The majority of awards are awarded at midnight, but some of them like hourly game winners are awarded instantly when that game ends. So if you break a major point barrier, check back the next day for your new award! We do not post Experienced and Veteran winners on this list. List Updated every 30 Minutes.
| Time | Player | Team | Award |
| Apr 23, 12:00 PM | Emma-Jane | classicalmusic/mensan | Fifty-Fifty Winner |
| Apr 18, 2:00 AM | Mixamatosis | Vixens | Fifty-Fifty Winner |
| Apr 10, 8:00 AM | JGal321 | Triviabiz | Fifty-Fifty Winner |
| Apr 02, 2:00 AM | fgrozalen | The Devil's Advocates | Fifty-Fifty Winner |
| Apr 01, 2:00 AM | TropRock | Retired And Loving It | Fifty-Fifty Winner |
| Mar 31, 8:00 PM | lones78 | The Joli Llamas | Fifty-Fifty Winner |
| Mar 19, 8:00 PM | biddybid | New Zealanders | Fifty-Fifty Winner |
| Mar 15, 8:00 AM | Eleanor18 | Inhabitants of Planet Earth | Fifty-Fifty Winner |
| Mar 11, 2:00 PM | teatimebob | Wise & Winsome Night Owls | Fifty-Fifty Winner |
| Mar 11, 8:00 AM | Navyrum | Triviabiz | Fifty-Fifty Winner |
| Feb 29, 8:00 PM | dim_dude | The Devious Demons | Fifty-Fifty Winner |
| Feb 29, 12:00 AM | chianti59 | The Bee's Knees | Fifty-Fifty Winner |
| Feb 27, 6:00 AM | WizardTrueStar | --- | Fifty-Fifty Winner |
| Feb 25, 8:00 AM | Ean28 | --- | Fifty-Fifty Winner |
| Feb 24, 10:00 AM | BoneApart | The Devious Demons | Fifty-Fifty Winner |
| Feb 23, 12:00 AM | Buttrey | --- | Fifty-Fifty Winner |
| Feb 17, 8:00 AM | Mpproch | --- | Fifty-Fifty Winner |
| Feb 14, 4:00 PM | Avevoneg | The New England Alliance | Fifty-Fifty Winner |
| Feb 13, 2:00 PM | bgjd | Canadian Players | Fifty-Fifty Winner |
| Feb 10, 8:00 PM | missfitgurl | The Devil's Advocates | Fifty-Fifty Winner |
| Feb 09, 2:00 PM | cincinnatijake | --- | Fifty-Fifty Winner |
| Jan 17, 2:00 PM | jento1610 | --- | Fifty-Fifty Winner |
| Jan 10, 10:00 AM | violinsoldier | THE CONSERVATIVES | Fifty-Fifty Winner |
| Jan 04, 8:00 AM | PHLguy | Retired And Loving It | Fifty-Fifty Winner |
| Jan 01, 2:00 AM | diplock | The Devious Demons | Fifty-Fifty Winner |
| Dec 26, 12:00 PM | shajithomas | United States of Trivia | Fifty-Fifty Winner |
| Dec 21, 6:00 PM | GPfandango | The Devious Demons | Fifty-Fifty Winner |
| Dec 13, 2:00 PM | annafunkypixie | --- | Fifty-Fifty Winner |
| Dec 12, 2:00 AM | jry63 | Worldwide Wizards | Fifty-Fifty Winner |
| Dec 11, 8:00 AM | TPO0831 | All 50 States | Fifty-Fifty Winner |
| Dec 08, 8:00 PM | bmgm | The Proud Peacocks | Fifty-Fifty Winner |
| Dec 07, 8:00 AM | Pekingese | StarStruck | Fifty-Fifty Winner |
| Nov 28, 8:00 AM | MsVee11 | The Calculators | Fifty-Fifty Winner |
| Nov 24, 8:00 AM | WaggaWagga2010 | The Beeronians | Fifty-Fifty Winner |
| Nov 23, 8:00 AM | lethisen250582 | League of Nations | Fifty-Fifty Winner |
| Nov 22, 8:00 PM | 479banjo | Old Farts | Fifty-Fifty Winner |
| Nov 21, 2:00 PM | Hermit007 | Old Farts | Fifty-Fifty Winner |
| Nov 20, 2:00 PM | Obama1 | --- | Fifty-Fifty Winner |
| Nov 14, 2:00 PM | queproblema | Worldwide Wizards | Fifty-Fifty Winner |
| Nov 11, 2:00 PM | woodruff | --- | Fifty-Fifty Winner |
| Nov 08, 12:00 PM | logikzer0 | Worldwide Wizards | Fifty-Fifty Winner |
| Nov 06, 4:00 PM | rahul0 | CLIQUE-KICKERS | Fifty-Fifty Winner |
| Nov 02, 8:00 AM | polly656 | --- | Fifty-Fifty Winner |
| Oct 27, 8:00 PM | kaddarsgirl | The Joli Llamas | Fifty-Fifty Winner |
| Oct 25, 8:00 PM | Ripley19 | --- | Fifty-Fifty Winner |
| Oct 21, 2:00 PM | r3lac1 | League of Nations | Fifty-Fifty Winner |
| Oct 20, 2:00 AM | GavD | The Homo Sapiens | Fifty-Fifty Winner |
