Sleepy Hallow is our guest today.

Time Stamps: (00:00) Akademiks was on a flight with Sleepy Hallow and didn’t realize. 

(02:50) Ak notices that Sleepy’s music is more recognizable than his image.

(06:30) How Sleepy Hallow deals with anxiety and ADHD.

(11:48) Why did Sleepy turn down the XXL list?

(15:15) What was the moment that Sleepy knew he would make it?

(17:35) What did Sleepy’s hit song “2055” do for him?

(19:12) Did Sleepy ever think of quitting rap?

(22:00) Sheff G calls in.

(24:40) Sleepy speaks on his relationship with Sheff G and says they should have been blood brothers.

(29:34) Sleepy speaks on the feedback he’s been receiving on his latest album “Boy Meets World”.

(33:00) Sleepy speaks on his relationships with Doechii, Fivio Foreign, Lil Tjay and more.

(36:00) Does Sleepy feel like he has to carry the torch after Pop Smoke’s passing?

(38:19) Sleepy Hallow is working on his next album and shares what he wants out of rap.

(41:58) Sleepy had a show at Irving Plaza and the venue didn’t want to let him perform.

(43:07) Is it easier or harder to make it as an artist in New York?

(44:25) Sleepy share his favorite female rappers.

(46:04) Sleepy wants to tour soon and he speaks about why it’s his favorite part of being a rapper.

(47:21) What is 2024 gonna look like for Sleepy and Sheff G.

(48:40) If you have never heard Sleepy Hallow’s music, listen to these 3 songs.

(50:18) Akademiks wants Sleepy to inherit the beef with Saucy Santana.