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Shoulda Bet More

Shoulda Bet More

Shoulda Bet More with Will Hill - Ep. 401 Dave Ross

Oct 14, 2026 · 44 min · 23 segments

On this episode of the Shoulda Bet More podcast Will Hill recaps a wild Bills victory over the Rams and previews Seahawks/Broncos. Then, Dave Ross of VSIN By the Books joins to give his thoughts on…

On this episode of the Shoulda Bet More podcast Will Hill recaps a wild Bills victory over the Rams and previews Seahawks/Broncos. Then, Dave Ross of VSIN By the Books joins to give his thoughts on the NFL through 5 weeks, look at his best bets for Week 6, and discuss the NLCS. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

On this episode of the Shoulda Bet More podcast Will Hill recaps a wild Bills victory over the Rams and previews Seahawks/Broncos. Then, Dave Ross of VSIN By the Books joins to give his thoughts on…

Spotify Apple Podcasts YouTube Amazon Music Website

Speakers: Will HillHostDave RossGuest

Top entities: Sam Darnold×8 New York Yankees×13 Dallas Cowboys×12 NFL×28 World Series×11

Show signals: SuitabilitySafeBiasNot politicalAudience≈65k followers

NFL Chaos and NFC West Outlook1:17 – 5:56

1:17

You know, usually podcast comes out Wednesday, usually just Monday Night Football.

1:21

Maybe a thought or two on it by the time you get to Wednesday.

1:23

People don't really want to hear about the Monday Night Game.

1:25

Except for when you get a game like Monday.

1:27

And I talk about it on the Monday show.

1:29

This league, with all the issues, the flags.

1:32

And there's just always a million flags.

1:33

And the reviews.

1:34

And replay assist.

1:36

And there's all the things you don't like about the NFL.

1:39

It just never fails to deliver in terms of the entertainment.

1:42

The Sunday night game goes into OT.

1:44

The Monday night game goes into OT.

1:45

The ridiculous Jacksonville-Philly game.

1:47

That incredible ending.

1:48

Todd Wisniew, one of the group chats, calls it the WWE NFL.

1:52

Because it's just so entertaining.

1:54

It's almost...

1:55

And I'm not one of these guys that's scripted or rigged.

1:57

I think that's ridiculous.

1:58

But it feels like that with just how these endings are always so entertaining.

2:06

And it's just always another twist, another turn.

2:10

And what these coaches do, it's amazing.

2:12

They can scheme up all they want and get receivers open and design offenses and diagnose defenses and things I wouldn't understand and you and I wouldn't understand.

2:23

But the things you and I do understand is just how to operate the clock, game management, and the things they do for the Bills to kick a field goal.

