Shoulda Bet More
Hosted by Will Hill · VSiN
4.9from 186 ratings
- 405
- Episodes
- 334
- Transcribed
- 186
- Ratings
- Weekly
- Cadence
- 2023
- First episode
- 2M
- YouTube views
About 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.
- Publisher
- VSiN
- Category
- news · sports · sports
- Language
- en
- Explicit
- No
- First episode
- 22 Dec 2023
- Latest episode
- 19 Oct 2026
Latest episodes
334 of 405 episodes have a transcript.
19 Oct 2026TRANSCRIPT
Shoulda Bet More with Will Hill - Ep. 403 Kiev O'Neil
16 Oct 2026TRANSCRIPT
Shoulda Bet More with Will Hill - Ep. 402 Ben Wilson
14 Oct 2026TRANSCRIPT
Shoulda Bet More with Will Hill - Ep. 401 Dave Ross
Inside a recent episode
Shoulda Bet More with Will Hill - Ep. 403 Kiev O'Neil
Published 19 Oct 2026 · Transcript excerpt
[…] So Huge win for Houston. If they were 1-5, you could have basically counted them out. They weren't coming back off the mat from 1-5. They needed the game. But they got the game in London. A fun game. And I just was baffled, baffled that Cohen decided to kick. I just thought that was extremely, extremely surprising. And he's an aggressive coach. Usually these offensive coaches are super aggressive. Go for it. They go for it too much, if anything. you know, the air on the side of being aggressive. Couldn't believe he sent out the kicker to kick it, and it ended how I expected it to end. Titans get their first win over the Colts. […]
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See plansWho has been a guest on Shoulda Bet More
Names identified in recent episode analyses. Showing up to five guests.
- Kiev O’Niel
- Ben Wilson
- Dave Ross
- Gill Alexander
- Matt Youmans
Reach and audience
Public platform figures. Ratings count people who left a rating, not total listeners.
- YouTube views
- 1,979,075
- Score snapshot 15 Sept 2025
- Apple Podcasts (US)
- 4.9 / 5
- 118 ratings
- Spotify
- 5.0 / 5
- 68 ratings
Podcast Authority Score: 86 / 100
A composite of feed quality, social presence, YouTube performance and engagement. Read the methodology.
- Quality
- 99
- Social presence
- 0
- YouTube
- 93
- Engagement
- 92
Contact Shoulda Bet More
- Guest appearances
- Books guests
Based on episode analysis; this does not confirm that the show is currently accepting guests.
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Questions about Shoulda Bet More
Who hosts Shoulda Bet More?
Will Hill host the show. Published by VSiN.
How often do new episodes come out?
The show publishes weekly, based on its RSS feed.
Does Shoulda Bet More take guests?
Yes. Guests have been identified in episode analyses.
Where can I read transcripts?
334 of 405 episodes have a transcript on Pod Engine. Full transcripts are available with a Pod Engine plan.
Host of Shoulda Bet More?
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