| 301. | Bullseye Season 1 Episode 9 | 34:25 | | Bullseye
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| 302. | Warcraft Weekends Ep 10: Quests I Should've Ignored | 34:17 | | World of WarCraft
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| 303. | Let's Play Crash Bandicoot 3 Japanese Part 10 | 34:14 | | Crash Bandicoot
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| 304. | High School Graduation Special for Marty Bingel Part 32 | 34:12 | | Cruis'n USA
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| 305. | Retro Jeopardy! Season 1 Ep 28 | 34:09 | |
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| 306. | Bullseye Season 1 Episode 11 | 33:59 | | Bullseye
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| 307. | Retro Jeopardy! Season 1 Ep 19 | 33:45 | |
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| 308. | Let's Play Toy Story 2 (N64) Part 4 | 33:44 | | Toy Story 2
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| 309. | 2,000 Videos Special Part 14 | 33:42 | |
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| 310. | Roast of Aubrey Scott Part 1 | 33:35 | |
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| 311. | High School Graduation Special for Marty Bingel Part 14 | 33:34 | |
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| 312. | Retro Jeopardy! Season 1 Ep 1 | 33:32 | |
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| 313. | Let's Play: Bugs Bunny Lost in Time Part 4 | 33:28 | | Bugs Bunny: Lost in Time
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| 314. | Aladdin Sega Genesis gameplay | 33:28 | |
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| 315. | Retro Jeopardy! Season 1 Ep 9 | 33:24 | |
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| 316. | Let's Play Conker's Bad Fur Day Part 12 Rodent Evil | 33:21 | | Conker's Bad Fur Day
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| 317. | Jeopardy! Season 4 Episode 13 | 33:17 | |
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| 318. | Birthday Special for Ian Sweeney Part 12 | 33:14 | |
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| 319. | 2-In-1 Birthday Special Part 16 | 33:05 | |
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| 320. | Retro Jeopardy! Season 1 Ep 11 | 33:05 | |
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| 321. | The Joker's Wild Season 1 Episode 7 | 33:00 | |
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| 322. | Retro Jeopardy! Season 1 Ep 32 | 32:58 | |
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| 323. | Retro Jeopardy! Season 1 Ep 16 | 32:58 | |
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| 324. | Retro Jeopardy! Season 1 Ep 23 | 32:55 | |
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| 325. | 2019 Birthday Special for Hunter Dillon Part 2 | 32:53 | |
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| 326. | Jeopardy! Season 3, Episode 10 | 32:51 | |
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| 327. | Retro Jeopardy! Season 1 Ep 5 | 32:47 | |
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| 328. | Let's Play Toy Story 2 (2017-18 Redo) Part 1 | 32:46 | | Toy Story 2
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| 329. | The Joker's Wild Season 1 Episode 2 | 32:45 | |
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| 330. | Retro Jeopardy! Season 1 Ep 27 | 32:39 | |
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| 331. | Let's Play Toy Story 2 (2017-18 Redo) Part 4 | 32:35 | | Toy Story 2
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| 332. | Press Your Luck Season 1, Episode 25 | 32:32 | |
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| 333. | DayTime Wheel of Fortune Season 1, Episode 13 | 32:32 | |
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| 334. | Jeopardy! Season 3 Episode 14 | 32:31 | |
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| 335. | Jeopardy! Season 3, Episode 11 | 32:30 | |
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| 336. | 25 Days of Wheel Season 3 Episode 8 | 32:29 | |
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| 337. | Let's Play Conker's Bad Fur Day Part 8 Meet The Conkerstones | 32:29 | | Conker's Bad Fur Day
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| 338. | Jeopardy! Season 4 Episode 18 | 32:29 | |
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| 339. | 5,000 Subscribers Special Part 26 | 32:26 | | Cruis'n USA
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| 340. | Let's Play Toy Story 2 (2017-18 Redo) Part 5 | 32:24 | | Toy Story 2
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| 341. | 6,000 Subscribers Special Part 4 | 32:21 | |
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| 342. | Sunday Funday #62 | 32:21 | | World of WarCraft
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| 343. | Bullseye Season 1 Episode 16 | 32:20 | |
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| 344. | Jeopardy! Season 4 Episode 1 | 32:13 | |
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| 345. | Press Your Luck Season 1, Episode 28 | 32:09 | |
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| 346. | Press Your Luck Season 1, Episode 4 | 32:07 | |
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| 347. | Let's Play Conker's Bad Fur Day Part 3 Getting Terminated | 32:07 | | Conker's Bad Fur Day
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| 348. | Warcraft Weekends is Back!!! | 32:07 | | World of WarCraft
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| 349. | Press Your Luck Season 1, Episode 1 | 32:07 | |
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| 350. | Retro Jeopardy! Season 1 Ep 6 | 32:05 | |
