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, 4:18 PM | Mazee1 | THE CONSERVATIVES | The Winner Takes it All 2 |
| May 08, 7:39 AM | Lord_Digby | Triviabiz | The Winner Takes it All 2 |
| Apr 24, 3:42 PM | Masked_Singer | --- | The Winner Takes it All 2 |
| Feb 16, 8:48 PM | BigTriviaDawg | Phoenix Rising | The Winner Takes it All 2 |
| Jul 03, 5:59 PM | tornadosteve | The Proud Peacocks | The Winner Takes it All 2 |
| Jun 18, 12:40 AM | christiebohne | Rising Stars of Trivia | The Winner Takes it All 2 |
| Dec 09, 12:16 PM | masfon | Retired And Loving It | The Winner Takes it All 2 |
| Sep 04, 7:05 PM | mustardcookies | The Proud Peacocks | The Winner Takes it All 2 |
| Dec 08, 7:50 PM | SLAPSHOT4 | The Calculators | The Winner Takes it All 2 |
| Dec 04, 1:20 PM | Democropolis | The Devious Demons | The Winner Takes it All 2 |
| Dec 01, 3:23 PM | ArlingtonVA | classicalmusic/mensan | The Winner Takes it All 2 |
| Nov 28, 1:14 PM | postcards2go | The Regal Beagles | The Winner Takes it All 2 |
| Nov 22, 10:09 PM | fado72 | The Internationals | The Winner Takes it All 2 |
| Nov 18, 8:30 AM | kstyle53 | Worldwide Wizards | The Winner Takes it All 2 |
| Nov 04, 9:33 AM | cardsfan_027 | Phoenix Rising | The Winner Takes it All 2 |
| Sep 02, 8:17 PM | Rizeeve | Phoenix Rising | The Winner Takes it All 2 |
| Aug 02, 6:10 AM | mike32768 | Phoenix Rising | The Winner Takes it All 2 |
| May 19, 5:04 AM | Matthew_07 | Phoenix Rising | The Winner Takes it All 2 |
| Jan 19, 2:48 AM | dtan | --- | The Winner Takes it All 2 |
| Sep 29, 4:30 PM | MissCirrus | Writer's Block | The Winner Takes it All 2 |
| Jun 03, 10:18 AM | The_Rubiks | THE CONSERVATIVES | The Winner Takes it All 2 |
| Jan 25, 2:14 PM | Chawthor | The Calculators | The Winner Takes it All 2 |
| Dec 07, 2:40 AM | 1nn1 | Phoenix Rising | The Winner Takes it All 2 |
| Jul 18, 5:44 PM | Kez_Tifa | The Calculators | The Winner Takes it All 2 |
| Jul 09, 5:57 PM | AlexT781 | Atheist Quizzers | The Winner Takes it All 2 |
| May 01, 1:10 AM | Xanadont | The Internationals | The Winner Takes it All 2 |
| Apr 27, 5:31 PM | OswaldEllie | The Devious Demons | The Winner Takes it All 2 |
| Apr 26, 3:14 PM | Gumby1967 | The Internationals | The Winner Takes it All 2 |
| Apr 26, 5:23 AM | nizard | Atheist Quizzers | The Winner Takes it All 2 |
| Mar 31, 10:09 AM | LoveAnimals555 | The Dog People | The Winner Takes it All 2 |
| Mar 05, 8:03 PM | pjmjlm | The Cat People | The Winner Takes it All 2 |
| Jan 25, 6:40 AM | Collybird | The British | The Winner Takes it All 2 |
| Dec 19, 4:38 PM | pehinhota | New Horizons | The Winner Takes it All 2 |
| Dec 11, 1:00 PM | JudithCrafard | New Horizons | The Winner Takes it All 2 |
| Oct 11, 12:16 AM | M00se88 | Wise & Winsome Night Owls | The Winner Takes it All 2 |
| Oct 09, 6:20 AM | Wintney | --- | The Winner Takes it All 2 |
| Oct 06, 7:38 AM | Brudge | European Players | The Winner Takes it All 2 |
| Sep 09, 1:20 AM | caz231231 | Writer's Block | The Winner Takes it All 2 |
| Aug 21, 4:38 PM | floatingbob | Best of the West | The Winner Takes it All 2 |
| Apr 27, 5:57 AM | Sprink1234 | Movie Buffs | The Winner Takes it All 2 |
