Oskeim Sports

Oskeim Sports

Hot Streaks

#1 OVERALL CAPPER IN '26: 174-123 (59%) | +81.1 UNITS

WHITE-HOT 46-28 (62.2%) OVERALL RUN | +30.2 UNITS

#1 BASKETBALL (WP/ROI) '25-26: 123-86 (59%) | +84 UNITS

34 FOOTBALL (NFL & NCAA) AWARDS SINCE 2007!

NFL '21-26: 102-72-3 (59%) | 5 NATIONAL FOOTBALL TITLES

EPIC 118-75 (62%) MLB RUN | 4 #1 MLB TITLES

Last updated Jun 23, 6:50 AM EDT

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All Plays

Picks pending, please check back later
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Free Picks

Sport
Game Selection
Game Time
WNBA
(647) Portland Fire at (648) Chicago Sky: Spread
8:00pm EDT - Jun 24/2026

THE PLAY: Chicago Sky -1.5 (-105)

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Chicago is in a prime bounce-back spot Wednesday as the Sky finally return home after enduring a brutal stretch of close losses and difficult scheduling spots. Despite their recent struggles, Chicago has been far more competitive than its record suggests, suffering one-possession losses to New York (96-95) and Dallas (93-92) before running into a motivated Connecticut team. The Fire have shown flashes of promise behind Bridget Carleton and a young core, but Portland enters the contest in the midst of a demanding stretch with nine of its next 11 games away from home. As an expansion team, the Fire have also struggled to consistently string together strong performances, particularly outside of Portland. Chicago has dropped six straight games, but WNBA teams entering off three or more consecutive losses are 216-171-10 ATS (55.8%), including 119-86-8 ATS (58%) when losing six or more consecutive contests. Portland arrives off a 94-89 win over Seattle, but WNBA teams are 412-319-12 ATS (56.4%) versus opponents not entering off a loss, provided they aren’t favored by more than five points, including 287-208-6 ATS (58%) since 2021. With the Sky desperate to halt their slide and possessing the more experienced roster, Chicago is well-positioned to take advantage of a favorable matchup and secure a much-needed victory. Take the Chicago Sky as Jeff Keim’s Free Pick Winner for Wednesday, June 24.

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Last 20

Date
Sport
Pick
Result
Jun 23
MLB
Seattle Mariners -122 George Kirby (RHP), Mitch Keller (RHP) Must Start
(Analysis)
Win
Jun 22
WNBA
Phoenix Mercury +6.5 (-110)
(Analysis)
Loss
Jun 21
WNBA
Washington Mystics +14.5 (-118)
(Analysis)
Win
Jun 20
MLB
Los Angeles Dodgers -1.5 (-120) Trevor Rogers (LHP), Yoshinobu Yamamoto (LHP) Must Start
(Analysis)
Loss
Jun 20
WNBA
Seattle Storm +7.5 (-108)
(Analysis)
Loss
Jun 19
WNBA
Washington Mystics +13.5 (-112)
(Analysis)
Win
Jun 18
MLB
Boston Red Sox -124 Trey Yesavage (RHP), Sonny Gray (RHP) Must Start
(Analysis)
Loss
Jun 17
WNBA
(611) Las Vegas Aces at (612) Phoenix Mercury: Total Total Under 172.5 (-110)
(Analysis)
Win
Jun 17
WNBA
Phoenix Mercury +7.5 (-115)
(Analysis)
Loss
Jun 17
WNBA
(609) Dallas Wings at (610) Golden State Valkyries: Total Total Under 165.5 (-110)
(Analysis)
Loss
Jun 16
WNBA
Toronto Tempo +8.5 (-110)
(Analysis)
Loss
Jun 15
WNBA
Dallas Wings +3.0 (-114)
(Analysis)
Win
Jun 14
NHL
Carolina Hurricanes -115
(Analysis)
Win
Jun 13
NBA
(509) New York Knicks at (510) San Antonio Spurs: Total Total Under 216.5 (-108)
(Analysis)
Win
Jun 13
WNBA
Connecticut Sun +10.5 (-118)
(Analysis)
Win
Jun 12
MLB
Tampa Bay Rays -168 Shane McClanahan (LHP), Sam Aldegheri (LHP) Must Start
(Analysis)
Loss
Jun 12
MLB
Milwaukee Brewers -1.5 (-104) Andrew Painter (RHP), Jacob Misiorowski (RHP) Must Start
(Analysis)
No Play
Jun 11
WNBA
Chicago Sky +9.5 (-105)
(Analysis)
Win
Jun 10
NBA
New York Knicks -130
(Analysis)
Win
Jun 10
NBA
(507) San Antonio Spurs at (508) New York Knicks: Total Total Under 216.5 (-108)
(Analysis)
Win
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Consultant Bio

Oskeim Sports Consulting, LLC was established in 2007 and is an internationally recognized sports handicapping service that delivers an unparalleled return on investment for sports bettors.

Jeff has received 73 distinguished awards in football, basketball, baseball, and hockey, including 15 handicapping championships and 53 Top 5 finishes.

Fifteen #1 Handicapping Titles

  • 4 in MLB
  • 3 in NCAA Football
  • 2 in All Sports Combined
  • 2 in NBA
  • 2 in NFL
  • 1 in NCAA Basketball
  • 1 in NHL

Throughout his handicapping career, Jeff has been featured in some of the nation’s top media outlets, including ESPN, Sports Illustrated, and The Washington Post.  Jeff has also been a featured handicapper at the most prestigious gambling websites, including WagerTalk.com from 2015 to 2021!  

Jeff’s tireless work ethic and analytical skills, which allowed him to develop a successful law practice, remain the key components to his success as a professional handicapper. Jeff’s proprietary research utilizes advanced analytics, computer algorithms, math models, and one of the most extensive technical databases in the industry.  

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