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 24, 1:30 AM | snadnerb | Funsters | Daily Buccaneer |
| Apr 23, 2:37 PM | Mazee1 | THE CONSERVATIVES | Daily Buccaneer |
| Apr 16, 12:06 AM | gmackematix | English Group | Daily Buccaneer |
| Apr 11, 2:05 AM | lethisen250582 | League of Nations | Daily Buccaneer |
| Apr 07, 12:30 AM | i-a-n | Old Farts | Daily Buccaneer |
| Apr 06, 10:47 AM | scottm | Trivia Geeks | Daily Buccaneer |
| Mar 28, 11:46 PM | kingramstone | USA West Coast | Daily Buccaneer |
| Mar 28, 2:15 PM | cdecrj | South African players | Daily Buccaneer |
| Mar 26, 12:07 AM | Yowser | --- | Daily Buccaneer |
| Mar 08, 12:06 AM | pfryguy | --- | Daily Buccaneer |
| Mar 07, 1:47 PM | cpcsguru | Best of the West | Daily Buccaneer |
| Mar 05, 1:11 PM | rivenproctor | The British | Daily Buccaneer |
| Mar 02, 2:58 AM | cleeclope | TV Watchers Anonymous | Daily Buccaneer |
| Feb 27, 4:42 AM | europium | Vixens | Daily Buccaneer |
| Feb 18, 12:47 PM | Sighthound | Funsters | Daily Buccaneer |
| Feb 13, 10:19 AM | Aiyetoro | Friends of Jesus | Daily Buccaneer |
| Feb 12, 10:01 AM | umgah | British Brains | Daily Buccaneer |
| Feb 10, 8:56 PM | Shadman11 | The Internationals | Daily Buccaneer |
| Feb 07, 9:53 AM | Andyboy2021 | The Proud Peacocks | Daily Buccaneer |
| Feb 06, 5:03 PM | Steelflower75 | The Cat People | Daily Buccaneer |
| Feb 06, 12:06 AM | Iva9Brain | Playing for fun | Daily Buccaneer |
| Feb 03, 2:50 AM | Ian1964 | Yorkshire and Proud | Daily Buccaneer |
| Feb 02, 12:06 AM | kented | --- | Daily Buccaneer |
| Jan 28, 12:06 AM | odysseas | Geographers | Daily Buccaneer |
| Jan 25, 5:28 AM | gracemercy1 | The White Angels | Daily Buccaneer |
| Jan 24, 1:37 PM | YesImPhoenix | The Devil's Advocates | Daily Buccaneer |
| Jan 13, 10:27 PM | Trivia_Fan54 | Canadian Players | Daily Buccaneer |
| Jan 11, 12:06 AM | rascal2 | Writer's Block | Daily Buccaneer |
| Dec 29, 11:50 AM | SueLane | --- | Daily Buccaneer |
| Dec 27, 12:06 AM | njbruce | Old Farts | Daily Buccaneer |
| Dec 17, 10:34 AM | Brnate | Adz Mates | Daily Buccaneer |
| Dec 17, 8:32 AM | aandp1955 | Best of the West | Daily Buccaneer |
| Dec 07, 12:06 AM | mulder52 | Writer's Block | Daily Buccaneer |
| Dec 06, 12:56 PM | budhi7 | Best of the West | Daily Buccaneer |
| Nov 22, 4:10 PM | Democropolis | The Devious Demons | Daily Buccaneer |
| Nov 20, 4:47 PM | realmccoy72 | --- | Daily Buccaneer |
| Nov 06, 12:03 PM | kkt | No Team here... | Daily Buccaneer |
| Nov 03, 10:09 AM | Pennysworth | --- | Daily Buccaneer |
| Oct 24, 8:31 PM | Autrement | Wise & Winsome Night Owls | Daily Buccaneer |
| Oct 09, 5:09 PM | max_brand1 | The Moops | Daily Buccaneer |
| Sep 30, 3:20 PM | 2ruse | Red Hot Silly Beggars | Daily Buccaneer |
| Sep 29, 3:09 PM | jackslade | New Horizons | Daily Buccaneer |
| Sep 27, 11:36 PM | mulligas | Totally Trivia | Daily Buccaneer |
| Sep 27, 4:30 PM | NewBestFriend | --- | Daily Buccaneer |
| Sep 23, 8:52 AM | LancYorkYank | Red Hot Silly Beggars | Daily Buccaneer |
| Sep 21, 5:35 AM | Edzell_Blue | --- | Daily Buccaneer |
| Sep 12, 5:27 PM | Coromom | All 50 States | Daily Buccaneer |
| Sep 10, 3:48 PM | blake_aus_nsw | Australian Players | Daily Buccaneer |
| Sep 07, 12:06 AM | bockek01 | Kindred Spirits | Daily Buccaneer |
| Aug 25, 12:56 PM | ramses22 | Kindred Spirits | Daily Buccaneer |
