Ross Benjamin
hot streaks



  Call Ross Direct At 781-571-0299


Ross Benjamin has made his reputation in the sports handicapping industry by being one of the sharpest prognosticators over the last 15 years. 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 handicappers in our industry and probably one of the sharpest ones I know is Ross Benjamin.” 

One of Ross’ often used phrases when speaking publicly, “if you want to be a successful sports handicapper then start by thinking like a bookmaker”. Ross is now 58 years old and has been directly involved in many capacities of the sports gaming industry for the last 31 years. However there is nothing he enjoys more than the challenge of picking winners in the NFL, NBA, MLB, NHL, NCAA Football, and NCAA Basketball.


Sports Handicapping Achievements

Playbook Wise Guy Invitational Contest

  • 4th Place-2015 (50 contestants)-Prize: $666.00
  • 5th Place-2013 (50 contestants)-Prize: $333.00
  • 1st Place-2003 (73 contestants)-Prize: $10,700

Sports Watch

  • #1-2010-2011 NCAA Basketball Regular Season: 116-77 (60.1%)
  • #6-2011 March Madness- 28-21 (57.1%)

Oklahoma Sports Monitor

  • #1-2008 March Madness: 29-17 (63%)
  • #1-2007 NFL Playoffs in Net Profit: 9-2 (81.8%)

Big Guy Sports Monitor

  • #1-NHL 2005-2006 Season

  • #1-2003 College Football Season:  45-23 (66.2%)

Annual Rankings at

  • #7-2015 MLB Season
  • #3-2014/2015 NHL Season
  • #6-2012 NFL Preseason
  • #7-2011/2012 NHL Season
  • #8-2011 NFL Season
  • #2-2011 NFL Preseason
  • #9-2010 NFL Season        


Ross the Writer

  • Current writer/video analyst for the Offshore Gaming Association
  • ​Former writer/video analyst for Sportsbook Review from 2011 to 2017
  • Author of 2752 articles and over 975 correlating videos as of 4/1/18



  • Current sports betting analyst on the Bob Mathews Show on WHAM 1120 AM in Rochester, New York every Thursday night during football season.
  • Host of The Ross Benjamin Show: From 09/12 to 03/13 on Sports Talk Radio 1280 WHTK in Rochester, New York (Current call letters are Fox Sports AM1280)                    
  • Host of Winning Sports Advice in 2012
  • Host of Ross Benjamin Show on Sports Journey Network from April,2009 to July, 2010
  • Host of Phoenix Sports Ticket in 2006


Recent Guest Radio Appearances

  • The Tony George Show in 2014 and 2015.
  • Stations: Yahoo Sports Radio and Armed Forces Network
  • Syndication: 223 AM channels throughout the United States


Additional Guest Appearances since 2007

  • KFNS AM 590 "The Fan"-St. Louis, Missouri
  • WAXY AM 790 ESPN- Miami, Florida
  • WHBQ AM 560- Memphis, Tennessee
  • WHTK AM 1280- Rochester, New York (Friday drive time hour)
  • WJOX AM 690- Birmingham. Alabama
  • KTIK AM 1350 ESPN-Boise, Idaho
  • WJDX AM 620-Jackson, Mississippi
  • CKST AM 1040-Vancouver, British Columbia (aired during the Jim Rome Show)
  • KTKR AM 760 "The Ticket"-San Antonio, Texas
  • KZNS AM 1280 "The Zone" Salt Lake City, Utah  


  • Locker Room Picks Show (Pilot-2013) hosted by Jennifer X. Williams
  • Network: CBS Sports



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