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 |
| May 22, 3:36 AM | Fenwayfan60 | --- | Crossword |
| May 21, 9:36 PM | jddrsi_raven | Friends of Jesus | Crossword |
| May 12, 9:35 PM | 4wally | The Bee's Knees | Crossword |
| Mar 18, 3:35 PM | Mistigris | The Cat People | Crossword |
| Feb 28, 9:35 PM | Edzell_Blue | The Baby Boomers | Crossword |
| Feb 16, 3:35 PM | 7Kat7 | LIGHTHEARTED RETURN | Crossword |
| Feb 06, 9:36 PM | Userandy | No Team here... | Crossword |
| Feb 05, 3:36 AM | orinocowomble | Writer's Block | Crossword |
| Feb 04, 9:35 PM | shoeman425 | All 50 States | Crossword |
| Jan 25, 9:36 PM | golfmom08 | THE CONSERVATIVES | Crossword |
| Jan 20, 9:35 AM | finalgirl | Midian | Crossword |
| Dec 23, 3:36 AM | GBfan | The Calculators | Crossword |
| Dec 03, 9:35 PM | JGal321 | Triviabiz | Crossword |
| Nov 23, 9:35 PM | granpa46 | Wise & Winsome Night Owls | Crossword |
| Nov 21, 9:35 PM | Datsmeharse | Pi in the Sky | Crossword |
| Nov 07, 9:35 AM | Fifiscot | No Worries! | Crossword |
| Oct 31, 3:35 PM | nnamarie | Triviabiz | Crossword |
| Oct 19, 9:35 PM | amarie94903 | --- | Crossword |
| Oct 05, 3:35 PM | Bugnutz | The Cat People | Crossword |
| Oct 04, 9:35 AM | patrickk | Australian Players | Crossword |
| Aug 22, 3:35 AM | blackavar72 | Vixens | Crossword |
| Aug 19, 3:35 AM | theroachman | savoy truffle | Crossword |
| Aug 14, 9:35 PM | kitter96 | Heaven's Angels | Crossword |
| Aug 03, 9:35 PM | Thbigbopper | The White Angels | Crossword |
| Jul 30, 9:36 PM | gogetem | No Team here... | Crossword |
| Jul 13, 3:36 AM | Baldfroggie | Triviabiz | Crossword |
| Jun 24, 3:35 AM | njbruce | Old Farts | Crossword |
| Jun 05, 9:35 AM | tad152 | --- | Crossword |
| Jun 02, 9:35 PM | LadyM5 | --- | Crossword |
| May 29, 3:35 AM | lillithanne | The Cat People | Crossword |
| May 16, 9:35 PM | ramses22 | Kindred Spirits | Crossword |
| May 16, 9:35 AM | mensa58 | classicalmusic/mensan | Crossword |
| Apr 22, 3:35 AM | violet71 | The British | Crossword |
| Apr 18, 3:35 PM | Trufflesss | Funsters | Crossword |
| Apr 03, 9:35 AM | Raven361 | Cosmic Grin | Crossword |
| Mar 19, 9:35 AM | Jdoerr | --- | Crossword |
| Feb 20, 3:36 PM | jackslade | New Horizons | Crossword |
| Feb 20, 3:36 PM | Quizaddict1 | The Moops | Crossword |
| Feb 16, 3:37 AM | Kalibre | Funsters | Crossword |
| Jan 14, 9:35 AM | lg549 | Phoenix Rising | Crossword |
| Jan 12, 9:35 PM | sabbaticalfire | The Devious Demons | Crossword |
| Jan 07, 3:35 PM | Dreessen | Children of Terra | Crossword |
| Jan 01, 9:35 AM | alythman | Old Farts | Crossword |
| Dec 16, 3:35 PM | daveguth | Washingtonians | Crossword |
| Nov 27, 3:35 AM | ertrum | Quiz Makers Guild | Crossword |
| Nov 17, 3:36 AM | flynnmcalnis | Australian Players | Crossword |
| Nov 16, 9:35 AM | angostura | CLIQUE-KICKERS | Crossword |
| Nov 08, 9:35 PM | PhNurse | The Bee's Knees | Crossword |
| Oct 30, 3:35 PM | jeremygilbert | English Group | Crossword |
| Oct 28, 9:35 PM | purplecat | The Dog People | Crossword |