| Aug 23, 4:19 PM | kathypovey | Retired And Loving It | Daily Buccaneer |
| Aug 18, 11:40 PM | Mark2617 | --- | Daily Buccaneer |
| Aug 15, 8:08 PM | WhiskeyZulu | The Mustard Seeds | Daily Buccaneer |
| Aug 09, 10:20 AM | driver88 | TV Watchers Anonymous | Daily Buccaneer |
| Aug 08, 7:54 PM | CIOCIA | Heaven's Angels | Daily Buccaneer |
| Aug 07, 1:01 PM | lidna | The Calculators | Daily Buccaneer |
| Jul 30, 2:41 PM | Yahma | Geographers | Daily Buccaneer |
| Jul 27, 10:27 AM | hilhanes | Just Regular People | Daily Buccaneer |
| Jul 26, 7:49 AM | Squalus | Old Farts | Daily Buccaneer |
| Jul 24, 1:50 PM | tag11 | TV Watchers Anonymous | Daily Buccaneer |
| Jul 21, 9:55 AM | bobby82 | Rednecks Do Have Grey Matter | Daily Buccaneer |
| Jul 12, 2:20 AM | getuff | Best of the West | Daily Buccaneer |
| Jul 09, 11:15 AM | chang50 | European Players | Daily Buccaneer |
| Jun 28, 1:00 AM | woodychandler | The Devious Demons | Daily Buccaneer |
| Jun 25, 9:15 AM | jwwells | The Bee's Knees | Daily Buccaneer |
| Jun 08, 5:15 PM | Chucklemel | The Devious Demons | Daily Buccaneer |
| Jun 08, 3:56 PM | toadette | Canadian Players | Daily Buccaneer |
| May 25, 3:22 PM | lfranich90 | USA West Coast | Daily Buccaneer |
| May 25, 7:56 AM | Bowler413 | The Moops | Daily Buccaneer |
| May 24, 4:21 AM | bluepeter46 | Playing for fun | Daily Buccaneer |
| May 21, 1:41 AM | christiebohne | Rising Stars of Trivia | Daily Buccaneer |
| May 18, 10:01 AM | rahonavis | Worldwide Wizards | Daily Buccaneer |
| May 16, 1:04 PM | winston1 | Worldwide Wizards | Daily Buccaneer |
| May 03, 12:09 AM | PenguinHero | New Zealanders | Daily Buccaneer |
| May 03, 12:09 AM | bopeep | --- | Daily Buccaneer |
| Apr 28, 3:26 PM | quized | Heaven's Angels | Daily Buccaneer |
| Apr 16, 10:22 AM | Catja | classicalmusic/mensan | Daily Buccaneer |
| Apr 01, 12:06 AM | Mikeytrout44 | CLIQUE-KICKERS | Daily Buccaneer |
| Mar 06, 11:41 AM | lalapad | --- | Daily Buccaneer |
| Feb 08, 7:06 PM | teachdpo | Playing for fun | Daily Buccaneer |
| Feb 05, 9:02 PM | MikeyGee | Galt's Gulch Groupies | Daily Buccaneer |
| Jan 29, 5:51 PM | runaway_drive | The Internationals | Daily Buccaneer |
| Jan 26, 7:09 AM | da_man11 | classicalmusic/mensan | Daily Buccaneer |
| Jan 21, 2:58 PM | golfnut66 | Playing for fun | Daily Buccaneer |
| Jan 08, 7:04 AM | Stoaty | The Cat People | Daily Buccaneer |
| Jan 07, 9:13 AM | ranjanbest | Dream Weavers | Daily Buccaneer |
| Dec 30, 12:51 AM | Hando | Australian Players | Daily Buccaneer |
| Dec 29, 10:18 PM | riverboatqueen | --- | Daily Buccaneer |
| Dec 16, 12:05 AM | CaJiPaDo | The British | Daily Buccaneer |
| Dec 15, 3:13 PM | blackavar72 | Vixens | Daily Buccaneer |
| Dec 14, 3:13 AM | bagudina | European Players | Daily Buccaneer |
| Dec 13, 12:07 AM | whatabaron | No Team here... | Daily Buccaneer |
| Dec 06, 11:10 AM | tikal700 | Red Hot Silly Beggars | Daily Buccaneer |
| Nov 28, 9:14 AM | SkipToggle | Geographers | Daily Buccaneer |
| Nov 10, 7:43 AM | Ehmer1 | Midwest USA Players | Daily Buccaneer |
| Oct 15, 7:26 AM | yyoung | --- | Daily Buccaneer |
| Oct 13, 7:11 PM | Katzi428 | The Cat People | Daily Buccaneer |
| Sep 14, 12:02 AM | szabs | The Internationals | Daily Buccaneer |
| Sep 10, 4:14 PM | jrroecks | No Team here... | Daily Buccaneer |
| Sep 03, 12:02 AM | HeidiErdahl | The Homo Sapiens | Daily Buccaneer |