Sam DarnoldPersonSeattle Seahawks quarterback
100%8 mentions
New York YankeesSports TeamBaseball team
99%13 mentions
Dallas CowboysSports TeamAmerican football team
98%12 mentions
NFLSports OrganizationLeague
97%28 mentions
World SeriesEntityChampionship
96%11 mentions
Los Angeles RamsSports TeamAmerican football team
95%35 mentions
Sean McVayPersonAmerican football coach
94%10 mentions
ClevelandCityCity in Ohio
93%8 mentions
MLBSports OrganizationBaseball league
92%7 mentions
Jon HustedPersonUnited States Senator
91%5 mentions
Monday Night FootballTV SeriesAmerican television series
90%4 mentions
JacksonvilleCityCity in Florida
89%8 mentions
Atlanta FalconsSports TeamAmerican football team
89%8 mentions
Arizona CardinalsSports TeamAmerican football team
88%9 mentions
Milwaukee BrewersSports TeamBaseball team
87%9 mentions
Yoshinobu YamamotoPersonLos Angeles Dodgers pitcher
86%4 mentions
OhioAdministrative AreaUS state
85%13 mentions
NFC WestSports OrganizationDivision
84%8 mentions
Philadelphia EaglesSports TeamFootball team
83%4 mentions
HoustonCityCity in Texas
82%8 mentions
MetaCompanyTechnology company
81%11 mentions
New York MetsSports TeamBaseball team
80%6 mentions
Buffalo BillsSports TeamAmerican football team
79%7 mentions
Los Angeles DodgersSports TeamBaseball team
78%35 mentions
Tampa Bay RaysSports TeamBaseball team
78%5 mentions
New Orleans SaintsSports TeamAmerican football team
77%3 mentions
Denver BroncosSports TeamAmerican football team
76%22 mentions
Seattle SeahawksSports TeamAmerican football team
75%26 mentions
Jacksonville JaguarsSports TeamAmerican football team
74%4 mentions
MilwaukeeCityCity in Wisconsin
73%8 mentions
Super BowlEntityChampionship
72%5 mentions
Sean EvansPersonAmerican YouTuber
71%4 mentions
Jensen LewisPersonAmerican baseball player
70%4 mentions
San Francisco 49ersSports TeamAmerican football team
69%7 mentions
Los AngelesCityCity in California
68%3 mentions
YouTube PremiumSoftware ApplicationSite
67%5 mentions
NJM Insurance GroupCompanyInsurance company
67%15 mentions
The American League Championship SeriesEntityChampionship
66%3 mentions
Los Angeles ChargersSports TeamAmerican football team
65%2 mentions
Carolina PanthersSports TeamAmerican football team
64%4 mentions
YouTubeWebsiteVideo sharing company
63%2 mentions
Shohei OhtaniPersonLos Angeles Dodgers designated hitter and pitcher
62%9 mentions
Houston TexansSports TeamAmerican football team
61%4 mentions
Game sevenEntity
60%2 mentions
National League Championship SeriesEntity
59%2 mentions
FirstEnergyCompanyElectric services company
58%2 mentions
Green Bay PackersSports TeamAmerican football team
57%4 mentions
Indianapolis ColtsSports TeamAmerican football team
56%2 mentions
Jerry JonesPersonAmerican businessman
56%1 mention
AdsWizz, Inc.CompanyCompany
55%1 mention

Sports BusinessBusiness
Sports bettingSports > Football > American Football
American FootballSports > Football
Postseason baseballSports > Baseball > MLB
Professional sports economicsBusiness > Sports Business
Sports MediaMedia
Game strategy and coaching decisionsSports > Football > American Football > National Football League
Major League Baseball labor relationsBusiness > Sports Business > Professional sports economics
Sports commentary and analysisMedia > Sports Media > Sports broadcasting
Ratings, fan engagement, and entertainment valueMedia > Sports Media > Sports broadcasting > Sports commentary and analysis
Sports broadcastingMedia > Sports Media
National Football LeagueSports > Football > American Football
Sports
Business
FootballSports
Media
BaseballSports
MLBSports > Baseball

NFL Chaos and NFC West Outlook1:17 – 5:56

1:17

You know, usually podcast comes out Wednesday, usually just Monday Night Football.

1:21

Maybe a thought or two on it by the time you get to Wednesday.

1:23

People don't really want to hear about the Monday Night Game.

1:25

Except for when you get a game like Monday.

1:27

And I talk about it on the Monday show.

1:29

This league, with all the issues, the flags.

1:32

And there's just always a million flags.

1:33

And the reviews.

1:34

And replay assist.

1:36

And there's all the things you don't like about the NFL.

1:39

It just never fails to deliver in terms of the entertainment.

1:42

The Sunday night game goes into OT.

1:44

The Monday night game goes into OT.

1:45

The ridiculous Jacksonville-Philly game.

1:47

That incredible ending.

1:48

Todd Wisniew, one of the group chats, calls it the WWE NFL.

1:52

Because it's just so entertaining.

1:54

It's almost...

1:55

And I'm not one of these guys that's scripted or rigged.

1:57

I think that's ridiculous.

1:58

But it feels like that with just how these endings are always so entertaining.

2:06

And it's just always another twist, another turn.

2:10

And what these coaches do, it's amazing.

2:12

They can scheme up all they want and get receivers open and design offenses and diagnose defenses and things I wouldn't understand and you and I wouldn't understand.

2:23

But the things you and I do understand is just how to operate the clock, game management, and the things they do for the Bills to kick a field goal.

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