Chad Millman

Betting Insights Sharp or Square Sportsbook

Sharp or Square: Week 5 NFL Betting Insights

This is our Thursday, Week 5 episode. We’re going to narrow down the options on our quest to find five picks we agree on for the week. We’re switching up the format a little bit, and we’re locking in on...

Chad Millman

October 2, 2025

Betting Insights Sharp or Square Sportsbook

Sharp or Square: What the Board Tells Us for NFL Week 5

We try not to romanticize a single Sunday. The whole point is to keep a principled edge: love prices, not teams; buy dips, sell spikes; and be selectively gross when the market dares you. With that in mind, here’s how...

Chad Millman

September 30, 2025

Betting Insights Sharp or Square Sportsbook

Sharp or Square: Week 4 Recap, Early Week 5 Bets

We’ll never complain about a 3–2 week betting the NFL. In this racket, 60% keeps the lights on, the marriage happy, and the squares a little sharper. But how we got there this week? Pure chaos. Early slate pain, late...

Chad Millman

September 29, 2025

Sharp or Square Sportsbook

Sharp or Square: Our Week 4 Betting Picks

This is the best part of the sports calendar. Baseball is peaking, pucks and hoops are tuning up, and football is a constant hum. We’re grateful that our job is to turn that hum into edges, and this week offers...

Chad Millman

September 25, 2025

Sharp or Square

Sharp or Square: Week 4 NFL Betting Insights

Last weekend we went 3-2 to move to 9-6 on the season. In a week where the board looked gross, that’s a win. Sunday nights don’t always show our true emotions -- Chad comes in buzzing, Simon looks half-dead --...

Chad Millman

September 23, 2025

Sharp or Square

Sharp or Square: It’s a Dogs Week — and We’ve Got the Stomach for It

This is the part of the NFL season when the market thinks it has teams figured out after two data points - and that’s where we’re comfortable living. Week 3 is a dogs week. Divisional road dogs. Inflated numbers off...

Chad Millman

September 18, 2025

Sharp or Square Sportsbook

Perception vs. Reality: What Two Weeks Tell Us – And What They Don’t

Two weeks into the NFL season and it already feels like we’ve been here before: favorites are steamrolling and public parlays are cashing. Translation: chalk keeps winning. Since Week 13 of last season, favorites of more than four have been...

Chad Millman

September 17, 2025

Sharp or Square Sportsbook

Sharp or Square Week 2: Our Five Leans, One Brass Balls, and a Rock-in-a-Hard-Place

Week 2 is the overreaction audit. With only one game of evidence, lines whip on thin data, the public chases headlines, and the smartest plays are often the ones you hate to click. After a week of calls, rewatching every...

Chad Millman

September 11, 2025