| Oct 13, 2:00 AM | ZiggyMuntz | --- | Fifty-Fifty Winner |
| Oct 11, 8:00 AM | Autrement | Wise & Winsome Night Owls | Fifty-Fifty Winner |
| Oct 09, 2:00 AM | RealtorRebecca | Washingtonians | Fifty-Fifty Winner |
| Sep 30, 8:00 PM | Midget40 | The Devious Demons | Fifty-Fifty Winner |
| Sep 28, 8:00 PM | Sethdv7 | Trivially Challenged | Fifty-Fifty Winner |
| Sep 28, 8:00 AM | Clay0111 | --- | Fifty-Fifty Winner |
| Sep 26, 12:00 PM | HungryTony | Sci-Fi Lovers | Fifty-Fifty Winner |
| Sep 24, 2:00 AM | sabbaticalfire | The Devious Demons | Fifty-Fifty Winner |
| Sep 20, 2:00 PM | jtb611 | --- | Fifty-Fifty Winner |
| Sep 15, 10:00 PM | cosechero | The Calculators | Fifty-Fifty Winner |
| Sep 09, 6:00 AM | Layla5067 | The Devil's Advocates | Fifty-Fifty Winner |
| Aug 29, 2:00 PM | PhyllisDoris | Mustardlanders | Fifty-Fifty Winner |
| Aug 27, 12:00 AM | blissful_ig | Vixens | Fifty-Fifty Winner |
| Aug 24, 8:00 AM | BurnedOut | --- | Fifty-Fifty Winner |
| Aug 19, 8:00 AM | traphex01 | --- | Fifty-Fifty Winner |
| Aug 19, 6:00 AM | tutankhamen2 | --- | Fifty-Fifty Winner |
| Aug 18, 8:00 PM | Loki8553 | The New England Alliance | Fifty-Fifty Winner |
| Aug 14, 2:00 PM | TerenceWeasly | The Calculators | Fifty-Fifty Winner |
| Aug 12, 8:00 PM | Montgomery1 | --- | Fifty-Fifty Winner |
| Aug 10, 8:00 PM | Likearollingst | Yasgur's Farm | Fifty-Fifty Winner |
| Aug 08, 8:00 AM | thomas159 | --- | Fifty-Fifty Winner |
| Aug 05, 12:00 PM | 2ruse | Red Hot Silly Beggars | Fifty-Fifty Winner |
| Aug 04, 8:00 PM | WhiskeyZulu | The Mustard Seeds | Fifty-Fifty Winner |
| Aug 03, 8:00 AM | toadette | Canadian Players | Fifty-Fifty Winner |
| Aug 01, 8:00 AM | MikeyGee | Galt's Gulch Groupies | Fifty-Fifty Winner |
| Jul 30, 2:00 PM | StephenFoster | Old Farts | Fifty-Fifty Winner |
| Jul 28, 8:00 AM | fluffyjo | Friends of Jesus | Fifty-Fifty Winner |
| Jul 24, 8:00 AM | fishtrivia | The Devil's Advocates | Fifty-Fifty Winner |
| Jul 19, 8:00 PM | Ignace_Joe | Worldwide Trivia Lovers | Fifty-Fifty Winner |
| Jun 29, 8:00 AM | wwwocls | The Calculators | Fifty-Fifty Winner |
| Jun 11, 8:00 PM | debs71 | The British | Fifty-Fifty Winner |
| Jun 04, 2:00 AM | cazza2902 | The Usual Suspects | Fifty-Fifty Winner |
| Jun 01, 8:00 AM | haydenspapa | Triviamanic | Fifty-Fifty Winner |
| May 31, 8:00 PM | mslavender | Canadian Players | Fifty-Fifty Winner |
| May 30, 6:00 PM | MAAsv477 | LIGHTHEARTED RETURN | Fifty-Fifty Winner |
| May 14, 8:00 PM | PurpleComet | --- | Fifty-Fifty Winner |
| May 11, 8:00 AM | Lord_Digby | Triviabiz | Fifty-Fifty Winner |
| May 09, 12:00 AM | pointparkchic | TV Watchers Anonymous | Fifty-Fifty Winner |
| May 05, 8:00 AM | coventry815 | The Regal Beagles | Fifty-Fifty Winner |
| May 01, 12:00 PM | KM32Hernanadez | AnimoDLSUD | Fifty-Fifty Winner |
| May 01, 6:00 AM | KM32Grino | AnimoDLSUD | Fifty-Fifty Winner |
| Apr 29, 2:00 AM | izzy50 | New Horizons | Fifty-Fifty Winner |
| Apr 23, 8:00 AM | KM32Mendoza | AnimoDLSUD | Fifty-Fifty Winner |
| Apr 20, 12:00 PM | KM32BALCUBA | AnimoDLSUD | Fifty-Fifty Winner |
| Apr 14, 2:00 AM | DEVERA-COM32 | AnimoDLSUD | Fifty-Fifty Winner |
| Apr 12, 2:00 AM | Matthew_07 | Phoenix Rising | Fifty-Fifty Winner |
| Apr 07, 8:00 AM | Zaraks2084 | Hakuna Matata | Fifty-Fifty Winner |
| Apr 05, 8:00 AM | Hannibal216BC | --- | Fifty-Fifty Winner |
| Apr 04, 2:00 PM | vinton1640 | Triviabiz | Fifty-Fifty Winner |
| Apr 04, 12:00 PM | BethAvro | Ye Olde English | Fifty-Fifty Winner |
| Apr 01, 8:00 AM | Richard27 | Sports Lovers | Fifty-Fifty Winner |
| Mar 27, 8:00 PM | KM32Navato | AnimoDLSUD | Fifty-Fifty Winner |