Chad Millman

Betting Insights Sharp or Square Sportsbook

Sharp or Square: Week 9 Recap, Early Week 10 Leans

This week felt like walking blindfolded through a minefield we mapped ourselves. We said it was a trap week. We saw the warning signs. And still, we charged right into it, favorites blazing - and got smoked. One win, four...

Chad Millman

November 3, 2025

Betting Insights Sharp or Square Sportsbook

Sharp or Square: Week 9 NFL Betting Insights

Halloween week is supposed to be spooky - but for bettors, the real fright has come from how well favorites have been performing. This NFL season has flipped the old rules on their head. Home underdogs aren’t barking. Favorites are...

Chad Millman

October 30, 2025

Betting Insights Sharp or Square Sportsbook

Sharp or Square: What the Board Tells Us for NFL Week 9

The more you gamble, the more you realize that some weeks aren’t about picking winners - they’re about dodging traps. This is one of those weeks. The board looks obvious, which is exactly why it’s terrifying. Ravens (-7.5) at Dolphins...

Chad Millman

October 28, 2025

Betting Insights Sharp or Square Sportsbook

Sharp or Square: Week 8 Recap, Early Week 9 Leans

There are Sundays when everything just clicks. When the hours of data crunching and gut-level intuition align perfectly. Week 8 was one of those for us - mostly. Our picks went 3-1, our instincts held up, and our analysis stayed...

Chad Millman

October 27, 2025

Betting Insights Sharp or Square Sportsbook

Sharp or Square: Week 8 NFL Betting Insights

Every NFL season has its weird weeks - the ones that make even the most disciplined bettors second-guess themselves. Week 8 is one of those. Half the spreads have moved by half a point or less thus far, and yet...

Chad Millman

October 23, 2025

Betting Insights Sharp or Square Sportsbook

Sharp or Square: What the Board Tells Us for NFL Week 8

Welcome to Bye-ageddon: that rare NFL week where half the betting board disappears and the survivors are forced to navigate a minefield of uncertainty. Six teams on a bye week means fewer options for us, and more room for regret....

Chad Millman

October 21, 2025

Betting Insights Sharp or Square Sportsbook

Sharp or Square: Week 7 Recap, Early Week 8 Leans

If there’s one thing this NFL season keeps teaching us, it’s that betting on bad teams isn’t gambling - it’s self-harm with data. Week 7 felt like a master class in that lesson. Between the Browns’ ugly brilliance, the Titans’...

Chad Millman

October 20, 2025

Betting Insights Sharp or Square Sportsbook

Sharp or Square: Week 7 NFL Betting Insights

Every sharp we know says the same thing: this has been the dream season to bet like a contrarian. Underdogs are printing money, the public is getting crushed, and the books are feasting. And that means it’s our kind of...

Chad Millman

October 16, 2025

Betting Insights Sharp or Square Sportsbook

Sharp or Square: What the Board Tells Us for NFL Week 7

Nearly halfway through the NFL season, the board is finally coming into focus. Lines are sharper, the public’s biases are clearer, and the best opportunities lie in the ugly games no one wants to touch. Betting the NFL isn’t about...

Chad Millman

October 14, 2025

Betting Insights Sharp or Square Sportsbook

Sharp or Square: Week 6 Recap, Early Week 7 Leans

We’re feeling good, not great, because that’s the life of a bettor. Week 6 delivered a 3-1 Sunday with the Chiefs still pending on Sunday night. The numbers were tight, the sweats were real, and the chaos of the NFL...

Chad Millman

October 13, 2025