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 |
| Oct 22, 3:28 AM | mg01 | the irish mafia | Smarty Pants |
| Oct 08, 1:34 PM | Williameugene | --- | Smarty Pants |
| Sep 28, 4:18 PM | lobey | --- | Smarty Pants |
| Sep 18, 12:44 PM | sham65 | --- | Smarty Pants |
| Sep 17, 5:19 PM | AllysonM | United States of Trivia | Smarty Pants |
| Sep 13, 9:24 AM | moabmichelle | --- | Smarty Pants |
| Aug 31, 11:52 AM | kingB2 | Triviabiz | Smarty Pants |
| Aug 24, 2:27 AM | pellstate | --- | Smarty Pants |
| Aug 23, 1:35 PM | dlkdlk | All 50 States | Smarty Pants |
| Aug 18, 5:42 PM | clisma | The Internationals | Smarty Pants |
| Aug 16, 12:13 PM | AquarianKitten | The Cat People | Smarty Pants |
| Aug 15, 3:00 PM | Emory44 | Age Is Only a Number | Smarty Pants |
| Aug 05, 8:48 PM | CAPugLuvr | Retired And Loving It | Smarty Pants |
| Aug 05, 8:30 AM | Milkstreet | Geographers | Smarty Pants |
| Aug 04, 1:23 PM | ehjuhkaytid | --- | Smarty Pants |
| Jul 30, 9:42 PM | Ceekay104 | Wise & Winsome Night Owls | Smarty Pants |
| Jul 26, 8:39 AM | QuizzicalChook | --- | Smarty Pants |
| Jul 21, 3:14 PM | Superfi | --- | Smarty Pants |
| Jul 13, 12:10 AM | MichaelShaun63 | Worldwide Trivia Lovers | Smarty Pants |
| Jun 28, 4:54 AM | GazGameMan | Triviabiz | Smarty Pants |
| Jun 24, 4:24 PM | Laffalympics | --- | Smarty Pants |
| Jun 24, 3:10 PM | 1finite | The Calculators | Smarty Pants |
| Jun 16, 2:33 AM | ralfy90 | Wise & Winsome Night Owls | Smarty Pants |
| Jun 15, 3:46 PM | JoseManuel72 | Triviabiz | Smarty Pants |
| Jun 13, 1:16 AM | RIPwtaworld | Worldwide Trivia Lovers | Smarty Pants |
| Jun 08, 4:33 PM | NeuralSpicy | No Worries! | Smarty Pants |
| Jun 08, 2:30 PM | loooooza | --- | Smarty Pants |
| Jun 07, 2:42 PM | Axel11 | --- | Smarty Pants |
| Jun 01, 7:38 PM | Laconical | --- | Smarty Pants |
| May 28, 8:46 PM | Krios275 | Worldwide Wizards | Smarty Pants |
| May 26, 5:27 PM | Knt1922 | --- | Smarty Pants |
| May 23, 10:01 AM | QCharmaine | Worldwide Trivia Lovers | Smarty Pants |
| May 22, 8:23 PM | lilacs70 | All 50 States | Smarty Pants |
| May 22, 3:00 PM | calliep2 | --- | Smarty Pants |
| May 11, 4:35 AM | spiroschris25 | Geographers | Smarty Pants |
| Apr 26, 7:57 AM | SlickWillie68 | --- | Smarty Pants |
| Apr 20, 7:02 PM | TriviaGuy83 | TV Watchers Anonymous | Smarty Pants |
| Apr 11, 8:47 PM | Jenga123 | --- | Smarty Pants |
| Apr 09, 2:13 PM | DrSugarBear | --- | Smarty Pants |
| Mar 26, 7:29 PM | Shamac71 | --- | Smarty Pants |
| Mar 24, 2:58 PM | sciencenerd05 | Geographers | Smarty Pants |
| Mar 23, 11:10 PM | JetsunmaP | Triviabiz | Smarty Pants |
| Mar 14, 8:36 PM | akte1991 | --- | Smarty Pants |
| Mar 12, 1:33 PM | micehell | --- | Smarty Pants |
| Mar 01, 2:58 PM | treardon | Worldwide Wizards | Smarty Pants |
| Mar 01, 8:19 AM | BarkeyBoy | Retired And Loving It | Smarty Pants |
| Feb 27, 9:33 AM | thomas1975 | Cosmic Grin | Smarty Pants |
| Feb 26, 5:23 PM | Wildcat393 | --- | Smarty Pants |
| Feb 23, 7:40 AM | jimike52 | Midwest USA Players | Smarty Pants |
