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 |
| Feb 12, 6:00 PM | Christiana2 | The Mustard Seeds | Triathlete |
| Feb 10, 12:00 PM | DangerGirl33 | Playing for fun | Triathlete |
| Feb 08, 2:00 AM | TheRemf | The New England Alliance | Triathlete |
| Jan 26, 2:00 PM | dim_dude | The Devious Demons | Triathlete |
| Jan 20, 11:00 PM | Blackjack100 | --- | Triathlete |
| Jan 19, 6:00 AM | AliVei | --- | Triathlete |
| Jan 14, 5:00 AM | Layla5067 | The Devil's Advocates | Triathlete |
| Jan 11, 8:00 PM | Balonyman | --- | Triathlete |
| Jan 10, 3:00 PM | balkerwack | Worldwide Wizards | Triathlete |
| Dec 31, 10:00 AM | zob79 | Romania Team | Triathlete |
| Dec 26, 1:00 PM | macrebbenack | --- | Triathlete |
| Dec 10, 9:00 PM | wodney | --- | Triathlete |
| Dec 06, 9:00 PM | BlueJane | THE Baker's Dozen | Triathlete |
| Dec 01, 11:00 PM | zp2000 | The Cat People | Triathlete |
| Nov 04, 5:00 PM | Raven361 | Cosmic Grin | Triathlete |
| Nov 01, 8:00 AM | teachdpo | Playing for fun | Triathlete |
| Oct 30, 12:00 PM | nnamarie | Triviabiz | Triathlete |
| Oct 08, 6:00 AM | Ehmer1 | Midwest USA Players | Triathlete |
| Oct 04, 5:00 AM | Dankooo | --- | Triathlete |
| Oct 03, 9:00 PM | chrisatlas | Red Hot Silly Beggars | Triathlete |
| Sep 23, 7:00 AM | Towerjay1973 | Geographers | Triathlete |
| Sep 14, 7:00 AM | IYAR99 | Kilted Kangas | Triathlete |
| Sep 01, 6:00 AM | Honggui | Worldwide Trivia Lovers | Triathlete |
| Aug 27, 4:00 PM | Yahma | The Cat People | Triathlete |
| Aug 12, 3:00 PM | LeoDaVinci | The Lost Connection | Triathlete |
| Aug 05, 6:00 AM | genetheking | Midwest USA Players | Triathlete |
| Jul 30, 6:00 PM | rileys2003 | Writer's Block | Triathlete |
| Jul 26, 12:00 PM | self-control | Friends of Jesus | Triathlete |
| Jul 19, 11:00 PM | Kalibre | Funsters | Triathlete |
| Jul 17, 7:00 AM | TPO0831 | All 50 States | Triathlete |
| Jun 26, 8:00 PM | Muddypups | --- | Triathlete |
| Jun 26, 10:00 AM | rahonavis | Worldwide Wizards | Triathlete |
| Jun 21, 2:00 PM | jento1610 | --- | Triathlete |
| Jun 21, 8:00 AM | PARTSDUDE | THE Baker's Dozen | Triathlete |
| Jun 20, 12:00 PM | Ju87 | --- | Triathlete |
| Jun 13, 6:00 PM | PatsyCline | --- | Triathlete |
| May 31, 2:00 AM | fgrozalen | The Devil's Advocates | Triathlete |
| May 24, 11:00 AM | James_Blonde | No Team here... | Triathlete |
| May 19, 7:00 PM | grompit | Triviabiz | Triathlete |
| May 10, 5:00 PM | koalablu | Australian Players | Triathlete |
| May 09, 9:00 PM | evilmick44 | Australian Players | Triathlete |
| May 08, 9:00 AM | Redrover1964 | Retired And Loving It | Triathlete |
| Apr 19, 12:00 PM | mfthfarid | The Internationals | Triathlete |
| Apr 11, 4:00 PM | Datsmeharse | Pi in the Sky | Triathlete |
| Apr 04, 9:00 AM | JepRD | No Team here... | Triathlete |
