The Endless Flow of Russell Simmons The hip-hop impresario and multimedia baron lives and breathes opportunity.

Russell Simmons pulls back his Yankees cap, zeroing in on the finer points of preppy style.

"This sweater's fly," he says, tugging at an argyle sweater vest in a harlequin of yellow, purple and melon. Then his eye falls on a more basic model. "This," he says, "could be Brooks Brothers."

And not in a good way. The hip-hop mogul is reviewing samples for one of his latest startups, a men's clothing line for Macy's called Russell Simmons Argyle Culture. In February, he debuted a second, less expensive line that's sold--to the chagrin of some fans--exclusively at Wal-Mart. The idea, Simmons says, is no less than an "initiative to dress America at every price point."