Jay-Z's 'Reasonable Doubt': The Birth Of A Legend

When Reasonable Doubt hit shelves, The Notorious B.I.G. was firmly entrenched as the king of the Big Apple. Illmatic had already made Nas a star. The Infamous pushed Mobb Deep from young up-and-comers to surging rap stars. Jay’s LP had to be quite special if it was going to get attention. And it was. On an obvious level, Jay’s technically sharp flows stood out immediately. There were a lot of guys who could rap fast and athletically, though; Jay’s charisma and songwriting imagery made him different. No one has rapped about hustling quite like Jay. He made the spoils of drug dealing sound like a winding path to a life of luxury, even if that road to riches could be swallowed by the dark side of the streets. In the space of just one album — or really, even just a song — Jay-Z could sound like both an untouchable hustler and a vulnerable sinner who was bothered by the man he had become.

Reasonable Doubt opens with “Can’t Knock The Hustle,” a mesmerizing ode to the life of a hustler. The song, which features a beautiful hook from future legend Mary J. Blige, is all about high-dollar flexes; Jay is driving Lexuses, making six figures off the block, drinking fine wine, and making sure his women are covered in designer threads. The very next track is the luxuriant “Politics As Usual.” While the beat evokes upscale life in the fast lane, there’s an underlying sense of desperation: “Y'all feel a nigga's struggle, y'all think a nigga love to / Hustle behind the wheel, tryin' to escape my trouble.” That interplay between the fun of fast money and the cumulative damage of the fast life is a throughline for the whole album. Reasonable Doubt is an exercise in complexity, which could be lost if you only took his music at the surface level.

As a rap album, Reasonable Doubt still sounds great today, but what aged the best here is Jay-Z’s commanding presence. When he’s not matching wits with Biggie Smalls on “Brooklyn’s Finest,” he’s perfectly encapsulating the aches and pains of hustling on tracks like “D’Evils” and “Regrets.” When he’s not painting a portrait of the costs of being a hustler on “Dead Presidents II,” he’s swimming through the euphoria of drug money on “Feelin' It.” He touched on nearly every emotion of living life fast and pulled it off on his first go-round. Jay-Z’s combination of longevity and impact is unprecedented, and it all started on this day 28 years ago.