Ross Benjamin Ross Benjamin
Thursday picks go 2-0. All Sports current winning run of 24-14 (63%). 2023 NBA Postseason picks 39-22 (64%/+1425) and 22-9 (71%/+1170) since 4/27. 2023 NBA Postseason sides are 32-14 (70%)!
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Matchup Selection W/L
MLB  |  Jun 02, 2023
Cubs vs Padres
-1½ +125 at YouWager
Play Type: Premium

Cubs (Taillon) @ Padres (Wacha) 9:40 PM ET

Game# 959-960

Play On: Padres -1.5 (+125) (5*)

The Cubs pitcher Jameson Taillon is 0-5 during his last 5 team starts with a massive 10.91 ERA/1.91 WHIP. During those outings, Taillon allowed 5 home runs in just 17 1/3 innings pitched. The Cubs bullpen has been extremely shaky throughout their previous 7 games with a staff 5.97 ERA/1.92 WHIP and they allowed 6 home runs in 28 2/3 innings pitched. Chicago has scored a mere 2 runs or fewer in 5 of their last 7 games.

The Padres Michael Wacha has exhibited excellent form over his last 5 starts with a 0.84 ERA/0.72 WHIP. The Padres bullpen has a sparkling 2.71 ERA/1.06 WHIP at home this season. San Diego has scored 5 runs or more in 7 of their last 10 games.

Give me the San Diego Padres as a run-line favorite.

Matchup Selection W/L
MLB  |  Jun 02, 2023
Angels vs Astros
UNDER 7½ -115 Lost
Play Type: Premium

Angels (Ohtani) @ Astros (Valdez) 8:10 PM ET

Game# 965-966

Play On: Under 7.5 (5*)

Shoei Ohtani has pitched 4-1-1 to the under in 6 starts versus Houston since last season with a terrific 1.71 ERA/0.95 WHIP. Ohtani has displayed very good form during his last 3 starts overall with a 3.32 ERA/1.05 WHIP and averaged 6.3 innings pitched per outing. The Angels bullpen has been solid on the road this season with a staff 3.41 ERA/1.20 WHIP.

Framber Valdez has pitched 4-1 to the under in his starts versus the Angels last season with a stellar 3.19 ERA/1.00 WHIP. Valdez has been in superb form while going 4-0 in his last 4 team starts with a 2.00 ERA/0.85 WHIP and averaged a healthy 6.8 innings pitched per outing. The Astros bullpen has been very good at home in 2023 while recording a staff 2.63 ERA/1.22 WHIP.

Give me this game to go under the total.

Matchup Selection W/L
MLB  |  Jun 02, 2023
Mariners vs Rangers
-103 at circa
Play Type: Premium

Mariners (Castillo) @ Rangers (Gray) 8:05 PM ET

Game# 963-964

Play On: Rangers -103 (5*)

The Mariners pitcher Luis Castillo has been superb at home in 2023. However, Castillo is 0-3 during his team starts on the road with a lofty 5.06 ERA/1.50 WHIP. The Rangers’ Jon Gray is 4-0 in his last 4 team starts with a stellar 1.00 ERA/0.78 WHIP. Gray made 1 start versus Seattle this season and allowed just 1 earned run, 4 hits, and struck out 8 while walking none. The Texas bullpen has a brilliant 1.77 ERA/1.08 WHIP as a staff over their previous 7 games. Texas is coming off a 3-2 loss to Detroit in their previous game. The Rangers have gone a perfect 7-0 in their last 7 immediately following a loss and won by a decisive margin of 4.7 runs per game. Lastly, Texas is 16-8 at home this season while averaging a robust 6.8 runs scored per game.

Give me the Texas Rangers on the money line.


Ross Benjamin has made his reputation in the sports handicapping industry by being one of the sharpest prognosticators over the last 17 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’ sports betting advice is simple yet prophetic.  “If you want to be a successful sports handicapper then start by thinking like a bookmaker”.

Ross has been publicly in the sports betting industry full time since early 2003 and has never looked back. Any Google search on Ross Benjamin Sports reaffirms his commitment to winning, professionalism, honesty, and integrity.

Ross is currently a featured sports betting writer and video analyst for OSGA. He has been in that role since 2017. Additionally, Ross is a former writer/video analyst for Sportsbook Review from 2011 to 2017

However, there’s nothing Ross enjoys more than picking winners in the NFL, NBA, MLB, NHL, NCAA Football, and NCAA Basketball. He’s met that challenge and passed the test for the last 18 years running.

Ross is the past winner of the “Playbook Invitational Football Wise Guy Contest” while also finishing in the Top 5 on 3 other separate occasions.

Below is a list of more sports handicapping achievements by Ross Benjamin.

•            #1-2010-2011 NCAA Basketball Regular Season: 116-77 (60.1%) at Sports Watch

•            #6-2011 March Madness- 28-21 (57.1%) at Sports Watch

•            #1-2008 March Madness: 29-17 (63%) at the Oklahoma Sports Monitor.

•            #1-2007 NFL Playoffs in Net Profit: 9-2 (81.8%) at the Oklahoma Sports Monitor.

•            #1-NHL 2005-2006 Season at Big Guy Sports Monitor.

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

•            #7-2015 MLB Season at Sportscapping.

•            #3-2014/2015 NHL Season at Sportscapping.

•            #6-2012 NFL Preseason at Sportscapping.

•            #7-2011/2012 NHL Season at Sportscapping.

•            #8-2011 NFL Season at Sportscapping.

•            #2-2011 NFL Preseason at Sportscapping.

•            #9-2010 NFL Season at Sportscapping.       


•Former sports betting analyst on the Bob Mathews Show on WHAM 1180 AM in Rochester, New York every Thursday night during the 2018-2019 and 2019-2020 football seasons.

•Weekly guest on the Sam and Brad Show on WAKR 1590 AM in Akron, Ohio during the 2018-2019 and 2019-2020 football seasons.

•Host of The Ross Benjamin Show: From 09/12 to 03/13 on Sports Talk Radio 1280 AM WHTK in Rochester, New York (current call letters are Fox Sports AM 1280)                   

•Host of Winning Sports Advice in 2012 on Blog Talk Radio.

•Host of Ross Benjamin Show on Sports Journey Network from April,2009 to July, 2010

•Host of Phoenix Sports Ticket Radio Show in 2006

Additional Guest Radio 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 for the CBS Sports Network.