Ross Benjamin

Featured Pick
CFB #1 Last 2 Years & +79.77 Units
Thursday 8/27 College Football 100% Betting Angle
- Ross “The Boss” Benjamin finished #1 last College Football season in both win percentage and units earned.
- Ross finished last College Football season on a 60-35 (63%) winning run.
- “The Boss” is #1 over the past 2 College Football season with a combined net profit of +79.77 units.
- Heading into this week, Ross is on a terrific winning role of 106-66 (62%) on All Sports Premium Picks and made a net profit of +107.32 units.
Get your 2025 College Football Season off to a winning start by following the advice of an elite world class college football betting expert.
Hot Streaks
125-83 (60.1%) & +8505 since Sep 9, 2023 in CFB
60-35 (63.2%) & +5594 since Sep 13, 2024 in CFB
108-68 (61.3%) & +10,705 since May 13, 2025, in All Sports
89-57 (61%) & +8911 since May 12, 2025, in MLB
29-11 (72.5%) & +6186 since Jun 23, 2025, on MLB Money Line Wagers
22-12 (64.7%) and +2916 since Dec 28, 2024, in Football
Last updated Aug 27, 10:41 AM EDT

All Plays
CFB #1 Last 2 Years & +79.77 Units
Thursday 8/27 College Football 100% Betting Angle
- Ross “The Boss” Benjamin finished #1 last College Football season in both win percentage and units earned.
- Ross finished last College Football season on a 60-35 (63%) winning run.
- “The Boss” is #1 over the past 2 College Football season with a combined net profit of +79.77 units.
- Heading into this week, Ross is on a terrific winning role of 106-66 (62%) on All Sports Premium Picks and made a net profit of +107.32 units.
Get your 2025 College Football Season off to a winning start by following the advice of an elite world class college football betting expert.

Free Picks

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