Urban Underground presents Tinchy Stryder live performance in Redroom
Stryder's recordings date back to 1998. He appeared in 2000[12] on pirate radio along with Dizzee Rascal and Wiley,[13] and was part of grime collective and record production team Ruff Sqwad from 2001. His pseudonym Tinchy Stryder derives from the video game Strider and from the nickname given to him "Tinchy":[9][14] his height at 5 ft 3 in (1.60 m).[15]
In 2002, the grime group Roll Deep was founded by Wiley, and included Stryder and Dizzee Rascal. They were making music that was a derivative of garage. For a while, there was not even a name for it. The name "grime" was the one that stuck.[16] While performing with Roll Deep, Stryder performed some songs including "U Were Always" in 2002, which was released years later on Roll Deep's compilation album Street Anthems in 2009. He also performed on Roll Deep's 2004 mixtape, Creeper Vol. 2.[16]