Simon Orr, better known by his stage name Yung Schmoobin, is an American rapper who was the CEO and one of the founders of the Flex Entertainment record label. He managed most affairs on the label including new signees. He currently resides in Lecompton, Kansas. He is no longer the CEO and is currently independent.

Career[edit | edit source]

2017: Early Career[edit | edit source]

On August 20, 2017, Simon Orr aka Yung Schmoobin uploaded his first song to YouTube, “YouTube Money,” and then uploaded “RisinLikeVerizon,” on December 9. Around this time he was on a label called 77descending.

2018: Flex Entertainment Formation[edit | edit source]

Schmoobin discovered Brad Taste in Music through his YouTube channel in February 2018. After watching his reaction videos, he found out that Brad made meme rap as well. Schmoobin then reached out to Brad to collab on the YouTube Money Mixtape, which was eventually released in May.

On June 14, Brad released a reaction video to Yung Schmoobin’s YouTube Money Mixtape. Around this time, Adam Barnes, aka A.J., reached out to Schmoobin to work on and share music, and Schmoobin discovered Lil Flexer through TheTopTens.com. 77descending also seemed to have gone defunct.

Schmoobin was planning on getting a large amount of people to appear on a remix of YouTube Money, and Brad introduced him to just the right group. Schmoobin then reached out to all of those artists (excluding Submarine Man) to contribute verses to the eight minute remix of “YouTube Money,” The track was then released on December 24.

Shortly after the remix of YouTube Money, Schmoobin suggested that Old Man Dad Records (Lil Flexer's label) and Asseating Records (Lil Mosquito Disease's label) should merge to make a new label. They agreed and the 2 labels merged to make Flex Entertainment. Due to the merge being Schmoobin's idea, he was the both main founder and CEO of the label. Lil Mosquito Disease and Lil Flexer also became the other 2 execs, followed by Beetlebat becoming exec as well in early 2020 due to creating the Flex Entertainment Hot 100, and Lil Toy Yoda becoming an exec in June 2020.

He left Flex Entertainment on August 19, 2020 and resigned as CEO.

Mixtapes[edit | edit source]

EPs[edit | edit source]

Singles[edit | edit source]

List of singles
Title Year Charts Certification Album
Hot
100
YT SC SP
"YouTube Money" 2017 85 63 60
  • SC: 1x Plastic
  • YT: 9x Plastic
YouTube Money Mixtape
"Risin'LikeVerizon"
  • SC: 1x Plastic
  • YT: 2x Plastic
"Heck Colorado" 2018
  • SC: 1x Plastic
  • YT: 7x Plastic
"Changes"
  • SC: 2x Plastic
  • YT: 2x Plastic
"Haters"
(featuring Big Baller B)
  • SC: 2x Plastic
  • YT: 5x Plastic
"White Fury Bullied Me"
  • SC: 1x Plastic
  • YT: 1x Plastic
Yung Boy Flexin
"Yung Boy Flexin"
(featuring Jayshay)
  • SC: 3x Plastic
  • YT: 3x Plastic
"YouTube Money: Reloaded"
(featuring Big Baller B, A.J., Lil Flexer, Lil Meerkat and Lil Mosquito Disease)
85 63 60
  • SC: 7x Plastic
  • YT: 2x Bronze
"Run It, Get It"
(featuring A.J.)
2019 76 44 87 61
  • SC: 3x Plastic
  • YT: 3x Plastic
  • SP: 1x Bronze
"Eighth Grade" 81 27 83 62
  • SC: 3x Plastic
  • YT: 4x Plastic
  • SP: 1x Bronze
Sad Lives Matter
"They Stole My Drip"
  • SC: 1x Plastic
  • YT: 2x Plastic
"Hippity Hoppity" 22 29 80 3
  • SC: 6x Plastic
  • YT: 5x Plastic
  • SP: 1x Bronze
Eat, Sleep, Flex, Repeat
"Meningitis"
(featuring Lil Mosquito Disease)
40 26 37 33
  • SC: 7x Plastic
  • YT: 1x Bronze
  • SP: 2x Bronze
"All That"
(featuring Kid Phang)
37 30 93 15
  • SC: 2x Plastic
  • YT: 2x Plastic
  • SP: 1x Bronze
"DEMONETIZED" 2020
  • SC: 1x Plastic
  • YT: 2x Plastic
"Eat, Sleep, Flex, Repeat"
(featuring Lil Boxx)
14 12 53 4
  • SC: 4x Plastic
  • YT: 6x Plastic
  • SP: 1x Bronze
"Choral on Choral" 43 20 37
  • SC: 1x Plastic
  • YT: 2x Plastic

Promotional Singles[edit | edit source]

List of promotional singles
Title Year Streams Album
YouTube SoundCloud Spotify
"Big Flex Time"
(featuring Lil Boxx)
2019 82 113 N/A TBA
"Eighth Grade"
(A.J. Remix)
154 137 <1K
"Fallen Soldiers" 35 104 <1K

Other Popular Songs[edit | edit source]

List of songs
Title Year Charts Certification Album
Hot
100
SC YT SP
"Fortnite, Swag, Victory Royale, Get Em" 2019 79 54 93 44
  • SC: 2x Plastic
  • YT: 3x Plastic
  • SP: 1x Bronze
It's 9:30 PM and I'm Bored
"A1rpods" 76 60
  • SC: 3x Plastic
  • YT: 2x Plastic
Yung Boy Flexin
"I Stan Top (Sksksk Periodt)" 93 74 94 55
  • SP: 1x Bronze
Sad Lives Matter
"Just For Show"
(with Lil Mosquito Disease & A.J.)
2020 16 15 12
  • YT: 3x Plastic
Flex Gang, Vol 2
Community content is available under CC-BY-SA unless otherwise noted.