First the Fat Boys break up and now this. According to the NY Daily News, Damon Dash’s wife Rachel Roy, has filed for divorce after four years of marriage.

The breakup is the latest legal mess for the has-been hip-hop titan, whose empire – which he once pegged at “about $50 million” in a New York magazine profile – has crumbled under massive debt, bad business deals and one suit after another.

Dash, who in 2005 sold his stake in Rocawear to Jay-Z for $20 million, owes $2 million in state taxes, and a bank has started foreclosure proceedings on his two Tribeca condos. A Manhattan judge even ordered the city to seize his luxury Chevrolet Tahoe SUV last year when he couldn’t make the $714.99 monthly payment. He’s also being sued by law firms and landlords for not paying his bills.

Good grief, Dame. WWJD?