The Winning Poker Network, including America’s Cardroom and Black Chip Poker, is back at it again with more huge guaranteed prize money. The Online Super Series (OSS) returns, and this time it features more than $20 million in guaranteed prizes spread over 143 events. It runs from Sunday, Nov. 8 through Tuesday, Nov. 24.


This time around, the OSS is divided into two portions: a Day Series and an Evening Series. There are 77 events in the Day Series, and they will start generally between 10 a.m. and 2:05 p.m. ET. The Evening Series contains 66 tournaments, scheduled to begin mostly between 4 p.m. and 8 p.m. ET
Buyins start at $16.50. More expensive events beckon for those who want a bigger thrill up to $2,650. Thus, the OSS caters to those of all bankroll levels.

In addition to having a broad menu of buyin levels to choose from, the OSS offers several varieties of poker. Though most of the tourneys are for the ever-present NL Hold'em, there are a handful of PLO and PLO8 contests. Diverse formats like Progressive Knockouts, 6-max, and turbo tourneys serve to keep things interesting.
With the number of tournaments on the OSS roster, it might be difficult to enter them all. Therefore, you will have to look carefully in the poker lobby and select those that interest you the most. Nevertheless, there are a few major events that you may wish to keep your eye on.
This OSS has four separate main events. Each of them is a two-day affair with multiple starting flights for Day 1.
The smallest Main Event is a $66-buyin tournament with $500,000 guaranteed. There will be two starting flights Sunday, Nov. 8, two more on Sunday, Nov. 15, and a final flight Sunday, Nov. 22. Day 2 will also play out on Sunday, Nov. 22.
For a step up in price, you can join the $215 Main Event, which guarantees $750,000. You can enter a Day 1 flight on Sunday, Nov. 15 or Sunday, Nov. 22, and there's also a special Turbo flight on Monday, Nov. 23. Day 2 is also scheduled for Nov. 23.
The two biggest Main Events, each with $1.5 million up for grabs, cost $1,050 and $2,650 to enter. They have two starting flights apiece: one on Sunday, Nov. 15 and the other on Sunday, Nov. 22. Then the survivors gather on Monday, Nov. 23 to play Day 2 down to a conclusion.
The Moneymaker Mystery PKO has already started because it's a multi-flight tourney with flights already running since Nov. 1. It costs $109 to join, and there's $1 million guaranteed in this Mystery Bounty tournament. Flights will continue until Sunday, Nov. 22. On that date at 3:05 p.m. ET, Day 2 will begin.
You can actually participate in multiple Day 1s in order to grow your stack in preparation for Day 2. All your qualifying Day 1 stacks will be combined when you start Day 2.
Day 2 is when the bounties begin to appear. Whenever a player is eliminated, a Mystery Bounty amount is chosen randomly up to $100,000. Because this is a PKO, only half the bounty is paid to the individual who knocked that participant out. The other half is transferred on to the head of the winner of that hand.
There are freerolls in the ACR lobby awarding entry into $109 Moneymaker Mystery PKO Day 1 flights. Therefore, you have the opportunity to participate without incurring any cost.

There are two leaderboards running that will distribute additional prizes worth more than $77,000. The Day Series leaderboard winner will walk away with $7,500 cash and a January VENOM ticket. The Evening Series winner will get $5,000 and a January VENOM ticket. Other winners will receive tournament tickets and cash prizes.

Although many of the MTTs on the OSS lineup are already geared toward those on smaller bankrolls, there's another way to participate in some of the events even if funds are low. A broad array of satellites exists that let you attempt to win your seat for less than the sticker price. These qualifying tournaments are priced at just a few bucks, and actually, there are even freeroll satellites that cost nothing to enter.

In order to register for the OSS and claim a piece of the $20 million at stake, you need to have an account at one of the WPN sites. We heartily recommend ACR Poker, which will welcome you with a 100% up to $2,000 bonus upon your first deposit. Actually, through the use of our ACR Poker promo code PRB10FREE, you can get a complimentary $10 added to your balance with no deposit required. Click the button below to proceed to create an ACR account:
Read our ACR Poker review to learn more. There are several other rooms on the Winning Poker Network besides ACR. If you're interested in an alternate site, then you can read our reviews of BlackChip Poker, and Ya Poker (non-US).
Updated Nov. 8, 2026 – by Max Golden, Editor-in-Chief
| Year | Dates | # of Events | Guarantees | Type |
|---|---|---|---|---|
| 2026 | Sept. 6 - 29 | 336 | $50+ million | OSS XL |
| 2026 | May 11 – 25 | 375+ | $20 million | OSS |
| 2026 | March 1 – 23 | 750+ | $50 million | OSS XL |
| 2025 | Sept. 7 – 30 | 700+ | $50 million | OSS XL |
| 2025 | May 11 – June 3 | 800+ | $50+ million | OSS XL |
| 2025 | March 16 - 31 | 600+ | $25 million | OSS |
| 2024 | Nov. 10 - 25 | 475+ | $20 million | WOSS |
| 2024 | Sept. 8 - 30 | 600+ | $40+ million | OSS XL |
| 2024 | May 5 - 28 | 600+ | $40 million | OSS XL |
| 2024 | Feb. 12 - 26 | 350+ | $16 million | OSS |
| 2023 | Nov. 5 – Nov. 27 | 600+ | $30 million | WOSS |
| 2023 | Sept. 3 – Oct. 3 | 1,000+ | $50 million | OSS XL |
| 2023 | June 4 - 26 | 300+ | $6.4 million | MOSS |
| 2023 | May 7 - 30 | 450+ | $40 million | OSS XL |
| 2023 | Feb. 6 – 28 | 400+ | $25 million | OSS |
| 2022 | Dec. 3 – 20 | 148 | $24 million | OSS |
| 2022 | Oct. 30 – Nov. 14 | 100+ | $10 million | PKOSS |
| 2022 | Sept. 4 - 26 | 275 | $20 million | OSS Cub3d Encore |
| 2022 | July 31 - Aug. 29 | 300+ | $25 million | OSS Cub3d |
| 2022 | Feb. 6 - Mar. 7 | 300 | $25 million | OSS Cub3d |
| 2021 | Dec. 5 - 19 | 206 | $15 million | OSS |
| 2021 | Aug. 1 - 30 | 240 | $20 million | OSS Cub3d |
| 2021 | May 9 - 24 | 200 | $25 million | OSS PKO |
| 2021 | Feb. 7 - March 14 | 250 | $13 million | OSS Cub3d |
| 2020 | Nov. 22 - Dec. 6 | 166 | $2.5 million | MOSS |
| 2020 | Aug. 3 - 30 | 268 | $15 million | OSS Cub3d |
| 2020 | June 14 - 28 | 150 | $15 million | OSS |
| 2020 | March 18 - April 6 | 171 | $12 million | OSS XL |
| 2020 | Feb. 9 - March 8 | 220 | $13 million | OSS Cub3d |
| 2019 | Nov. 20 - Dec. 15 | 151 | $12 million | OSS |
| 2019 | July 21 - Aug. 18 | 169 | $13 million+ | OSS Cub3d |
| 2019 | Feb. 10 - March 10 | 169 | $8 million+ | OSS Cub3d |
| 2018 | Oct. 3 - Nov. 14 | 82 | $3.5 million+ | OSS |
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