Our Terms of Service and Privacy Policy have changed.

By continuing to use this site, you are agreeing to the new Privacy Policy and Terms of Service.

When it comes to crossing the line, bold-faced names rarely disappoint.
Crackheads all cracked up on crack...
Crackheadz Gone Wild: New York
Crackheads all cracked up on crack...
Entrepreneurs David Singletary and Milton Greagory begin selling Crackheadz Gone Wild: New York DVDs for $10 in New York's Harlem neighborhood.

"It's basically a drug-awareness video," says Singletary, a former crack dealer.

The thriving business rakes in $2,500 a week at a single table across from the Apollo Theater.

Paris Hilton


Nursery school

PBS Kids

Goldman Sachs


New Lenox

Jessica Simpson

Time Warner

Home Depot


Imagination 69


Spin Master


Richard Hatch


Greenville Drive

The complete 101 See the video, test your Dumbest knowledge, and check out our 'Worst moments in customer service' gallery. (more)
How not to love your customer Business 2.0's Owen Thomas and comedian Mo Rocca discuss some of the '101 Dumbest Moments in Business.' (more) video
Bosses behaving badly The mind-boggling mishaps that took place in the executive - and hotel - suite. (more)