Break the
Chalk.
AI-powered Monte Carlo simulation meets historical upset intelligence. Your bracket, optimized for your pool's scoring format.
🏀 2026 NCAA Tournament — Brackets lock March 19
Get Your Bracket — $7How It Works
Not another "expert picks" list. This is math.
Choose Your Format
ESPN, Yahoo, CBS, or upset bonus — we optimize for how YOUR pool scores.
Monte Carlo Simulation
50,000 tournament simulations using KenPom ratings blended with 20+ years of historical upset data.
Get Your Edge
Probability-weighted bracket optimized to maximize your expected points. Not the most likely bracket — the smartest one.
Why ChalkBreaker Wins
The edge your office pool doesn't know exists.
Scoring-Aware Optimization
Most tools pick likely winners. We optimize for maximum expected POINTS in your specific pool format. A 12-seed upset is worth more in upset bonus pools.
KenPom + Historical Blend
Pure stats miss the chaos. Pure gut misses the signal. We blend KenPom efficiency margins with 20+ years of actual tournament upset rates.
Monte Carlo, Not Guesswork
50,000 full tournament simulations. Every possible path weighted by probability. The bracket that survives the most chaos.
One Price. No Subscription.
$7. One bracket. No recurring charges, no free trial bait-and-switch, no paywall hiding the good picks.
Your AI Bracket
- 50,000 Monte Carlo simulations
- KenPom + historical upset data
- Optimized for your pool scoring
- Full bracket with confidence %
- Upset alerts & dark horse picks
- Printable bracket PDF
Secure payment via Stripe. No subscription. No BS.