20 Years of Free NFL Contests at OSGA

It is the 20th anniversary celebration of the OSGA Progressive Pick ‘Em NFL pick contest! The free pickem contest started in 2005 with only weekly sports betting prizes and has evolved into over $2000 in cash payouts and hundreds of dollars in free bets being awarded very year.

The pick ’em challenge is really two contests in one, with a weekly prize and a progressive element that builds each week. And the best part, it’s free to enter.

Players pick all the games on the board straight-up with no point spread in the OSGA Pro Football Progressive Pick ‘Em, with the goal of picking all the games correctly. The progressive prize of $100 in CASH builds each week and only pays out when a player sweeps the entire board.

2024 was the craziest season ever

Last year’s Progressive Pick ‘Em was the wildest ever with perfect cards cashing in three different weeks. In Week 6, eight players hit a perfect card and split the $600 Progressive pot to get $75 cash each!!! And it happened again in Week 13, where four players split the $700 progressive pool! The pool was hit for the third time in the 2024 season in Week 13 for another $200 payout! But starting in 2021, the prize pool became guaranteed at $1000, so players who stayed at the top of the leaderboard throughout the contest, cashed-in as well! Overall, in 2024, OSGA handed out $2500 in cash prizes!

In addition to the Progressive prize, weekly prizes are up for grabs for the player with the best score for that week. The prizes will change each and every week, with different value prizes being offered to the top player-of-the-week. Click Here to sign-up for the 2025 OSGA Pro Football Progressive Pick ‘Em.

Enter the 2025 OSGA Pro Football Progressive Pick ‘Em AND become a member to get in on more contests and get more ways to win. We’re happy to celebrate 20 years of FREE football contests for every fan, friend and member of OSGA and wish everyone who enters, the best of luck!