| 1. | Kubz Scouts | My Best Friend Helps Me With The EASIEST Riddles That People Can't Solve.. | Riddles w/ Gloom | 228,366 | |
| 2. | Kubz Scouts | SAVAGE MYSTERY RIDDLES THAT ARE SO OBVIOUS YOU'LL FEEL DUMB | Riddles w/ Gloom | 122,059 | |
| 3. | Kubz Scouts | IF YOU CAN'T SOLVE THESE EASY RIDDLES, YOU HAVE A SMALL BRAIN | Riddles w/ Gloom | 116,874 | |
| 4. | Kubz Scouts | Nasty Mystery Riddles To HACK Your Innocent Mind | Riddles w/ Gloom | 111,345 | |
| 5. | Kubz Scouts | YOU’RE TOO YOUNG FOR THESE LOVE RIDDLES IF YOU CAN'T SOLVE THEM | Riddles w/ Gloom | 106,677 | |
| 6. |  Gloom | GLOOM TRIES CRYOTHERAPY w/ Azzyland | 103,319 | |
| 7. | Kubz Scouts | YOUR CHOICES TO THESE RIDDLES REVEAL YOUR TRUE CHARACTER | Riddles w/ Gloom | 102,550 | |
| 8. |  LaurenZside | Answering SCARY RIDDLES Meant for Gloom ...But I'm NOT Gloom 😱 | 100,873 | |
| 9. | Kubz Scouts | I Asked My Best Friend Gloom To Help Me Solve The World's EASIEST Riddles.. (We Failed) | 98,983 | |
| 10. | LaurenZside | Slendytubbies 3 with Yammy & Gloom | 72,950 | |
| 11. | LaurenZside | Messed up MYSTERY RIDDLES to Test SURVIVAL Skills w/ Gloom | 71,937 | |
| 12. | Kubz Scouts | HORROR RIDDLES SO SAVAGE IT'LL HAUNT YOUR DREAMS TONIGHT | Riddles w/ Gloom | 71,713 | |
| 13. | Kubz Scouts | Savage Mystery Riddles That Will Mess You Up For LIFE | Riddles w/ Gloom | 67,115 | |
| 14. | Kubz Scouts | BRING YOUR FRIENDS TO THE DEEP WEB! | Welcome To The Game (With GloomGames) | 65,962 | |
| 15. | berleezy | THE MOST JUMPSCARES EVER. | Devour w/ @Gloom, @thekubzscouts & @POiiSED | 60,373 | |
| 16. | Kubz Scouts | IF YOU CAN'T SOLVE THESE CHEATING RIDDLES, YOU'RE GETTING CHEATED ON | Riddles w/ Gloom | 53,894 | |
| 17. | Kubz Scouts | i Asked My Best Friend Gloom To Help Me Solve The World's HARDEST Riddles (Sike) | 51,406 | |
| 18. | Kubz Scouts | BIG BRAIN ENERGY IS NEEDED FOR THESE CONFUSING RIDDLES | Riddles w/ Gloom | 48,768 | |
| 19. | Kubz Scouts | I Bet My Friendship With Gloom That You Can't Solve These Riddles (You Won't) | 48,016 | |
| 20. | Gloom | RUNNING on a VIRTUAL Roller Coaster | Oculus Rift DK2 | 32,014 | |
| 21. | Gloom | 🔴 Professional Ghost Hunters: Gloom, Smajor, Captain Sparklez, Kara Corvus | 31,097 | |
| 22. | Gloom | OBEDIENT WIFE SIMULATOR - A Good Wife | 30,818 | |
| 23. | Gloom | STRANGELY EROTIC GAME - Plug & Play | 29,031 | |
| 24. | Gloom | GLOOM DANCE (BEHIND THE SCENES) | 17,962 | |
| 25. | iHasCupquake | HOW DO INTERNET - Google Feud w/ Gloom Games! | 15,758 | |
| 26. |  Yammy | Scream For Tubby Custard | Slendytubbies 3 w/LaurenZSide & Gloom | 14,775 | |
| 27. | Gloom | HORROR SWEATS CONTINUE [WARNING: GRAPHIC] - The Park pt.2 | 13,913 | |
| 28. | Gloom | THIS DOESN'T COUNT AS CHEATING... does it? - Hey Love, Adam pt. 4 | 13,194 | |
| 29. | Gloom | RIDIN' DIRTY - Rides With Strangers (Demo) | 8,001 | |
| 30. | Gloom | LOVE STARVED AND DESPERATE - Will You Press the Button? | 7,722 | |