| Sep 23, 3:35 AM | SixShutouts66 | Pi in the Sky | Crossword |
| Aug 21, 3:35 PM | MissCirrus | Writer's Block | Crossword |
| Aug 20, 3:35 PM | cleeclope | TV Watchers Anonymous | Crossword |
| Aug 04, 9:35 PM | woodychandler | Veterans' Day! | Crossword |
| Jul 27, 9:35 AM | misdiaslocos | The Internationals | Crossword |
| Jul 13, 3:35 PM | jalmlof | All 50 States | Crossword |
| Jul 06, 9:35 AM | LancYorkYank | Red Hot Silly Beggars | Crossword |
| Jun 14, 9:36 AM | pusdoc | Phoenix Rising | Crossword |
| May 27, 9:35 PM | teachdpo | Playing for fun | Crossword |
| May 16, 3:35 PM | RJOhio | The Calculators | Crossword |
| May 07, 3:35 PM | Mikeytrout44 | CLIQUE-KICKERS | Crossword |
| May 03, 9:35 PM | Maybeline5 | Retired And Loving It | Crossword |
| Apr 26, 3:35 PM | ed1493 | Dalton Family | Crossword |
| Apr 03, 3:35 PM | pfryguy | --- | Crossword |
| Mar 31, 9:35 AM | Bowler413 | The Moops | Crossword |
| Mar 23, 9:35 PM | Catreona | The Calculators | Crossword |
| Mar 18, 3:35 PM | MikeyGee | Galt's Gulch Groupies | Crossword |
| Mar 01, 9:35 AM | slay01 | The Bee's Knees | Crossword |
| Feb 25, 9:35 AM | Gary10 | USS Enterprise | Crossword |
| Feb 16, 9:35 PM | colbymanram | The Meek Shall Inherit | Crossword |
| Feb 11, 9:35 AM | stredman | Triviabiz | Crossword |
| Feb 08, 9:35 PM | Reamar42 | All 50 States | Crossword |
| Jan 08, 3:35 PM | drwinsac | Best of the West | Crossword |
| Dec 13, 3:35 PM | Aiyetoro | Friends of Jesus | Crossword |
| Nov 09, 3:35 PM | ZWOZZE | The Cat People | Crossword |
| Nov 06, 9:35 AM | Winegirl718 | The Usual Suspects | Crossword |
| Sep 17, 9:35 AM | Stoaty | The Cat People | Crossword |
| Aug 27, 9:35 AM | apapa | Old Farts | Crossword |
| Aug 12, 9:35 PM | jackseleven | --- | Crossword |
| Jul 23, 3:35 PM | kjshear | THE Baker's Dozen | Crossword |
| Jul 03, 9:35 PM | winston1 | Worldwide Wizards | Crossword |
| Jun 16, 9:35 PM | jazh2 | Vixens | Crossword |
| May 09, 3:35 PM | Poppet18 | No Team here... | Crossword |
| May 01, 3:35 PM | BullsGold | The Meek Shall Inherit | Crossword |
| Apr 29, 3:35 AM | Changeling_de | The Devil's Advocates | Crossword |
| Apr 26, 3:35 PM | driver88 | TV Watchers Anonymous | Crossword |
| Apr 11, 9:35 AM | miranda101 | Rhinoceros | Crossword |
| Mar 18, 9:35 PM | malclave | THE CONSERVATIVES | Crossword |
| Mar 18, 3:35 PM | colavs33 | No Team here... | Crossword |
| Jan 15, 9:34 PM | SeverinaStar | The Cat People | Crossword |
| Oct 09, 9:34 AM | Chinook1 | Just Regular People | Crossword |
| Oct 07, 9:34 AM | Peachie13 | Vixens | Crossword |
| Oct 07, 9:34 AM | mulder100 | Old Farts | Crossword |
| Oct 06, 3:34 AM | Linda_Arizona | --- | Crossword |
| Oct 04, 3:34 PM | Trivia_Fan54 | Canadian Players | Crossword |
| Sep 29, 3:34 AM | Alliebaba777 | No Worries! | Crossword |
| Sep 26, 3:34 PM | Southendboy | The British | Crossword |
| Jun 18, 9:34 PM | ZachBlairsden | --- | Crossword |
| Jun 15, 9:34 AM | underscored | New Horizons | Crossword |
| May 02, 3:34 PM | Catja | classicalmusic/mensan | Crossword |