Biggie Smalls and Craig Mack pose for a picture in Philadelphia on January 1, 1994. Biggie Smalls would end up featuring on Craig Mack's (left) "Flava in Ya Ear (Remix)" -- a single that stood out as one of Biggie's greatest guest appearances.
Biggie Smalls and Sean 'Puffy' Combs perform at the International Amphitheatre in Chicago in April 1995. Biggie Smalls was discovered by P. Diddy in 1992, as he would help the rapper get recognition from A&R and Uptown Records.
Biggie Smalls and P. Diddy attend the 11th annual Soul Train Music Awards on March 7, 1997, the same year they released their hit record "Hypnotize" that became Biggie's first single to top the Billboard Hot 100 chart.