James Tillman

James Tillman

Betting Preview Analyst/Contributor

James Tillman III is an experienced accounting professional who has spent 16 years honing his skills as a freelance writer.

In addition to his role as a betting preview analyst and contributor for OSB, his work has been showcased on platforms such as Godzilla Wins, GiveMeSport, Latest Basketball News, and FanSided. His expertise spans across the NBA, WNBA, and NFL, making him a knowledgeable voice in the world of sports.

In finance, it is essential to understand not just the numbers but also what the numbers mean. Given that perspective, I always seek the most prominent betting trends to support my selections for ATS, over/under, and player prop bets. Doing so demonstrates to the reader that you are taking your stance based on facts rather than merely giving an unsubstantiated opinion.

Favorites

  • Go-To Betting Markets
  • OddsShark, DraftKings, Bet365, BetOnline, Covers.
  • Favorite Bets:
  • Smaller Spreads
  • Favorite Team:
  • All Chicago Teams – Currently Chicago Sky
  • Favorite Sport:
  • Basketball, Football mostly. Baseball and Hockey for playoffs.
  • Industry Experience:
  • Alongside being a contributor/analyst for OSB, my content has been published with several outlets, including Godzilla Wins, FanSided, Last Word on Sports, Odds USA, Latest Basketball News, GiveMeSport, and Yahoo Contributor Network.
  • I spent the first 10 years of my freelance career producing recaps and significant takeaways/observations based on NBA team and player news. Over the past six-plus years, I have transitioned to the betting landscape, where I provide betting preview content for multiple sports.
  • Expertise:
  • NBA, NFL, WNBA with a little mix of NCAAM and NCAAW

Biggest Win: I made a few bucks on a DraftKings bet the first time I signed up on the app.

Best Betting Moment: N/A

Worst Beat: Kansas City getting trounced by Tampa Bay in the Super Bowl

Latest Picks by James Tillman

Baltimore Ravens vs Detroit Lions

09/22/2025 7:16 PM ET

PICK – Spread:

Baltimore Ravens

In Monday's NFL action, the Baltimore Ravens (1-1) host the Detroit Lions (1-1) in a battle between a pair of teams coming off wins in their previous outings.

James Tillman – Pick Made 2 hours ago Read Full Analysis

Minnesota Vikings vs Cincinnati Bengals

09/21/2025 12:01 PM ET

PICK – Spread:

Minnesota Vikings

In Sunday's NFL action, the Minnesota Vikings (1-1) host the Cincinnati Bengals (2-0).

James Tillman – Pick Made 2 hours ago Read Full Analysis

Golden State Valkyries vs Minnesota Lynx

09/17/2025 10:00 PM ET

PICK – Spread:

Minnesota Lynx

In Wednesday's WNBA action, the The Golden Valkyries look to stave off elimination when they host the Minnesota Lynx in Game 2 of this first-round matchup.

James Tillman – Pick Made 20 hours ago Read Full Analysis

New York Liberty vs Phoenix Mercury

09/17/2025 8:00 PM ET

PICK – Spread:

New York Liberty (-2.5)

In Sunday's WNBA playoff action, the New York Liberty look to close out the Phoenix Mercury in Game 2 of this first-round matchup.

James Tillman – Pick Made 21 hours ago Read Full Analysis

Chicago Bears vs Dallas Cowboys

09/21/2025 4:20 PM ET

PICK – Spread:

Dallas Cowboys

In Sunday's NFL action, the winless Chicago Bears (0-2) seek their first win of the season when they welcome the Dallas Cowboys (1-1) to Soldier Field.

James Tillman – Pick Made 2 days ago Read Full Analysis

Cleveland Browns vs Green Bay Packers

09/21/2025 1:00 PM ET

PICK – Spread:

Green Bay Packers

In Sunday's NFL action, the Cleveland Browns (0-2) seek their first win of the season when they host the Green Bay Packers (2-0).

James Tillman – Pick Made 2 days ago Read Full Analysis

Latest Articles by James Tillman