Sir.Optimistic


Listen to TRENCHES the song I won Coast2CoastLive with. I'm heading to MIAMI for the $50,000!!!
Category: 
Single Release
NEW VIDEO ALERT❗️ @khaigunnzzz & @sir.optimistic with “Hate Me” out now🔥🔥 this song is fiiiire and they gon take this rap game with storm 🚀🚀 go check them out and leave them a follow! #upcoming #artists #rappers https://youtu.be/Q8EScDsdeag
Category: 
Music Video Release
OUT NOW!! Listen to S.O-Trust (prod. By Hozay) by Sir.Optimistic #np on #SoundCloud https://soundcloud.com/user-841482741/so-trust-prod-by-hozay
Category: 
Single Release
Listen To My New Song "DEAD DREAMS" On Sound Cloud!! While You're There Enjoy My Other Two Bangers "YEAH" and "THE KID"!!!
Category: 
Single Release
15 year old Jaelyn a.k.a "sir.optimistic" is a published author as well as a gifted artist/rapper. He is known to the world as Mr. Stop Bullying for his Smash Hit titled 'Stop Bullying" in 2013. He is all grown up now and he has a lot to say! His quest is to introduce his generation to lyrical HIP HOP!! HE'S BURNING UP THE INTERNET WITH HIS NEW HIT SONG "YEAH"!!!
Category: 
Tour