| Mar 28, 12:00 PM | Paulinus | TEAM B.C. | Triathlete |
| Mar 25, 5:00 PM | suzypee | CLIQUE-KICKERS | Triathlete |
| Mar 17, 7:00 PM | TMC2OPC | Faithful and True | Triathlete |
| Mar 07, 6:00 AM | violet71 | The British | Triathlete |
| Mar 06, 8:00 AM | jukebox54 | --- | Triathlete |
| Feb 17, 12:00 AM | kenii | --- | Triathlete |
| Feb 12, 10:00 AM | fado72 | The Internationals | Triathlete |
| Feb 01, 3:00 AM | RIPwtaworld | Worldwide Trivia Lovers | Triathlete |
| Jan 28, 2:00 PM | fryout | The Moops | Triathlete |
| Jan 27, 4:00 PM | gemellus | --- | Triathlete |
| Jan 27, 2:00 AM | agglida | Writer's Block | Triathlete |
| Dec 13, 3:00 AM | spaceowl | Yorkshire and Proud | Triathlete |
| Dec 10, 2:00 PM | Nolarabbit | The Cat People | Triathlete |
| Dec 09, 11:00 AM | zacd | --- | Triathlete |
| Dec 03, 3:00 PM | jtfonz | Movie Buffs | Triathlete |
| Nov 24, 6:00 AM | slay01 | The Bee's Knees | Triathlete |
| Nov 17, 10:00 AM | CMY0822 | Faithful and True | Triathlete |
| Nov 17, 6:00 AM | GeikeGorge | --- | Triathlete |
| Nov 16, 10:00 PM | NTMG2000 | Geographers | Triathlete |
| Nov 15, 12:00 AM | hellobion | The Meek Shall Inherit | Triathlete |
| Nov 11, 9:00 PM | camly75 | Geographers | Triathlete |
| Nov 09, 10:00 AM | powcig | Epicosity | Triathlete |
| Nov 02, 12:00 PM | Dreessen | Children of Terra | Triathlete |
| Nov 01, 3:00 PM | Scooby83 | The Usual Suspects | Triathlete |
| Oct 06, 3:00 PM | squintykids | --- | Triathlete |
| Oct 05, 7:00 AM | SimonySeller | The Cat People | Triathlete |
| Oct 03, 9:00 AM | ken kramer | The Calculators | Triathlete |
| Oct 01, 10:00 PM | diplock | The Devious Demons | Triathlete |
| Sep 24, 9:00 PM | da-buzz | --- | Triathlete |
| Sep 24, 6:00 PM | ARavenstone | --- | Triathlete |
| Sep 21, 3:00 AM | FREEDOM49 | Age Is Only a Number | Triathlete |
| Sep 13, 7:00 AM | madison_17 | Almost Angels | Triathlete |
| Aug 26, 3:00 PM | WizardTrueStar | --- | Triathlete |
| Aug 14, 2:00 PM | Eryops17 | Movie Buffs | Triathlete |
| Aug 11, 12:00 PM | Carouser | Chatgames | Triathlete |
| Aug 10, 11:00 PM | wotsmeiname | --- | Triathlete |
| Jul 31, 11:00 PM | elbowmacaroni2 | --- | Triathlete |
| Jul 30, 4:00 PM | Mpproch | --- | Triathlete |
| Jul 29, 3:00 PM | RedHook13 | New York State Folks | Triathlete |
| Jul 28, 11:00 PM | bergmania | Geographers | Triathlete |
| Jul 22, 8:00 AM | ProfPlum85 | --- | Triathlete |
| Jul 20, 9:00 PM | Tiges | --- | Triathlete |
| Jul 18, 9:00 AM | hitch46 | Funsters | Triathlete |
| Jun 25, 4:00 AM | BrightonDragon | Old Farts | Triathlete |
| Jun 24, 11:00 AM | nikkanikachu | Funsters | Triathlete |
| Jun 23, 5:00 PM | Atticus24 | Movie Buffs | Triathlete |
| Jun 20, 6:00 AM | Consider | The Meek Shall Inherit | Triathlete |