| 301. | I'm The Captain of the Ever Given | Song A Day #4466 | 142 | |
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| 302. | The McCain Mash!! | 141 | |
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| 303. | Song A Day #756: The Apple Patent Song | 140 | |
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| 304. | A New iOS Update Is Now Available Available Available | 140 | Vlog |
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| 305. | ♫ Call The DNC And Demand More Debates ♫ | 140 | |
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| 306. | Song A Day #716: The Fun Facts Song: Part 2 | 140 | |
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| 307. | Mandatory Transvaginal Ultrasounds (Song A Day #1148) | 138 | |
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| 308. | Joseph Kony (Song A Day #1162) | 138 | |
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| 309. | Song A Day #633: Lady Gaga DADT Speech Autotuned | 138 | |
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| 310. | Nice King Hanukkah Song (Song A Day #1428) | 138 | |
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| 311. | ♫ Beyonce Literally Killed Tons of People Last Night | Song A Day #2063 | 137 | |
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| 312. | Bernie Sanders Is Hot Hot Hot Hot Hot Right Now, You know? | Song A Day #4071 | 136 | |
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| 313. | America Is A Plutocratic Death Cult | Song A Day #4250 | 135 | |
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| 314. | ♫ Breastfeeding ♫ | Song A Day #1967 | 135 | |
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| 315. | Duet With Siri 3: The Betrayal | 133 | |
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| 316. | Please Wear A Mask! | Song A Day #4193 | 133 | |
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| 317. | Pandas Are Not Known For Running (The Merge) | Song A Day #5006 | 132 | |
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| 318. | A Song Made Up of Previous Song A Day Titles | Song A Day #4000 | 132 | |
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| 319. | To, Too and Two Song (Song A Day #1662) | 132 | |
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| 320. | Country Food, Country Road | Song A Day #4149 | 130 | |
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| 321. | ♫ Stop Looking At My Penis!!! ♫ | 130 | |
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| 322. | Fuckin' COVID 19 | Song A Day #4108 | 129 | |
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| 323. | Song A Day #658: Coco Taco Party Song | 129 | |
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| 324. | Song A Day #1000: Getting Friendly | 128 | |
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| 325. | Masks, I Think They Work (Sean Hannity REMIX) | Song A Day #4199 | 128 | |
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| 326. | Tiffany Arment Sings The ATP Theme Song | 128 | |
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| 327. | Manifest (Song A Day #1462) | 128 | |
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| 328. | How To Be A Man | Song A Day #2128 | 127 | Guide |
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| 329. | Oh, Oh, Oh That's The Woz | Song A Day #4235 | 127 | |
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| 330. | WWDC16: Bozoma Saint John | 127 | |
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| 331. | A Song About A Frog Sitting On A Bench Like A Human (Song A Day #1213) | 127 | |
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| 332. | Fuck These Motherfuckers | 126 | |
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| 333. | The Coward (Song A Day #1463) | 126 | |
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| 334. | You And Me In The Singularity (Song A Day #1448) | 125 | |
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| 335. | Donald Trumpe Reminds Me of Hitler | 124 | |
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| 336. | Song A Day #660: If Dogs Have Feelings | 124 | |
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| 337. | Spintown Colorblind Song (Love, Zack) | Song A Day #1937 | 124 | |
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| 338. | The Democrats Are The Fucking Worst | Song A Day #4684 | 124 | |
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| 339. | Song A Day #966: Hey Google! Stop Being A Jerk | 124 | |
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| 340. | That's A Penis Not A Spaceship | Song A Day #4584 | 123 | |
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| 341. | 11 Doctors, 1 Song (Song A Day #1787) | 123 | |
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| 342. | I'm A Very Stable Genius | 123 | |
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| 343. | Song A Day #696: Cut The Rope Song | 122 | |
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| 344. | ♫ Men In Shorts Are Disgusting ♫ | 122 | |
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| 345. | The Song of Impossible Rhymes | Song A Day #2008 | 122 | |
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| 346. | Song A Day #760: Ostrich Song | 122 | |
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| 347. | Song A Day #419: The Robin Hood Tax | 121 | |
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| 348. | ♫ Don't Blow Up The Internet | Song A Day #1939 | 121 | |
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| 349. | Stephin Merritt (Andrew In Drag Parody) (Song a Day #1106) | 120 | |
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| 350. | Writing A Song A Day Is Not A Career | Song A Day #3968 | 120 | |
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| 351. | ♫ 2014 Song In Review ♫ | 120 | Review |
