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 28, 7:48 AM | piet | The Cat People | Triple Win |
| Apr 19, 2:34 PM | BrightonDragon | Old Farts | Triple Win |
| Apr 14, 3:00 AM | treardon | Worldwide Wizards | Triple Win |
| Feb 21, 1:03 PM | CeeDeeJay | The Cat People | Triple Win |
| Feb 12, 2:42 PM | Maybeline5 | Retired And Loving It | Triple Win |
| Feb 03, 5:11 PM | Datsmeharse | Pi in the Sky | Triple Win |
| Dec 25, 6:34 PM | chrisatlas | Red Hot Silly Beggars | Triple Win |
| Dec 25, 5:33 PM | WandMaster8 | Tofflemires | Triple Win |
| Dec 16, 1:19 PM | Wyatt317 | Midwest USA Players | Triple Win |
| Aug 23, 7:14 AM | violet71 | The British | Triple Win |
| Aug 07, 1:00 PM | Mugaboo | The Homo Sapiens | Triple Win |
| Jul 10, 9:18 AM | hilhanes | Worldwide Trivia Lovers | Triple Win |
| May 27, 12:46 PM | Robert907 | Canadian Players | Triple Win |
| Feb 28, 4:03 AM | Hawkmoon1307 | The Bee's Knees | Triple Win |
| Feb 16, 10:28 PM | Kalibre | Funsters | Triple Win |
| Jan 26, 4:58 PM | Peachie13 | Vixens | Triple Win |
| Jan 10, 4:01 PM | pennie1478 | The Devil's Advocates | Triple Win |
| Dec 29, 8:01 PM | MK240V | The Bee's Knees | Triple Win |
| Dec 27, 10:03 PM | Duckay | --- | Triple Win |
| Dec 23, 6:05 PM | CageyCretin | Funsters | Triple Win |
| Dec 11, 4:20 PM | Scooby83 | The Usual Suspects | Triple Win |
| Dec 06, 10:06 PM | frozennugget | Triviabiz | Triple Win |
| Sep 23, 5:58 AM | rahonavis | Worldwide Wizards | Triple Win |
| Sep 15, 9:48 PM | woodychandler | Veterans' Day! | Triple Win |
| Sep 10, 2:18 PM | Mainly28s | --- | Triple Win |
| Sep 01, 8:55 PM | Tiges | --- | Triple Win |
| Jul 21, 9:47 AM | sweetaugust | --- | Triple Win |
| Jul 13, 6:31 PM | tjs58 | Hakuna Matata | Triple Win |
| Jun 28, 4:24 PM | poetkah | The Cat People | Triple Win |
| Jun 16, 9:11 PM | daveguth | Washingtonians | Triple Win |
| Jun 14, 5:00 PM | Taltarzac | The Calculators | Triple Win |
| Jun 08, 12:07 PM | misdiaslocos | The Internationals | Triple Win |
| May 02, 4:45 PM | Murdox | Worldwide Wizards | Triple Win |
| Apr 30, 11:13 PM | doc_astro | Worldwide Trivia Lovers | Triple Win |
| Apr 30, 1:50 PM | lemonadecrush8 | The Moops | Triple Win |
| Apr 20, 6:45 PM | Dreessen | Children of Terra | Triple Win |
| Apr 07, 2:11 PM | slay01 | The Bee's Knees | Triple Win |
| Mar 30, 7:03 AM | FREEDOM49 | Age Is Only a Number | Triple Win |
| Mar 25, 6:28 PM | chianti59 | The Bee's Knees | Triple Win |
| Mar 10, 9:48 PM | N-Bomb | New Zealanders | Triple Win |
| Mar 09, 12:53 AM | Fenwayfan60 | --- | Triple Win |
| Mar 08, 8:00 AM | notsaintdane | Wise & Winsome Night Owls | Triple Win |
| Feb 23, 6:01 PM | dim_dude | The Devious Demons | Triple Win |
| Feb 23, 12:30 PM | ankitankurddit | The Cat People | Triple Win |
| Feb 01, 9:44 AM | jimhutch13 | The Devil's Advocates | Triple Win |
| Jan 12, 6:08 PM | sabbaticalfire | The Devious Demons | Triple Win |
