The NCAA Tournament gets more predictable every year and the continued dominance by top seeds rewarded the top players in the annual OSGA NCAA Bracket Challenge. The 24th year for the bracket challenge featured a $10K perfect bracket prize, a $1600 prize pool, boosted prizes for OSGA Members and Sweet 16 prizes from leading handicapping site, gamblersWORLD.net.

We are happy to announce “Worley360” as the winner of the 2026 OSGA NCAA Bracket Challenge! Worley360 had Michigan winning the Championship game and had all four teams correct in the Final Four. He had a seven point winning margin by hitting a massive 50 picks to collect a whopping 101 points to cash for the top cash prize of $1000!

Every prize winner had Michigan as their tourney champ and though “aposulli” was near the top of the leaderboard throughout much of the tourney, be had had UConn losing in the round of 32. Despite that stumble early on, he still managed to pick the tourney champ in Michigan and unload enough winners to finish in 2nd place! His 2nd place finish was good for a $300 prize.

In any tourney bracket contest, they key to winning is simply having the team that hoists the trophy and cuts down the nets, as the winner is worth 10 points, as are the two combined Final Four games. The dominance by Michigan sealed the deal for everyone who cashed for a prize. Michigan backers dashed to the front of the leaderboard, as twelve of the top 13 finishers had the Wolverines to win it all.

“BTownRat” and “Cjam36” both came from way down the leaderboard to wind up tied for third place with 90 points. Both players had Michigan in the final, but neither had UConn. We were forced to go to the tie-breaker, which was the total for the NCAA Championship game. BTownRat had 146 to cjam36’s 155 and when the game ended at Michigan 69, UConn 63, the lower point total rewarded “Under” bettors and BTownRat! He cashed for $200 and CJam36 rounded out the cash prizes with $100.

After 24 years, we still enjoy hosting an NCAA Tournament bracket contest ad giving away cash prizes, especially boosted ones to OSGA Members. Despite no member htting the final leaderboard, watching the ever-changing leaders, as well as our own OSGAJim’s picks, adds a little excitement around OSGA for the three weeks of college hoops Madness.

Congratulations to everyone who played and to those who cashed in! Head to the OSGA NCAA Bracket Challenge leaderboard to check the standings and see how you fared versus other players. We are going to make our annual Progressive Pick ‘Em the biggest ever, with a huge surprise for players, when NFL football returns in the fall.

Become a member today to get in on the members’ only extra prize offerings for our annual NFL Progressive Pick ‘Em.