Ross Benjamin Ross Benjamin
Friday MLB 10* Solid Gold Top Play wins on Toronto -121 over Boston!
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Matchup Selection W/L
NBA  |  May 27, 2016
Cavs vs Raptors
+7 -115 at Bovada
Play Type: Top Premium

Cleveland @ Toronto 8:05 PM ET

Play On: Toronto +7.0 (10*)

Despite the shellacking they took in Game 5, there’s way too much betting value to pass on the home underdog Raptors tonight. After all, this is a team which has gone 31-5 in its last 36 home games. They’ve also gone 16-1 at home this season following a game in which they scored less than 100 points. The Raptors are an extremely profitable 7-1 ATS and 6-2 straight up this season as a home underdog. Contrarily, Cleveland is a dismal 6-17 ATS this season as an away favorite of 5.0 or more, and that includes 0-4 during these 2016 playoffs. Take the Toronto Raptors plus the points for a 10* Top Play wager.

Matchup Selection W/L
MLB  |  May 27, 2016
Giants vs Rockies
+109 at 5Dimes
Play Type: Premium

San Francisco (Cain) @ Colorado (Chatwood) 8:40 PM ET

Play On: Giants +109 (5*)

After a very shaky beginning to 2016, Matt Cain looks to be rounding into the form we’ve become accustom to. Cain has posted a stellar 1.71 ERA and 1.10 WHIP during his last three starts. The Giants have been absolutely on fire, going 13-1 in their last 14 games, and that includes a current five game win streak. Colorado starter Tyler Chatwood has made me a substantial amount of money in his road starts. However, his performances at Coors Field in 2016 are less than inspiring to say the least. Chatwood has a sizable 6.65 ERA and 1.70 WHIP during four home starts, and Colorado went 1-3 during those outings. Take the San Francisco Giants for a 5* money line wager.

Matchup Selection W/L
MLB  |  May 27, 2016
Red Sox vs Blue Jays
Blue Jays
-122 at pinnacle
Play Type: Top Premium

Boston (Kelly) @ Toronto (Sanchez) 7:05 PM ET

Play On: Toronto -122 (10*)

Joe Kelly has made three career starts versus Boston and all have come since 2014. He’s didn’t fare well which is evidenced by a large 9.20 ERA and 1.77 WHIP during those three outings.  This will be Kelly’s fifth start of the season, and he’s compiled a sizable 1.83 WHIP during his first four. Aaron Sanchez faced Boston once this season, and was rock solid in that start, allowing 1 earned run on 2 hits during 7.0 innings of work. Take the Toronto Blue Jays as a 10* Top Play money line wager.


Ross Benjamin has made his reputation in this industry by being one of the sharpest sports handicappers over the last 13 years. In professional sports handicapper Ron Raymond’s 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.”  In spite of going public just 13 years ago Ross has been around the sports handicapping industry for the majority of his adult life. Starting at the age of 23 Ross broke into the business by working for one of the biggest bookmakers in Western New York. This laid the foundation that gave Ross the invaluable perspective of how lines are set, line movements, how public perception affects the line, and the uncanny ability to spot value. One of Ross’ often used phrases when speaking publicly is “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 against the point spread in football and basketball or the money line in baseball. Ross moved to South Florida in July of 2002, and his since relocated his office to his home town of Rochester, New York in 2010. His stock really sky rocketed publicly after winning the 2003 Playbook Football Wise Guy contest and it has been soaring ever since. Ross swept all 3 categories of the invitational contest that consisted of 45 sports services. Ross walked away with $10,500 in real cash winnings. In the 2012 Playbook Invitational Wise Guy Contest, Ross finished tied for third out of 79 contestants.  Ross was documented by The Sports Monitor of Oklahoma as #1 handicapper in the country on money earned during 2008 March Madness by posting a record of 29-17 (63%). In 2009 he followed that up by posting a rock solid 35-21(62%). In 2007 Ross was also #1 rated handicapper in the country on money earned in the NFL Playoffs as documented by The Sports Monitor of Oklahoma posting a stellar record of 9-2. Those selections included both the side plus the total winners in the Super Bowl on the Giants and under the total. He followed that up by going 6-3 in the 2008 NFL Playoffs. In 2005-2006 Ross was rated the #1 NHL handicapper in North America by one of the most reputable sports monitors on the web BigGuy. At that very same sports monitor in 2005-2006 Ross was rated #2 rated handicapper in the country in the NBA. In the 2003 college football season Ross was documented by as going a remarkable 45-23 (66%). In the 2010-2011 college basketball regular season Ross was #1 in North America as documented by The Sports Watch of Las Vegas posting a record of 116-77 (60.1%). He followed that up with a successful 28-21 (57.1%) 2011 March Madness. His $1000.00 players made a whopping $36,200.00 for the season.Ross became in high demand by radio stations across the country who valued his expert opinions and analysis of upcoming games. Recently Ross has been a frequent guest on Yahoo Sports Radio. During the 2013 football season he was the host of the 2-hour weekly “Ross Benjamin Show” on Sports 1280 WHTK in Rochester, New York. In past football seasons he was heard weekly on radio stations across North America. The stations include KFNS AM 590 "The Fan" in St. Louis, Missouri, WAXY AM 790 ESPN radio Miami, Florida, WHBQ AM 560 Memphis, Tennessee, WHTK AM 1280 Rochester, New York, WJOX AM 690 Birmingham. Alabama, KTIK AM 1350 ESPN radio 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, and KZNS AM 1280 "The Zone" Salt Lake City, Utah.As opposed to many in this industry Ross has an impeccable reputation in operating with the highest degree of ethics, professionalism, and integrity. His handicapping style is not limited to one particular area but is well diversified taking into account numerous factors. As a result Ross is one of the most consistent winners in this industry today and never jeopardizes his integrity to make an extra dollar from a potential client. One conversation with Ross and you will understand the wealth of knowledge, honesty, and integrity that this true professional brings to the table.