2026 OSGA NFL Progressive Pick 'Em
The OSGA Progressive Pick 'Em is back for the 2026 NFL season, with weekly sports betting prizes and a season-long Progressive Jackpot. OSGA members have two ways to win all season long.
The OSGA NFL Progressive Pick 'Em combines two contests in one.
Pick the most NFL winners each week to compete for a weekly sports betting
prize, while every correct pick also keeps you in the hunt for a perfect card and
the season-long Progressive Jackpot.
New in 2026, the Progressive Pick 'Em is an exclusive OSGA member
benefit! You must have an active OSGA Basic membership
or higher to enter. Become a Basic Member here.
And there's a big reason to upgrade:
OSGA Advantage members receive DOUBLE the prize
throughout the contest.
Choose How You Want to Play
Basic gets you into the contest. Advantage doubles your prizes.
OSGA BASIC
- Entry into the 2026 Progressive Pick 'Em
- Compete for weekly prizes
- Eligible for the Progressive Jackpot
- Eligible for season-long prizes
OSGA ADVANTAGE
- Everything included with Basic
- Compete for weekly prizes
- 2X Progressive Jackpot prize
- 2X applicable season-long prizes
Basic vs. Advantage Contest Prizes
| Prize | Basic Member | Advantage Member |
|---|---|---|
| Weekly Pick 'Em Winner | $50 Free Betting Cash | $50 Free Betting Cash |
| $100 Progressive Jackpot | $100 | $200 |
| Guaranteed $1,000 Progressive Pool | Share of $1,000 | Share of $2,000 |
| Maximum $1,800 Progressive Jackpot | $1,800 | $3,600 |
Get Free Betting Cash Every Week
Each week of the NFL regular season, the OSGA member with the most correct picks wins the weekly sports betting prize.
Weekly Winner
Every week $50 in Free Betting Cash is available risk free from leading online sportsbook JustBet.co. It's easy to win! The player with the most points each week can cash in for $50 Free Betting Cash at Just Bet
- Win betting cash every week.
- Pick NFL games straight up.
- The player with the most total points wins the weekly prize.
- In the event of a tie, the designated Monday Night Football score tiebreaker will determine the winner.
Chase the Progressive Jackpot
The second way to win is the OSGA Progressive Jackpot. $100 in Cash is added to the Progressive Jackpot each week until an eligible member picks every game correctly and gets a perfect card.
The Longer It Goes, The Bigger It Gets
If nobody posts a perfect card, the money carries over
and another $100 is added the following week.
For example, if a member hits a perfect card in Week 7 of the NFL season,
a Basic member wins $700, while an Advantage member hitting that same perfect card receives
$1,400!
What Happens After Someone Hits the Jackpot?
Once the Progressive Jackpot is hit, that accumulated progressive
pool is paid to the winner and the progressive portion of the
contest resets.
Then the chase begins again as another $100 is added for the
following week's Progressive Jackpot, right up until the end of the regular season..
Up to $1,800 in the Season-Long Prize Pool
If nobody hits a perfect card during the regular season, the
Progressive Prize Pool can grow to as much as
$1,800.
That remaining pool is awarded based on the final season-long
standings.
No Matter When the Progressive Jackpot Is Hit...
If a member hits the Progressive Jackpot during the season and the progressive pool resets, OSGA will still guarantee a minimum $1,000 final season prize pool.
Season-Long Prize Pool Breakdown
| Finish | Share of Pool | Minimum* |
|---|---|---|
| 1st Place | 50% | GTD $500 |
| 2nd Place | 25% | GTD $250 |
| 3rd Place | 15% | GTD $150 |
| 4th Place | 10% | GTD $100 |
*Minimum amounts shown are based on the guaranteed $1,000 final prize pool. When applicable under the contest rules, Advantage members receive 2X the prize awarded to a Basic member.
How to Play
1. Become an OSGA Member
An active OSGA Basic membership or higher is required to participate in the 2026 OSGA NFL Progressive Pick 'Em.
2. Want Double Prizes? Upgrade to Advantage
Advantage members receive 2X contest prizes. The picks don't change. The competition doesn't change. Your potential prize does.
3. Make Your NFL Picks
Submit your selections each week before the posted deadline and compete against other OSGA members.
4. Win Every Week — or Hit the Perfect Card
Compete for the weekly prize, climb the season-long standings and take your shot at the growing Progressive Jackpot to cash in.
Ready to Play?
Advantage Members Win 2X Prizes
Join OSGA for the 2026 NFL season and get your shot at weekly cash, the Progressive Jackpot and the season-long prize pool.
Contest eligibility, deadlines, tiebreakers and prize payments are subject to the official OSGA Progressive Pick 'Em rules. An eligible OSGA membership must be active as required by the official contest rules to participate and qualify for prizes.