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| 352. | Song A Day #563: The Feeling God (redux) | 120 | |
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| 353. | Zombie Turkey (Electro) (Song A Day #1420) | 120 | |
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| 354. | As Weather Does Allow (Song A Day #1469) | 120 | |
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| 355. | You Won't Remember What It Was Like Before (Song A Day #1481) | 119 | |
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| 356. | Song A Day #621: The Google Instant Song | 119 | |
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| 357. | Everything Was Beautiful, And Nothing Hurt (Song A Day #1483) | 118 | |
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| 358. | Bingemode Catchphrase Anthem | 117 | |
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| 359. | Take A Naked Picture of Yourself If You Wanna | Song A Day #2071 | 117 | |
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| 360. | Tim Apple | 117 | |
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| 361. | Gettin Covid To Own The Libs | Song A Day #4294 | 116 | |
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| 362. | Change Is Good (redux) (Song A Day #1772) | 116 | |
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| 363. | Song A Day #578: Until The Vulcans Call | 116 | |
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| 364. | It's My 30th Birthday! (Song A Day #1195) | 116 | |
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| 365. | You're Doing It Right, Jon Stewart | 115 | |
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| 366. | I Am Anti Fascist And The President Says I'm A Terrorist | Song A Day #4173 | 115 | |
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| 367. | Everybody Hates Mitt Romney | 115 | |
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| 368. | Song A Day # 328: Zombie Turkey | 115 | |
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| 369. | I'm Sure Your Gods'll Save You (Song A Day #1574) | 115 | |
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| 370. | Follow My Rules To Freedom (Song A Day #1416) | 115 | |
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| 371. | Put Sunflower Seeds In Your Pockets Please | Song A Day #4804 | 115 | |
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| 372. | I Will Write Another Song (5 Years of Song A Day) (Song A Day #1826) | 114 | |
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| 373. | PJ and Alex Laugh (Reply All) | 114 | |
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| 374. | Government Shutdown Sitcom Theme Song | 114 | |
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| 375. | Gary The Walrus With ADD (Song A Day #1596) | 114 | |
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| 376. | Fuck You Alabama, Fuck You Georgia | 114 | |
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| 377. | Song A Day #897: Fold Into Yourself | 113 | |
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| 378. | They're Not Zombies, They're People Who Eat People (Song A Day #1249) | 113 | |
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| 379. | Song A Day #206: The Deer and The Cat | 113 | |
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| 380. | Toad, From Mario Kart | 113 | |
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| 381. | Very Small Town (Song A Day #1412) | 112 | |
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| 382. | Programs and Microphones for Songwriting | 112 | |
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| 383. | Cellotape Selfie Song | Song A Day #1906 | 112 | |
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| 384. | Monkey In A Jacket In The Ikea Parking Lot (Song A Day #1439) | 112 | |
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| 385. | Hello, My Name Is David Brooks | Song A Day #4127 | 112 | |
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| 386. | Song A Day #978: Someone's Got To Stick It To The Man | 111 | |
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| 387. | Chill Out, Drink A 7up, Eat A Moonpie, Stop Murdering People (remix) | Song A Day #4677 | 111 | |
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| 388. | Ice King Ninja Christmas Party (Song A Day #1414) | 111 | |
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| 389. | Loki Is Genderfluid | Song A Day #3976 | 111 | |
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| 390. | The Dead Walk And The Living Dance | Twitter @ Reply Song #8 | Song A Day #1935 | 111 | |
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| 391. | A Letter to the Killer of George Tiller | 111 | |
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| 392. | Song A Day #900: Happy Asexual Reproduction Day! | 111 | |
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| 393. | How Many Cops Does It Take To Arrest Peaceful Nurses | Song A Day #5361 | 111 | |
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| 394. | May The Fourth Be With You | Twitter @ Reply Song #10 | Song A Day #1949 | 110 | |
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| 395. | Song A Day #266: The 3 Rules of the Internet | 110 | |
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| 396. | Tree Hugger | Twitter @ Reply Song #9 | Song A Day #1942 | 109 | |
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| 397. | ♫ Ice Bucket Challenge | Donate To the ALS Association | Song A Day #2056 | 109 | |
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| 398. | NEW MACS!!!! | 109 | |
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| 399. | Song A Day #541: Steve Jobs' Head | 108 | |
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| 400. | I'm Gonna Be A Father Today | Song A Day #1950 | 107 | |
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