo
- Steve Merril
- Ronald Cabang
- Rob Veno
- Las Vegas Cris
- Bill "Krackman" Krackomberger
- Jeff Michaels
- The Prez
- Sean Alvarez
- Adam Trigger
- bet365 Syndicate
- The Mad Russian
- Ralph Michaels
- Nick Borrman
- Dwayne Bryant
- Pavlos Laguretos
- Andrew McInnis
- Hakeem Profit
