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Shoulda Bet More

Ever have that gut feeling and wish you'd bet more? This is the podcast for you. Join VSiN and Fox Sports contributor Will Hill as he breaks down the biggest betting news and reveals the sharpest plays across the sports world. Each episode is a deep dive into betting strategies, odds analysis, and the data you need to find an edge. Whether it’s NFL, NBA, MLB, or college football, we'll tell you which side to be on and why. From dissecting the latest line moves to uncovering valuable props and futures, Will and his guests—the best minds in sports betting—ensure you're always one step ahead.

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Badges

#41 Overall

Ranked by settled betting record across all sports.

Sport breakdown

NFL

#37
Record
35-29-1
Win rate
54.7%
Decisions
64

NCAAF

#47
Record
21-19-0
Win rate
52.5%
Decisions
40

MLB

#24
Record
6-4-0
Win rate
60%
Decisions
10

World Cup

Record
4-5-0
Win rate
44.4%
Decisions
9

Recent settled picks

Last 15
Under 47.5
Green Bay Packers at Carolina Panthers
WINEvent Oct 29, 2026
Under 6.5
Tampa Bay Rays at Milwaukee Brewers
WINEvent Oct 28, 2026
Philadelphia Eagles +4.5
Dallas Cowboys at Philadelphia Eagles
LOSSEvent Oct 26, 2026
Tampa Bay Rays Moneyline
Milwaukee Brewers at Tampa Bay Rays
LOSSEvent Oct 26, 2026
Seattle Seahawks -2.5
Kansas City Chiefs at Seattle Seahawks
WINEvent Oct 25, 2026
Under 44.5
Kansas City Chiefs at Seattle Seahawks
WINEvent Oct 25, 2026
Over 53.5
Green Bay Packers at Detroit Lions
LOSSEvent Oct 25, 2026
Las Vegas Raiders Moneyline
Los Angeles Rams at Las Vegas Raiders
LOSSEvent Oct 25, 2026
Atlanta Falcons +3
San Francisco 49ers at Atlanta Falcons
WINEvent Oct 25, 2026
South Carolina -2.5
Tennessee at South Carolina
WINEvent Oct 24, 2026
Under 6
Milwaukee Brewers vs Tampa Bay Rays Game 1
WINEvent Oct 23, 2026
Memphis -10
East Carolina at Memphis
LOSSEvent Oct 22, 2026
Washington Commanders +7.5
San Francisco 49ers at Washington Commanders
WINEvent Oct 19, 2026
Over 53.5
Dallas Cowboys at Green Bay Packers
LOSSEvent Oct 18, 2026
Las Vegas Raiders +4.5
Buffalo Bills at Las Vegas Raiders
WINEvent Oct 18, 2026

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Latest report

NBA Futures NBA Futures: Three Win-Total Questions Worth a Closer Look: Atlanta has three over-only shows, one under-only show and one split roundtable at 43.5 wins

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Tracked record on Betcast: https://betcastai.com/podcasts/shoulda-bet-more?utm_source=shownotes&utm_medium=podcast&utm_campaign=badge&utm_content=shoulda-bet-more
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Shoulda Bet More tracked betting record on Betcast
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