| Dec 17, 2:44 PM | Kenners158 | Triviabiz | Triple Win |
| Dec 03, 2:53 PM | run216 | My Own Little World | Triple Win |
| Nov 22, 8:45 PM | driver88 | TV Watchers Anonymous | Triple Win |
| Oct 30, 10:43 AM | timydamonkey | The British | Triple Win |
| Oct 25, 3:29 PM | Djinn003 | Pi in the Sky | Triple Win |
| Oct 06, 11:45 PM | jasa9092 | All 50 States | Triple Win |
| Sep 14, 6:18 AM | jogreen | Triviabiz | Triple Win |
| Aug 27, 9:45 AM | Edzell_Blue | The Baby Boomers | Triple Win |
| Jun 20, 10:00 PM | wwwocls | The Calculators | Triple Win |
| May 08, 4:55 AM | Lord_Digby | The Devious Demons | Triple Win |
| Apr 13, 9:00 PM | Yahma | The Cat People | Triple Win |
| Apr 10, 6:06 AM | Masked_Singer | --- | Triple Win |
| Jan 24, 6:56 AM | bradez | Vixens | Triple Win |
| Jan 09, 6:12 AM | SeverinaStar | The Cat People | Triple Win |
| Dec 31, 11:43 AM | JAM6430 | Phoenix Rising | Triple Win |
| Oct 27, 3:06 AM | patrickk | Australian Players | Triple Win |
| Oct 02, 10:49 AM | car101 | No Worries! | Triple Win |
| Aug 13, 2:44 PM | emmal2000uk | Vixens | Triple Win |
| Aug 13, 4:43 AM | blackavar72 | Vixens | Triple Win |
| Aug 12, 4:54 AM | jazh2 | Vixens | Triple Win |
| Jul 19, 10:02 AM | PurpleComet | --- | Triple Win |
| Jul 12, 12:15 PM | Ehmer1 | Midwest USA Players | Triple Win |
| Jul 06, 10:12 AM | PrincessKitty2 | --- | Triple Win |
| Jun 05, 12:00 PM | LeChampion14 | WWE Champions Team | Triple Win |
| May 30, 10:32 PM | snhha | Backwoods Bloomers | Triple Win |
| Apr 18, 8:56 PM | teachdpo | Playing for fun | Triple Win |
| Mar 26, 2:46 PM | christiebohne | Rising Stars of Trivia | Triple Win |
| Dec 24, 9:21 AM | alythman | Old Farts | Triple Win |
| Nov 16, 12:09 AM | Xanadont | The Internationals | Triple Win |
| Oct 28, 11:43 PM | malclave | THE CONSERVATIVES | Triple Win |
| Oct 09, 9:00 PM | matho_77 | The Regal Beagles | Triple Win |
| Sep 09, 11:31 PM | mustardcookies | The Proud Peacocks | Triple Win |
| Sep 06, 7:34 PM | JakeSnake78 | Trivial Pursuit | Triple Win |
| Sep 05, 3:41 PM | psnz | Phoenix Rising | Triple Win |
| Aug 30, 7:45 AM | PCWizKid | Worldwide Wizards | Triple Win |
| Aug 16, 12:07 PM | Tyger36 | THE CONSERVATIVES | Triple Win |
| Jul 30, 6:41 AM | Navybro1970 | The British | Triple Win |
| Jul 18, 12:09 PM | mathbear | The Calculators | Triple Win |
| Jul 03, 6:46 PM | colbymanram | The Meek Shall Inherit | Triple Win |
| Jul 02, 12:45 AM | Linda_Arizona | --- | Triple Win |
| Jun 28, 6:29 PM | clevercatz | The Cat People | Triple Win |
| May 31, 11:32 PM | sw11 | Sports Lovers | Triple Win |
| May 31, 11:02 AM | mesodorklit | Past Times | Triple Win |
| May 20, 10:53 PM | jonathanw55 | No Team here... | Triple Win |
| May 15, 5:14 PM | wjames | The Usual Suspects | Triple Win |
| Apr 26, 4:34 PM | Stoaty | The Cat People | Triple Win |
| Apr 24, 3:52 PM | llz | --- | Triple Win |
| Apr 23, 2:24 AM | Arian64 | --- | Triple Win |