Ross Benjamin Picks, Betting Predictions, and Capper Bio

RB

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.
 

All Sports

All Sports Totals 17-7 (71%) Run & +27.41 Units Net Profit

Saturday NBA Finals Golden Total

Knicks @ Spurs 8:30 PM ET

Ross "The Boss" Benjamin has the winning total in Game 5 of the 2026 NBA Finals. Ross is 3-0 on his premium totals in this series. Furthermore, since 5/6/2026 he's gone 17-7 (71%) on his premium totals in all sports and made a net profit of +27.41 units. Additionally, "The Boss" has made a significant net profit of +120.44 units since 2021 with his NBA Playoffs premium picks. This pick is supported by an NBA Finals totals betting system which has gone 17-4 (81%) since 2021 and the exact details are provided in his analysis. Lastly, Ross is ranked #1 by Wager Talk Media since 5/13/2025 while making an extremely impressive +168.01 units of net profit on his premium picks in all sports.

Road to Football: Every Play Until NFL Kickoff for Around $6 per Day!

How would you like to bet right alongside your favorite handicapper all the way to NFL Kickoff for around SIX BUCKS per day? We've got you covered. The 2026 NFL preseason kicks off Thursday, August 6, with the Hall of Fame Game in Canton, Ohio, and from the day you buy through August 6, every play your handicapper releases is yours. One flat price of $399. Here's how the per-day cost stacks up: Daily Pass: $39 per day 7-Day Pass: $11.29 per day 30-Day Pass: $9.97 per day Road to Football (buy on June 1): $6.05 per day Road to Football (buy on June 8): $6.76 per day Road to Football (buy on June 16): $7.82 per day You'll get every play across every sport from your favorite handicapper, including all 5% Best Bets, for about $6 per day. MLB regular season, any remaining playoff action in the NBA Finals, Stanley Cup, UFC, soccer, and every other sport your handicapper releases. Lock In Every Play Through NFL Kickoff for Under $6/Day!

The Rest of the MLB Season for Under $3.20 Per Day + FREE Flex Picks!

BASEBALL, HOT DOGS, APPLE PIE, AND FATHER'S DAY! Nothing says summer like baseball and hot dogs, so treat yourself to a gift that keeps on giving. We have slashed the rest of the MLB season down to just $449. Sign up before this offer expires at midnight on Father's Day and you are locked in for the whole ride. That is just $449 for every MLB play from now through the final game of the World Series in November, from your favorite handicapper, including any 5% MLB releases. Added bonus: the first 10 buyers get 7 free Flex Picks, a $99 value. Offer expires 11:59pm Sunday, Father's Day. Lock it in before baseball takes a back seat to football.

All-In for 365 Days: Ultimate All Access Pass Under $4 a Day!

Lock in 365 days of every pick, every sport, and every 5% Best Bet released from your favorite handicapper for far less than buying packages individually. If you paid $99 per week for a year, you’d spend $5,148. At $299 per month, it’s $3,588. The 1-Year All-Access Pass is just $1,459, discounted from the regular price of $1,999. Your pass includes every sport your handicapper releases, including MLB ($699–$899 value), NFL/CFB ($849), NBA ($795), College Basketball ($595), NHL if offered ($699), and any other sports they cover — all included. Every 5% Best Bet is part of your access. You’ll also receive a 25% off bonus coupon valid on regular-priced daily, All-Access, and Flex Pass purchases sitewide during your access period. Stop paying week to week. Lock in the full year and maximize the value!

Buy 3, Get 3 FREE: 6 Days for Just $69!

For a limited time, get 6 full days of All-Access for just $69, the same price as a 3-day pass. That's double the access at no extra cost. You'll receive every pick, in every sport, from your chosen handicapper throughout your access period. 6 full days of picks, pay for only 3 Full access to all sports released Includes any Top Rated 5% Best Bets Stack multiple passes to lock in weeks of access Whether you're stacking plays for the week ahead or locking in extended access, this special delivers maximum value. Offer ends June 30.

Triple Play All-Access Baseball Pass – Includes 5% Best Bets – ONLY $49!

For a limited time, get every baseball play from your favorite handicapper for three full days — and any 5% Best Bets released — for just $49. That's only $16.33 per day for every premium baseball release your handicapper posts. You'll receive instant access the moment plays are released, ensuring you get the best possible number before the lines move. Individually, these plays would cost well over $100, but the Triple Play All-Access Pass gives you three days of nonstop baseball action for less than half the price. As an added bonus, if your handicapper releases any college or international selections during your access window — including College Baseball, KBO (Korea) or NPB (Japan) — those are included at no extra charge. Don't miss a single first pitch — lock in your Triple Play All-Access Pass today and start cashing tickets!  *Access includes all MLB selections and any college/international baseball released and played during your 3-day window.  

Short-Term Pass

Get access to all picks in all sports from this expert.

If you or someone you know has a gambling problem, crisis counseling and referral services can be accessed by calling 1-800-GAMBLER (1-800-426-2537) (IL). Gambling problem? Call 1-800-GAMBLER (MI/NJ/PA/WV/WY), 1-800-9-WITH-IT (IN), 1-800-522-4700 (CO), 1-800-BETS OFF (IA), 1-888-532-3500 (VA), 1-800-NEXT STEP (AZ), or call/text TN REDLINE 1-800-889-9789 (TN). 21+ (18+ WY). AZ/CO/IL/IN/IA/MI/NJ/PA/TN/VA/WV/WY only. Eligibility restrictions apply. T&C's Apply. Void where prohibited. If you click on a link on this site which takes you to a bookmaker or casino and you subsequently open an account, Pick and Parlays may receive a commission. Bets placed are the responsibility of the bettor.

Copyright © 2026 Picks and Parlays. All rights reserved.

The sports news and information contained at this site is for entertainment purposes only. Any use of this information in violation of laws whether they are federal, state and/or local is prohibited. Picks and Parlays is the nation's premier resource for sports betting and handicapping information.