Oskeim Sports Picks, Betting Predictions, and Capper Bio

OS

Consultant Bio

Oskeim Sports Consulting, LLC (OSC) is a globally recognized sports handicapping service founded in 2007 by CEO and lead handicapper Jeffrey Keim. A magna cum laude Elon College graduate with a UConn Law J.D., Jeff left a successful legal career to build OSC using advanced analytics, proprietary models, and one of the industry’s deepest databases. Known for transparency and strong ROI, OSC has consistently outperformed the investment industry since 2007.  Jeff has earned 73 awards from The Sports Monitor, including 15 #1 titles, and has been a featured handicapper on the most prestigious gambling websites, including WagerTalk.com, from 2015 to 2021!  
62.5% Win Rate(45-27-0)+29.44 units+$2944 profit

Oskeim Sports | Client Messagesfrom Oskeim

BEST BET RELEASE TIMES Weekdays (Monday-Friday): All Best Bets posted by 1:00 PM ET on game day. Weekends (Saturday-Sunday): All Best Bets posted by 12:00 PM ET on game day. Important: Weekend Best Bets are often released several days in advance to maximize line value and secure favorable numbers. The noon deadlines represent the latest posting times, not when releases necessarily begin.

All Sports

CBB HIGH ROLLER | 67% NCAA HOOPS RUN | #1 CAPPER L/35 DAYS: 56-30 (65.1%) | 40-29 HOOPS HEATER

5-2 (71%) OVERALL RUN | #1 BASKETBALL '25-26: 114-80 (59%) | +78.4 UNITS

• Jeff is riding a RED-HOT 67% NCAA Hoops Run and is featuring a HUGE CBB High Roller backed by proprietary power ratings and proven systems!

• Jeff is the #1 Overall Capper L/35 Days at 56-30 (65.1%) for +55 Units! He's also a Top 3 Overall Capper in '26: 307-232 with a +92% Gain!

• Jeff is on a 5-2 (71%) Overall Run and a 40-29 Hoops Heater! GRAB HIS HIGH ROLLER & GET READY FOR A MONSTER COLLEGE HOOPS PAYDAY!

5% CFB GAME OF WEEK + 4% CFB BEST BET | 4-0 (100%) RUN | #1 CAPPER L/35 DAYS: 55-28 (66.3%)

5-1 (83.3% RUN | 32-16 (67%) FOOTBALL RUN | 10-4 CFB BEST BETS RUN!

• UNSTOPPABLE! Jeff is riding 4-0 (100%) & 5-1 (83.3%) runs and is UNLOADING on a RARE 5% CFB Game of Week + a 4% CFB Best Bet!

• Jeff is the #1 Capper L/35 Days at 55-28 (66.3%) & a Top 3 Capper in '26: 306-230 (+98% GAIN)!

• ONE MONSTER 5% GAME OF WEEK + ONE POWERFUL 4% BEST BET! ONE HUGE SATURDAY GRIDIRON PAYDAY!

Weekend Warrior: Every CFB & NFL Play Your Handicapper Releases For Sat & Sun. Just $49!

Two days. Two sports. One pass. Pick your handicapper and get every College Football play they release on Saturday, and every NFL play they release on Sunday in one package. Any 5% max football releases are included too, no upcharge. Retail runs $78. You’re in for $49!

Here’s the edge most people miss: plays go out the moment they’re released. Buy early in the week, and you get every play in real time, at the number your handicapper actually bet. Wait until the weekend, and you risk buying in after the line has already moved. The earlier you lock in, the more plays you catch at the right price.

This is your handicapper’s full football weekend for less than the price of a single max play elsewhere. Lock in your Weekend Warrior now and don’t leave a play or a number on the table!

*Access covers games played on Saturday and Sunday. 

College Basketball Full-Court Pass – Includes 5% Best Bets – ONLY $49!

Get every College Basketball play from your handicapper for three full days, including any College Basketball 5% Best Bets played on the hard court, for just $49.

That's only $16.33 per day for every premium college hoops play your handicapper posts. You get instant access the moment plays drop, so you're on the best line value before the markets move.

Bought individually, these plays would run over $100. The Full-Court College Basketball Pass delivers three days of nonstop action for less than half that.

Bonus: Any women's college basketball played during your window is included at no extra charge.

Don't miss a single tip-off. Lock in your Full-Court College Basketball Pass today and start cashing in!

*Access includes all College Basketball selections played during your 3-day window, plus any women's college basketball in that window.

NHL Hat-Trick All-Access Pass – Includes 5% Best Bets – ONLY $49!

Get every hockey play from your favorite handicapper for three full days. NHL, College Hockey, and any 5% Best Bets released on the ice, all for just $49.

That's only $16.33 per day for every premium hockey release your handicapper posts. You get instant access the moment plays drop, so you're on the best number before the lines move. 

Bought individually, these plays would run well over $100. The Hat-Trick Pass gives you three days of nonstop action for less than half that.

Bonus: Any international or overseas hockey played during your window is included at no extra charge.

Don't miss a single puck drop. Lock in your Hat-Trick All-Access Pass today and start cashing tickets!

*Access includes all NHL, College Hockey, and any international hockey selections played during your 3-day window.

NBA Full-Court Pass – Includes 5% Best Bets – ONLY $49!

For a limited time, get every NBA play from your handicapper for three full days, including any NBA 5% Best Bets played on the hard court, for just $49.

That's only $16.33 per day for every premium NBA play your handicapper posts. You get instant access the moment plays drop, so you're on the best line value before the markets move.

Bought individually, these plays would run over $100. The Full-Court NBA Pass delivers three days of nonstop action for less than half that.

Bonus: Any overseas or women's basketball played during your window is included at no extra charge.
Don't miss a single tip-off. Lock in your Full-Court NBA Pass today and start cashing in!

*Access includes all NBA selections played during your 3-day window, plus any overseas Pro games or WNBA games in that 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, Winners & Whiners may receive a commission. Bets placed are the responsibility of the bettor.

Copyright © 2026 Winners & Whiners. 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. Winners & Whiners is the nation's premier resource for sports betting and handicapping information.