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| 351. | Let's Play Conker's Bad Fur Day Part 9 Rock Solid | 32:04 | | Conker's Bad Fur Day
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| 352. | Let's Play Crash Bandicoot 3 Japanese Part 4 | 32:03 | | Crash Bandicoot
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| 353. | Disney Wheel of Fortune Season 2 Episode 10 | 32:00 | |
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| 354. | High School Graduation Special for Marty Bingel Part 16 | 31:59 | |
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| 355. | Birthday Special for Daniel Monohan Part 15 | 31:58 | |
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| 356. | Retro Jeopardy! Season 1 Ep 29 | 31:58 | |
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| 357. | Jeopardy! Season 4 Episode 4 | 31:55 | |
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| 358. | Jeopardy! Season 3, Episode 6 | 31:53 | |
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| 359. | Jeopardy! 2nd edition PlayStation run Game 2 | 31:48 | |
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| 360. | Press Your Luck Season 1, Episode 20 | 31:46 | |
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| 361. | 6,000 Subscribers Special Part 15 | 31:46 | |
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| 362. | The Joker's Wild Season 1 Episode 12 | 31:45 | |
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| 363. | 2019 Graduation Special Part 10 | 31:42 | |
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| 364. | Jeopardy! Season 4 Episode 6 | 31:42 | |
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| 365. | Disney Wheel of Fortune Season 2 Episode 13 | 31:37 | |
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| 366. | Jeopardy! Season 4 Episode 25 (Season 4 Finale) | 31:35 | |
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| 367. | Retro Jeopardy! Season 1 Ep 21 | 31:28 | |
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| 368. | Press Your Luck Season 1, Episode 26 | 31:28 | |
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| 369. | Jeopardy! Season 4 Episode 7 | 31:18 | |
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| 370. | Jeopardy! 2nd edition PlayStation game | 31:16 | |
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| 371. | Disney Wheel of Fortune Season 2, Episode 2 | 31:13 | |
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| 372. | 2,000 Subscribers Special for Mark Liotta Part 10 | 31:11 | | Cruis'n USA
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| 373. | Retro Jeopardy! Season 1 Ep 17 | 31:06 | |
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| 374. | Jeopardy! Season 4 Episode 5 | 31:05 | |
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| 375. | Press Your Luck Season 2 Episode 11 | 31:02 | |
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| 376. | Press Your Luck Season 1, Episode 17 | 31:01 | |
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| 377. | Jeopardy! Season 4 Episode 2 | 31:01 | |
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| 378. | Jeopardy! 2nd Edition PS1 New Run Game 1 | 31:01 | |
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| 379. | Disney Wheel of Fortune Season 2, Episode 8 | 30:57 | |
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| 380. | Disney Wheel of Fortune Season 3 Episode 10 | 30:52 | |
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| 381. | Let's Play Mario Party Part 4 I Think Whomp Loves Mark | 30:52 | | Mario Party
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| 382. | 4,000 Subscribers Special Part 20 | 30:50 | |
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| 383. | DayTime Wheel of Fortune Season 1 Episode 19 | 30:47 | |
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| 384. | Jeopardy! Season 4 Episode 9 | 30:45 | |
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| 385. | The Joker's Wild Season 1 Episode 4 | 30:42 | |
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| 386. | Who Wants to Be a Millionaire Episode 4 | 30:41 | |
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| 387. | Jeopardy! Season 4 Episode 12 | 30:40 | |
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| 388. | 4,000 Subscribers Special Part 22 | 30:40 | |
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| 389. | Wheel of Fortune/Jeopardy! Hour Episode 1 Part 1 | 30:40 | |
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| 390. | Retro Jeopardy! Season 1 Ep 3 | 30:39 | |
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| 391. | Let's Play Crash Bandicoot 3 Japanese Part 12 | 30:37 | | Crash Bandicoot: Warped
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| 392. | Let's Play Toy Story 2 (N64) Part 1 | 30:37 | | Toy Story 2
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| 393. | Jeopardy! PS3 run Game 1 | 30:36 | | JEOPARDY!
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| 394. | The All New High Rollers Season 1 Ep 3 | 30:34 | | High Rollers
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| 395. | Jeopardy! Season 4 Episode 11 | 30:30 | |
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| 396. | Jeopardy! 2nd edition PlayStation run Game 1 | 30:20 | |
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| 397. | Jeopardy! PS2 New Run Game 1 | 30:20 | | Jeopardy!
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| 398. | Jeopardy! Season 4 Episode 15 | 30:20 | |
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| 399. | Jeopardy! Season 4 Episode 3 | 30:13 | |
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| 400. | 2,000 Videos Special Part 18 | 30:13 | |
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