1996: Picture This Do or Die gained a hit with their first single, "Po Pimp". Released on a tiny Chicago label, the track became a local hit and sparked the group's signing by Houston's Rap-A-Lot Records. Given a wide release in the summer of 1996, the single hit number 22, increasing the buzz for a full-length from the group. In September of that year, Picture This was released on Rap-A-Lot. The album was certified Gold, and launched the group, as well as fellow Chicago rapper Twista, who was featured on the track, into superstardom. 1998: Headz or Tailz In 1998, the group released their sophomore album, "Headz or Tailz". Like the group's previous album, Headz or Tailz was a success, peaking at #13 on the Billboard 200 and #3 on the Top R&B/Hip-Hop Albums, producing the successful single, "Still Po Pimpin", which featured Twista and Johnny P, and peaked at #62 on the Billboard Hot 100 and #16 on the Hot Rap Sing...