| Mar 12, 8:55 PM | snhha | Backwoods Bloomers | The Winner Takes it All 2 |
| Mar 03, 10:11 PM | El_Shinobi | --- | The Winner Takes it All 2 |
| Feb 02, 11:41 PM | RAILRD | THE JOY | The Winner Takes it All 2 |
| Feb 02, 11:02 AM | RufusDufus | THE JOY | The Winner Takes it All 2 |
| Jan 31, 7:54 PM | johnnyy2k | CLIQUE-KICKERS | The Winner Takes it All 2 |
| Jan 24, 3:39 AM | leith90 | Phoenix Rising | The Winner Takes it All 2 |
| Jan 23, 4:31 AM | jasa9092 | CLIQUE-KICKERS | The Winner Takes it All 2 |
| Jan 15, 3:15 AM | mazza47 | The Cat People | The Winner Takes it All 2 |
| Dec 27, 9:27 PM | MJozsi | The PC Minecraft Pros | The Winner Takes it All 2 |
| Dec 05, 10:50 AM | genoveva | The Devious Demons | The Winner Takes it All 2 |
| Nov 08, 10:17 PM | SCIENCEKING_00 | --- | The Winner Takes it All 2 |
| Oct 31, 9:36 AM | ClarkyB | The Moops | The Winner Takes it All 2 |
| Aug 08, 10:20 PM | neobowler | The Devil's Advocates | The Winner Takes it All 2 |
| Aug 06, 8:13 AM | namrewsna | Wisdom of the Fool | The Winner Takes it All 2 |
| Apr 23, 5:42 PM | Chuckles585 | The British | The Winner Takes it All 2 |
| Mar 12, 1:16 AM | MrNobody97 | Age Is Only a Number | The Winner Takes it All 2 |
| Mar 04, 12:31 PM | Upstart3 | The Internationals | The Winner Takes it All 2 |
| Mar 01, 3:20 PM | rayvendragon | The New England Alliance | The Winner Takes it All 2 |
| Mar 01, 2:55 PM | snoopu | The New England Alliance | The Winner Takes it All 2 |
| Feb 20, 12:55 PM | Sethdv7 | Trivially Challenged | The Winner Takes it All 2 |
| Feb 10, 9:49 PM | rose_l | Old Farts | The Winner Takes it All 2 |
| Dec 19, 7:21 PM | Larry1624 | --- | The Winner Takes it All 2 |
| Nov 18, 4:55 PM | jon541 | LIGHTHEARTED RETURN | The Winner Takes it All 2 |
| Aug 25, 1:12 PM | Eebs | classicalmusic/mensan | The Winner Takes it All 2 |
| Jun 26, 2:31 AM | ayu29 | The Devil's Advocates | The Winner Takes it All 2 |
| Mar 05, 7:17 PM | not_publius | The Cat People | The Winner Takes it All 2 |
| Feb 28, 4:41 PM | daver852 | Worldwide Wizards | The Winner Takes it All 2 |
| Feb 28, 10:21 AM | mpkitty | Thunder Chicken | The Winner Takes it All 2 |
| Dec 20, 12:14 AM | Emma058 | Red Hot Silly Beggars | The Winner Takes it All 2 |
| Dec 16, 9:05 PM | dcpddc478 | Red Hot Silly Beggars | The Winner Takes it All 2 |
| Nov 14, 1:04 PM | LBaggins | The Devious Demons | The Winner Takes it All 2 |
| Nov 12, 7:27 AM | rhosyn | --- | The Winner Takes it All 2 |
| Nov 06, 2:48 AM | astir | The Beeronians | The Winner Takes it All 2 |
| Nov 05, 10:56 AM | dippo | Triviabiz | The Winner Takes it All 2 |
| Nov 03, 2:28 PM | brewmasterjohn | --- | The Winner Takes it All 2 |
| Oct 18, 8:48 PM | windrush | No Worries! | The Winner Takes it All 2 |
| Oct 13, 7:22 AM | sam388 | The Calculators | The Winner Takes it All 2 |
| Aug 06, 9:43 PM | coachpauly | LIONS! | The Winner Takes it All 2 |
| Jun 16, 12:44 PM | Blackdresss | Tesla Coil | The Winner Takes it All 2 |
| Apr 04, 8:51 AM | dirtyharry2489 | Movie Buffs | The Winner Takes it All 2 |
| Mar 08, 10:43 AM | annetto | Ghosts | The Winner Takes it All 2 |
| Feb 11, 4:14 PM | momonaco | Old Farts | The Winner Takes it All 2 |