| 31. | Gloom | TEACHING HER HOW TO BE HUMAN - Carpe Diem 2 | 6,915 | |
| 32. | Gloom | I NEARLY SH*T MY DAMN SHORTS - DREAD HALLS | 6,715 | |
| 33. | Gloom | it’s under my bed… BOOGEYMAN Gameplay! | 6,191 | |
| 34. | 100 Thieves | How a 2 Year YouTube Break Lead to Gloom's 1.6 Billion Viewed Channel | 5,622 | Show |
| 35. | Gloom | CHANGING MY ROUTINE - Home (Flash Game) | 5,134 | |
| 36. | Drae | Exploring Dangerous Caves Filled With Fungi Beasts - Shroom and Gloom | 4,747 | |
| 37. |  兄者弟者 | #1【ホラー】弟者の「Into The Gloom」【2BRO.】 | 4,231 | |
| 38. | Gloom | GLOOM HIGHLIGHTS #3 | 3,743 | |
| 39. |  alexelcapo | GLOOM [PI] | 3,719 | |
| 40. | No Rolls Barred | Let's Play GLOOM | Board Game Club | 3,833 | Let's Play |
| 41. |  NottO NBK. | ป๋าน็อตกับเกมการ์ดดอกเห็ด ที่จะทำให้หัวคุณโต 3 เท่า | Shroom And Gloom [Part 1] | 3,185 | |
| 42. | Gloom | FUNNY MOMENTS MONTAGE! - 10k Subscribers! | 2,944 | |
| 43. | Draw Their Life | Gloom : Draw My Life | 2,917 | |
| 44. | NottO NBK. | และนี่คือเด็คไพ่สุดโหด ที่ใช้เวลาปั้นถึง 2 ชั่วโมง !!! | Shroom And Gloom [END] | 2,862 | |
| 45. | TheRPGMinx | MY BIGGEST SCREAMS | Into The Gloom | 2,820 | |
| 46. | 兄者弟者 | #2【ホラー】弟者の「Into The Gloom」【2BRO.】 | 2,472 | |
| 47. | Gloom | FUNNY MOMENTS MONTAGE #2 - glOomGames | 2,394 | |
| 48. | Gloom | Cartoons in Virtual Reality!? - Super Turbo Atomic Ninja Rabbit Experience | 2,237 | |
| 49. | 兄者弟者 | #4【ホラー】弟者の「Into The Gloom」【2BRO.】END | 2,202 | |
| 50. | NottO NBK. | การเดินทางที่มีเห็ดสั่นๆอยู่เคียงข้าง มันช่าง...สุขใจ ( ͡° ͜ʖ ͡°) | Shroom And Gloom [Part 2] | 2,128 | |
| 51. | 兄者弟者 | #3【ホラー】弟者の「Into The Gloom」【2BRO.】 | 2,033 | |
| 52. | yamimash | Into The Gloom | PIXELATED HORROR! | 1,573 | |
| 53. | Gloom | TETRIS APOCALYPSE - Blocked In Experience | 1,441 | |
| 54. | Stumpt | Gloom - Murder Your Own Family To Win! (4 Player Gameplay) | 1,349 | |
| 55. |  GmanLives | Into The Gloom PC Game Review | 1,240 | Review |
| 56. |  NRGeek | Jak powstawał Gloom na Amigę - RetroStory | 1,397 | |
| 57. | John Wolfe | Into the Gloom [3] - CRAZY ENDING | 1,110 | |
| 58. |  Duel Evolution | Deck The Winged Dragon of Ra Post Duelists of Gloom | 938 | |
| 59. | John Wolfe | Into the Gloom [2] - BURNING MANEKINS | 924 | |
| 60. | TeraBrite Games | KEEP TALKING AND NOBODY EXPLODES (Featuring Gloom Games) | 620 | |
| 61. | Gloom-E-Girl | Los Angeles Vlog 2023! Gloom-E-Girl | 572 | |
| 62. | Stumpt | Gloom - #2 - Ooops I Killed My Family! (4 Player Gameplay) | 509 | |
| 63. | dlive22891 | INTO THE GLOOM! | Pixelated Horror! | Bad Ending! | 378 | |
| 64. | SpectaKoo | Anomaly in the Reverie | Gloom | 375 | |
| 65. | Stumpt | Gloom - #3 - PRICE GETS REPLACED!! (4 Player Gameplay) | 356 | |
| 66. |  UrsaKing TV | EXPLICANDO POKEMON: #043 Oddish | #044 Gloom | #045 Vileplume | #182 Bellossom | 356 | |
| 67. | SidAlpha | An Apology for the Gloom Response Video | 348 | Review |
