Real DealvsMoney Bagz

In a classic Grindtime-era showdown that landed on the URL stage, Pittsburgh's Real Deal and Queens' Money Bagz delivered a debatable gem that's still argued about years later. This was a true clash of styles, with Money Bagz bringing the heat from the jump. For two rounds, Bagz came with a relentless barrage of bars and an aggressive delivery that had many observers giving him a clear lead heading into the final round.

But the third round is where legends are made. Real Deal flipped the script entirely, putting on a comedic and creative performance for the ages. He surgically deconstructed Money Bagz's entire persona with the now-legendary 'job application' scheme, a bit so original and hilarious it left the crowd—and Bagz himself—in tears of laughter.

The angle was a complete knockout blow that became the defining moment of the entire battle. While the W is still up for debate in many circles, the verdict on the street is that a single moment of genius can outweigh two rounds of solid work. Money Bagz put on a stellar performance, arguably his best at the time, but he ran into a history-making round from Real Deal that snatched the battle from the jaws of defeat and etched this matchup into the culture as a must-watch classic.