Free Betting Advice

Ross Benjamin Ross Benjamin
All 10* Top Plays are 38-23 (62%) L61 & 60-40 (60%) L100! NBA Playoffs 5-2 L7 days! Sunday MLB 10* Top Play wins on the Brewers -137! All MLB plays are 22-13 (63%) L35.
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Matchup Selection W/L
MLB  |  May 27, 2018
Blue Jays vs Phillies
UNDER 8 -107 Tie
Play Type: Free

Ross Benjamin is releasing his annual NBA Playoff Game of the Year and it comes in Sunday’s Game 7 of the Eastern Conference Finals between Cleveland/Boston (8:35 ET/ESPN). Mr. Benjamin also has a 10* MLB Top Play money line winner on Sunday afternoon. Ross is a superb 37-22 (63%) L59 and 59-39 (60%) L98 with all his 10* Top Play picks.

Toronto (Happ) @ Philadelphia (Pivetta) 1:35 PM ET

Game# 977-978

Play On: Under 8.0 (-107)

Neither one of these teams have been able to hit their way out of a paper bag in recent games. Following Saturday’s 2-1 win, Philadelphia is now 10-3 under the total in their last 13 games. The Phillies starting pitcher Nick Pivetta has displayed exceptional form during his previous 3 starts by posting a microscopic 0.47 ERA. Pivetta is 5-1 under the total in 6 home starts with a stellar 2.00 ERA and 0.94 WHIP. The Phillies hurler is also 3-0 under the total during day games while gathering a 1.42 ERA and 0.74 WHIP.

Toronto starter J.A. Happ has made 4 career starts against Philadelphia and collected a dominating 1.11 ERA during those outings. Happ has gone at least 7.0 innings in 4 of his last 6 starts and that’s significant considering the shaky state of Toronto’s bullpen. Happ has also posted an excellent 1.93 ERA during 3 road starts in 2018. Bet on this game to go under the total for Sunday 5/27 free pick.

Matchup Selection W/L
MLB  |  May 27, 2018
Mets vs Brewers
-137 at betonline
Play Type: Top Premium

Mets (Wheeler) @ Brewers (Chacin) 2:10 PM ET

Game# 955-956

Play On: Brewers -137 (10*)

The Mets right-hander Wheeler has exhibited poor form over his last 4 starts while posting a 6.55 ERA and 1.68 WHIP. The Mets own an uninspiring .237 team batting average in 2018, and they’ve gone 1-4 in their last 5 games.

The Brewers starter Chacin has been terrific at home over the last 2 seasons with San Diego and now Milwaukee. Chacin has an excellent 1.59 ERA during 4 starts at Miller Park in Milwaukee. Chacin has also displayed superb form over his last 3 starts overall which is proven by him compiling a 156 ERA and 0.92 WHIP during those outings. Chacin has a very profitable 7-1 team start record on Sundays since 2017. Milwaukee is an outstanding 26-14 (.650) this season when facing a right-handed starting pitcher. The Brewers will be facing a Mets team that averages 2.51 extra base hits per game, and they’ve gone 22-5 this season against teams that average 2.75 or less hits per game. Milwaukee’s bullpen has a stellar season ERA of 2.46. The Brewers are a red-hot 17-7 in their last 24 games.

Any National League money line home favorite of -135 to -185 that’s playing on a Sunday, and their bullpen has a season ERA of 3.33 or less, versus a National League team with a season batting average of .255 or less, resulted in those favorites going 50-10 (83.3%) since 2014. Bet the Brewers on the money line for a 10* Top Play wager.

Matchup Selection W/L
NBA  |  May 27, 2018
Cavs vs Celtics
-2 -115 at BMaker
Play Type: Top Premium

Cleveland @ Boston 8:35 PM ET

Game# 711-712

Play On: Boston -2.0 (10*)

I tried to be cute and fade the home standing Cavaliers in Game 6 and did so knowing the home teams had gone 5-0 SU&ATS in the first 5 games of this series. I pride myself on doing everything possible to not making the same mistake twice. Not only has the home teams gone 6-0 SU&ATS heading into Game 7, but all those contests were won by double-digit margins. Furthermore, Boston is 10-0 SU&ATS at home during these playoffs, and they won those contests by a decisive 11.0 points per game. It’s also worth noting, Boston is 14-1 ATS during their last 15 games this season when there +3.0 to -3.0 and won 13 of those contests straight up. Conversely, Cleveland is a dismal 5-15 SU&ATS in their last 20 road games this season when their point-spread is +3.0 to -3.0. Bet on Boston for a 10* Top Play wager.


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 60 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 @ Sportsbook Review

Writer/Video Analyst of 2424 articles and over 950 correlating videos.



Host of The Ross Benjamin Show: From 09/12 to 03/13 on Sports Talk Radio 1280

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

Tony George Show in 2014 and 2015 on Yahoo Sports Radio and the Armed Forces Network


Additional Guest Appearances since 2007

KFNS AM 590 "The Fan"-St. Louis, Missour

iWAXY AM 790 ESPN- Miami, Florida

WHBQ AM 560- Memphis, Tennessee

WHTK AM 1280- Rochester, New York

WJOX AM 690- Birmingham. Alabama

KTIK AM 1350 ESPN-Boise, Idaho

WJDX AM 620-Jackson, Mississippi

CKST AM 1040-Vancouver, British Columbia

KTKR AM 760 "The Ticket"-San Antonio, Texas

KZNS AM 1280 "The Zone" Salt Lake City, Utah  



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