| 68. | Lynxy | SSSNIPERWOLF MOST EMBARRASSING MOMENTS YOU HAVEN’T SEEN... (AzzyLand & Gloom MAD!) | 328 | |
| 69. | World of Longplays | Amiga Longplay Gloom Deluxe | 327 | |
| 70. | Nerdarchy | 5 Best Feats for a Gloom Stalker D&D Ranger | 308 | |
| 71. | EntoanThePack | Into The Gloom Part 1 - PIXELATED HORROR - Similar To I'm Scared | 293 | |
| 72. | SidAlpha | Is it ok to request updates to reviews? | 267 | Review |
| 73. | World of Longplays | Amiga CD32 Longplay [015] Gloom | 266 | |
| 74. | Dodgemon | Throwback to Little Jungle Cup | Onix Oddish Gloom | Pokémon GO Great League GBL PvP Battle | 253 | |
| 75. | Retro Borsuk i Montek! | Borsuk Retro Gry TV: AMIGA - Przegląd Gier #7 (HDFy, mniej znane gry, produkcje z przełomu wieków) | 239 | |
| 76. | Rolling Solo | Gloom of Kilforth Playthrough | Abbess of Penance | Part 1 | 225 | Let's Play |
| 77. | SidAlpha | Redoing the Review: Gloom | 221 | Review |
| 78. |  Falconero | SOGNI E RICORDI ► GLOOM Gameplay ITA | 209 | |
| 79. | Spikewess | Sass Patrol: Into The Gloom [Part 1] | 207 | |
| 80. | Jaba Play | Gloom - All Bosses + All Endings | 205 | |
| 81. | Retro Borsuk i Montek! | Borsuk Retro Gry TV: AMIGA - Przegląd Gier #8 (HDFy, mniej znane gry, produkcje z przełomu wieków) | 204 | |
| 82. | The Dungeon Dive | Gloom and Shadows - a recipe for adventure (Shadows of and Gloom of Kilforth) | 203 | |
| 83. | Rolling Solo | Gloom of Kilforth - Solo Setup | 196 | |
| 84. |  Boards & Burgers | Jogo Rápido #7 - GLOOM em 10 minutos | 180 | |
| 85. | EntoanThePack | Into The Gloom Ending - THE NIGHTMARE ENDS - Similar To I'm Scared | 175 | |
| 86. | Dodgemon | Triple Razor Leaf Team | Venusaur Gloom Victreebel | Pokémon GO Great League Kanto Cup | 174 | |
| 87. | Joshua Dunlop | Pokemon Zoology: Gloom Timelapse | 170 | Vlog |
| 88. |  GameAkte | ENDLICH draußen! 🕵 Into the Gloom [03] | MythenAkteLP | 167 | Let's Play |
| 89. | Nookrium | Gloom - (Miserable Card Game) | 162 | |
| 90. | AP Gaming | TIME F2P! FAÇA RÁPIDO E FÁCIL A FERA DEMONÍACA GLOOM EM 2 TURNOS! - 7DS Grand Cross | 152 | |
| 91. | Rolling Solo | Gloom of Kilforth Playthrough | Abbess of Penance | Part 2 | 151 | Let's Play |
| 92. | GameAkte | HORROR im Labyrinth! 🕵 Into the Gloom [02] | MythenAkteLP | 148 | Let's Play |
| 93. | SidAlpha | Is it worth it? A Gloom Review | 142 | Review |
| 94. | Indestructoboy | D&D 5e Subclass Review | Gloom Stalker Ranger | 140 | Review |
| 95. | Spikewess | Sass Patrol: Into The Gloom [Part 2] | 138 | |
| 96. | Spikewess | Sass Patrol: Into The Gloom [Part 3] | 132 | |
| 97. | Dodgemon | Pokémon GO Kanto Cup: Graveler Victreebel Gloom | GBL Great League PvP Battle | 128 | |
| 98. | La Friki Dimension | Pokémon Ash Gray | Capítulo 56: Haced sitio a Gloom | 123 | |
| 99. | Nostalgia Nerd | GLOOM Deluxe Amiga 1200 Stock Quick Play | Nostalgia Nerd | 112 | |
| 100. | Ready Steady Play | Gloom of Kilforth Setup & Rules - Ready Steady Play | 110 | |
