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 |
| Jan 01, 7:28 AM | zathras100 | Almost Angels | Legendary Champion |
| Jan 01, 12:23 AM | piperjim1 | The Devious Demons | Legendary Champion |
| Dec 29, 9:10 AM | Shadman11 | Cosmic Grin | Legendary Champion |
| Dec 29, 4:01 AM | Datsmeharse | Pi in the Sky | Legendary Champion |
| Dec 25, 2:38 PM | Number24 | Old Farts | Legendary Champion |
| Dec 22, 1:45 PM | frinkzappa | Worldwide Trivia Lovers | Legendary Champion |
| Dec 17, 2:04 AM | Pekingese | StarStruck | Legendary Champion |
| Dec 16, 4:07 PM | colbymanram | The Meek Shall Inherit | Legendary Champion |
| Dec 16, 3:19 PM | workisboring | WWE Champions Team | Legendary Champion |
| Dec 02, 9:18 AM | Ovaldas | Geographers | Legendary Champion |
| Dec 01, 5:18 PM | 4wally | The Bee's Knees | Legendary Champion |
| Nov 27, 1:29 PM | DesertDon | The Devious Demons | Legendary Champion |
| Nov 04, 4:24 PM | Lenny15 | Old Farts | Legendary Champion |
| Oct 01, 9:11 AM | 7Kat7 | LIGHTHEARTED RETURN | Legendary Champion |
| Sep 01, 3:48 PM | mesodorklit | Past Times | Legendary Champion |
| Aug 23, 8:29 PM | Maybeline5 | Retired And Loving It | Legendary Champion |
| Aug 18, 9:13 AM | violet71 | The British | Legendary Champion |
| Aug 04, 11:23 AM | stephgm67 | Old Farts | Legendary Champion |
| Aug 01, 12:22 AM | SLAPSHOT4 | The Calculators | Legendary Champion |
| Jul 08, 1:13 PM | maripp2002 | Almost Angels | Legendary Champion |
| Jul 04, 1:55 PM | Lpez | Triviabiz | Legendary Champion |
| Jul 04, 9:35 AM | Jorgy4 | Canadian Players | Legendary Champion |
| Jul 01, 12:37 AM | suomy | Writer's Block | Legendary Champion |
| Jun 08, 1:44 PM | pennie1478 | The Devil's Advocates | Legendary Champion |
| Jun 08, 4:39 AM | crypticpat | Old Farts | Legendary Champion |
| Jun 05, 11:56 PM | Looking4IQ | Washingtonians | Legendary Champion |
| Jun 04, 2:26 PM | jwwells | The Bee's Knees | Legendary Champion |
| Jun 03, 4:01 AM | Iva9Brain | Playing for fun | Legendary Champion |
| Jun 02, 5:26 PM | orinocowomble | Writer's Block | Legendary Champion |
| Jun 01, 8:13 AM | ankitankurddit | The Cat People | Legendary Champion |
| May 21, 3:14 PM | Dunkeroo | Best of the West | Legendary Champion |
| May 21, 1:24 AM | Kalibre | Funsters | Legendary Champion |
| May 03, 6:46 AM | StephenFoster | Old Farts | Legendary Champion |
| May 01, 6:26 AM | haydenspapa | Triviamanic | Legendary Champion |
| Apr 14, 1:04 AM | jmsmith23 | Geographers | Legendary Champion |
| Apr 02, 5:37 PM | solarbears | English Group | Legendary Champion |
| Mar 31, 9:39 AM | ChrisUSMC | USA West Coast | Legendary Champion |
| Mar 19, 1:16 PM | froggyx | The Joli Llamas | Legendary Champion |
| Feb 01, 12:58 PM | CIOCIA | Heaven's Angels | Legendary Champion |
| Feb 01, 4:26 AM | teachdpo | Playing for fun | Legendary Champion |
| Jan 07, 6:58 AM | kkt | No Team here... | Legendary Champion |
| Dec 31, 7:33 AM | cinnam0n | Old Farts | Legendary Champion |
| Dec 08, 11:52 PM | sabbaticalfire | The Devious Demons | Legendary Champion |
| Dec 05, 10:20 PM | wwwocls | The Calculators | Legendary Champion |
| Nov 28, 12:33 AM | daveguth | Washingtonians | Legendary Champion |
| Nov 21, 1:42 AM | izzy50 | --- | Legendary Champion |
| Nov 20, 1:07 PM | MrSheen | The British | Legendary Champion |
| Nov 12, 10:02 PM | SatchelPooch | The Regal Beagles | Legendary Champion |
| Nov 06, 5:31 PM | golfmom08 | THE CONSERVATIVES | Legendary Champion |
| Nov 03, 6:25 AM | Edzell_Blue | The Baby Boomers | Legendary Champion |