| Feb 05, 12:15 AM | youngstates | Friends of Jesus | Smarty Pants |
| Feb 03, 8:56 PM | SailorSamuel | The Dog People | Smarty Pants |
| Jan 30, 4:44 AM | lynettesue | Supernatural Fans | Smarty Pants |
| Jan 20, 7:24 PM | librarymaz | The Cat People | Smarty Pants |
| Jan 19, 3:17 PM | CodeYodeler | The Cat People | Smarty Pants |
| Jan 16, 9:50 AM | metalhead332 | --- | Smarty Pants |
| Jan 15, 6:26 PM | morel5555 | --- | Smarty Pants |
| Jan 12, 1:13 PM | Thearkman | --- | Smarty Pants |
| Jan 10, 8:07 PM | FinnegansMomma | Midwest USA Players | Smarty Pants |
| Jan 06, 3:55 PM | JazzyJaney | Worldwide Trivia Lovers | Smarty Pants |
| Jan 04, 1:13 PM | Rose605 | The British | Smarty Pants |
| Dec 31, 6:58 AM | KStateProf | Midwest USA Players | Smarty Pants |
| Dec 25, 5:17 AM | NitaMae | --- | Smarty Pants |
| Dec 16, 8:37 AM | matilda71 | --- | Smarty Pants |
| Dec 12, 7:02 PM | jadenlee | --- | Smarty Pants |
| Dec 11, 3:22 AM | Brute33 | New Horizons | Smarty Pants |
| Dec 09, 2:59 AM | CeeDeeJay | The Cat People | Smarty Pants |
| Nov 26, 12:03 PM | Balonyman | Cosmic Grin | Smarty Pants |
| Nov 26, 10:26 AM | Mad-martigan | The Meek Shall Inherit | Smarty Pants |
| Nov 20, 5:29 AM | ShadowBaz | No Worries! | Smarty Pants |
| Nov 10, 8:14 AM | CBJ90 | --- | Smarty Pants |
| Nov 09, 7:03 PM | DangerGirl33 | Playing for fun | Smarty Pants |
| Nov 08, 6:05 AM | Pottysue | Worldwide Trivia Lovers | Smarty Pants |
| Nov 06, 3:02 PM | ClydeToHudson | --- | Smarty Pants |
| Nov 05, 5:33 AM | wetwillie1326 | --- | Smarty Pants |
| Nov 02, 5:06 AM | QuizzySam | The Meek Shall Inherit | Smarty Pants |
| Nov 01, 3:05 AM | Pioris | The Calculators | Smarty Pants |
| Oct 30, 8:32 AM | Fieldbarn | Faithful and True | Smarty Pants |
| Oct 21, 11:03 AM | amynbobmer | The Dog People | Smarty Pants |
| Oct 16, 12:12 PM | HarrySpotter | No Team here... | Smarty Pants |
| Oct 14, 8:12 AM | MsTriviaKitten | The Cat People | Smarty Pants |
| Oct 10, 9:19 AM | Serendipity999 | The Cat People | Smarty Pants |
| Oct 09, 3:03 PM | franEr | --- | Smarty Pants |
| Oct 03, 2:09 PM | nnamarie | Triviabiz | Smarty Pants |
| Oct 02, 8:35 AM | etymonlego | Quiz Makers Guild | Smarty Pants |
| Sep 26, 8:12 PM | JJinz | --- | Smarty Pants |
| Sep 25, 11:53 PM | chrisatlas | Red Hot Silly Beggars | Smarty Pants |
| Sep 24, 4:19 AM | apexdem | Midian | Smarty Pants |
| Sep 23, 6:22 PM | SharpieW14A | The Cat People | Smarty Pants |
| Sep 15, 4:57 AM | dingyskipper | --- | Smarty Pants |
| Sep 11, 7:25 PM | Towerjay1973 | Geographers | Smarty Pants |
| Aug 27, 9:30 AM | Honggui | Worldwide Trivia Lovers | Smarty Pants |
| Aug 21, 7:35 AM | lardyboi | --- | Smarty Pants |
| Aug 18, 1:40 PM | Fulgenzia | --- | Smarty Pants |
| Aug 18, 8:26 AM | HerHighnes | Midian | Smarty Pants |
| Aug 17, 7:47 AM | biguywaco | The Bee's Knees | Smarty Pants |
| Aug 09, 4:35 PM | JJHorner | Misanthropes | Smarty Pants |
| Aug 04, 4:39 PM | BDaven64 | Worldwide Trivia Lovers | Smarty Pants |