In the Late '00s, Kaseem began a wave of online releases under the name “Ka$eem” known as the "ThisisGooch Series" via DatPiff.com as well as physical releases via PayPal. These releases included the 2009 mixtape "No Studio" and the 2010 release of "Not for Approval". Kaseem released his first studio album "Astute Discourse" in February 2012. After the release, Kaseem took a 4 year hiatus from music. After reuniting with C&C The Thirst Quencher on his 2016 hit song "1000 thots", Kaseem was inspired to write and record his sophomore album "Innasense". Which include songs such as "Woke Up Feeling Like a G", "Smoke Break", & "Back N Tha Day". In 2017, "The Sixth Sense" was released and dived more into his past, as well as mental health and addiction issues that he experienced after and before the release of "Astute Discourse". In 2018 "Marleveli" was released with songs such as "Hit", "Camera Lights", "Superpower Trip", and the Alina Baraz assisted singled "Blow My Mind Kaseem released a single 1 month after the Marleveli album titled "Tokyo Drift" as a promotional single. Now under the name “Kaseem The Skywalker”, he then relocated to Easton, PA to record his non-feature assisted album "Free Air" in the summer of 2019. During a COVID-19 pandemic in 2020, Kaseem released "Green Monster " which was met with online general acclaim with songs such "No Gas", and "Love Vibes". Kaseem was once again placed on the radars of fans of underground independent hip-hop music.