| Oct 23, 3:15 PM | Raven361 | Cosmic Grin | Legendary Champion |
| Oct 06, 8:22 AM | lemage | Vixens | Legendary Champion |
| Oct 05, 7:11 PM | driver88 | TV Watchers Anonymous | Legendary Champion |
| Oct 05, 4:14 AM | VivTriv | Wisdom of the Fool | Legendary Champion |
| Oct 04, 9:59 PM | JRooowe | CLIQUE-KICKERS | Legendary Champion |
| Sep 01, 12:25 AM | Tas_E_Devil | The Calculators | Legendary Champion |
| Aug 31, 1:36 AM | loveofivy | Yes, We're Babes! | Legendary Champion |
| Aug 16, 10:05 PM | patrickk | Australian Players | Legendary Champion |
| Aug 13, 2:06 PM | Josechingon | Old Farts | Legendary Champion |
| Aug 02, 9:43 PM | GBfan | The Calculators | Legendary Champion |
| Aug 01, 6:33 AM | TheCrazedOne | --- | Legendary Champion |
| Jul 08, 1:20 AM | slay01 | The Bee's Knees | Legendary Champion |
| Jun 30, 12:08 AM | woodychandler | Veterans' Day! | Legendary Champion |
| Jun 09, 4:27 PM | mickeyp | Pi in the Sky | Legendary Champion |
| May 06, 11:33 AM | tjs58 | Hakuna Matata | Legendary Champion |
| May 04, 10:26 PM | Cliff_Clavin | Writer's Block | Legendary Champion |
| May 04, 12:49 PM | Gheelnory | classicalmusic/mensan | Legendary Champion |
| Apr 12, 6:21 AM | sieska | --- | Legendary Champion |
| Mar 25, 11:14 AM | dim_dude | The Devious Demons | Legendary Champion |
| Jan 24, 8:45 PM | LancYorkYank | Red Hot Silly Beggars | Legendary Champion |
| Jan 19, 2:39 PM | rahul0 | classicalmusic/mensan | Legendary Champion |
| Jan 13, 12:00 PM | oldgrannyk | Canadian Players | Legendary Champion |
| Jan 06, 1:15 PM | trialballoons | Kilted Kangas | Legendary Champion |
| Dec 25, 9:10 PM | jogreen | Triviabiz | Legendary Champion |
| Dec 05, 9:26 PM | MarchHare007 | Wisdom of the Fool | Legendary Champion |
| Nov 19, 11:35 AM | Kip1Usa | THE CONSERVATIVES | Legendary Champion |
| Nov 07, 4:25 PM | rivenproctor | The British | Legendary Champion |
| Nov 01, 6:53 PM | SixShutouts66 | Pi in the Sky | Legendary Champion |
| Oct 22, 6:54 AM | Lascaux | Atheist Quizzers | Legendary Champion |
| Oct 17, 12:19 AM | CaJiPaDo | The British | Legendary Champion |
| Oct 03, 1:19 PM | Stonecreek | Age Is Only a Number | Legendary Champion |
| Oct 03, 5:16 AM | HBSpud | Dog Park | Legendary Champion |
| Sep 28, 12:14 PM | amiga2 | Retired And Loving It | Legendary Champion |
| Sep 28, 10:26 AM | clio714 | Retired And Loving It | Legendary Champion |
| Sep 20, 8:29 PM | purplecat | The Dog People | Legendary Champion |
| Sep 06, 11:28 AM | JohnFair | --- | Legendary Champion |
| Sep 05, 4:25 AM | urbanyokel | Mustardlanders | Legendary Champion |
| Sep 03, 10:40 AM | malama | The Internationals | Legendary Champion |
| Aug 29, 2:50 PM | whodat3 | --- | Legendary Champion |
| Aug 21, 1:37 PM | jackslade | New Horizons | Legendary Champion |
| Aug 06, 3:48 AM | JanIQ | European Players | Legendary Champion |
| Jun 01, 1:11 AM | fado72 | The Internationals | Legendary Champion |
| May 18, 7:38 AM | chianti59 | The Bee's Knees | Legendary Champion |
| Apr 01, 1:47 AM | carolmitch | CLIQUE-KICKERS | Legendary Champion |
| Mar 01, 12:23 AM | snhha | Backwoods Bloomers | Legendary Champion |
| Feb 23, 6:17 PM | donna399 | Retired And Loving It | Legendary Champion |
| Feb 01, 1:41 AM | Stoaty | The Cat People | Legendary Champion |
| Feb 01, 12:23 AM | cosechero | The Calculators | Legendary Champion |
| Feb 01, 12:19 AM | Matthew_07 | Phoenix Rising | Legendary Champion |
| Jan 01, 12:22 AM | sally0malley | Brooklynite | Legendary Champion |