All Content by Simon Hunter
I’ve been wearing Indiana gear every single day this week. This entire season has been surreal for anyone like myself who has ever sat in Memorial Stadium and watched Ohio State or Michigan turn a promising 4-0 start into a...
Sharp or Square: What the Board Tells Us for the Divisional Round
We’re four days away from kickoff for my Hoosiers. Arctic weather in Chicago. Playoff football everywhere. And this is the weekend where the noise starts to fade. Divisional round football is where the market tightens, the edges get smaller, and...
Simon Hunter
January 15, 2026
Sharp or Square: NFL Divisional Round Leans & Best Bets
Last week was last week. That’s the only way to survive this business. The Wild Card round was ugly, emotional, and humbling. Missed fourth downs. Defensive touchdowns. Unders that almost slipped away. A 1-4 week in the contest that reminded...
Simon Hunter
January 13, 2026
Sharp or Square: Wild Card Weekend Recap & Reactions
If I could describe our first weekend of playoff betting as a team, it would be a group that thought it was peaking at the end of the season and then got its ass kicked in the playoffs. We were...
Simon Hunter
January 13, 2026
Sharp or Square: What the Board Tells Us for Wild Card Weekend
NFL Wild Card Weekend is always about information overload. This year feels especially volatile. Totals are screaming under. Favorites look uncomfortable. Underdogs look live. And the professionals are split in places where we normally get clarity. This isn’t a week...
Simon Hunter
January 9, 2026
Sharp or Square: Wild Card Weekend Leans & Best Bets
The NFL regular season grind is over, but the real work begins now. Wild Card Weekend is where narratives tighten, experience matters more than spreadsheets, and the market often overreacts to what it just saw instead of what it should...
Simon Hunter
January 6, 2026
Sharp or Square: Week 18 Reaction & Early NFL Playoff Bets
What I love about NFL Week 18 every single year is that it never fails to remind me why this sport is so maddening, so humbling, and so addictive. You spend months shaping opinions and trusting numbers, and then Week...
Simon Hunter
January 5, 2026
Sharp or Square: NFL Week 18 Picks
New Year’s Day, Week 18, and we’re excited to cover the NFL Week 18 slate — because that’s what we do. While everyone else is trying to pretend football takes a breath before the playoffs, we’re staring straight into the most...
Simon Hunter
January 1, 2026
Sharp or Square: Week 18 Is a Lie (And That’s Why We Love It)
If you’re looking for clarity in Week 18, you’re in the wrong place. This is the week where the league turns into a hall of mirrors: “must-win” doesn’t always mean “try hard,” “nothing to play for” doesn’t always mean “lie...
Simon Hunter
December 30, 2025
Sharp or Square: Best Bets for NFL Week 17
Holiday football has a funny way of humbling the loudest takes and rewarding the simplest truth: underdogs have been showing up when the lights are brightest. Thanksgiving dogs cashed. The Black Friday dog cashed. Christmas dogs cashed. What a year....
Simon Hunter
December 26, 2025