According to the NY Daily News, Dame is so broke he got his Chevy Tahoe and two condos in Tribeca priced at $7.3MM seized. Basically Dame can’t make payments on anything anymore including his taxes where the government is also after him for over $2MM. Dame was so broke at one point that he could not pay his lawyer he hired…to help him get some money back, so the lawyer sued him for failure of payment. Add it all up and Damon Dash’s financial troubles are in the stratosphere of M.C. Hammer and Scott Storch proportions. That means epic financial failure.

It’s hard to feel sorry for someone like this who at one time sold his stake in Roc-A-Fella for a cool $20MM. That’s a lot of money to burn but somehow he managed to do it. While Jay-Z’s businesses have flourished and promotional deals keep the money flooding in, Dame’s business deals all went sour. Here is a deeper look at where Dame went wrong more from a marketing side as none of Damon’s ventures are currently popular in the marketplace.

Pro Keds: It was Dame’s dream to turn Pro Keds into a sneaker powerhouse and from their, launch into other fashion ventures. But it never happened. Dash was not able to turn the company around was forced to sell the company back to parent owner Stride Rite after it was apparent he was in financial turmoil. Loses were not disclosed but word is he sold the company back at a huge loss. Dash tried to implement a “limited edition” and exclusive line of the shoes and while some of the designs were original and fresh, the branding of Pro-Keds as old and “your father’s shoes” was too strong for him to overcome.

Dash Films: While Roc-A-Fella Films was never a huge success, it had street credibility. When Dash left, he created Dash Films but it too never got off the ground and tried to be too much. It even released an indie movie with Kevin Bacon called The Woodsman which made $1.5MM in the U.S. and cost $3MM to make. Aside from that and a couple of Direct-To-DVDs and short lived reality shows like “Ultimate Hustler” Dash was never able to leverage his connections and in fact really never connected with Hollywood.

BlockSavvy.com: This was supposed to be Dash’s saving grace. A social networking website where users could create their own “blocks” to hang out at develop social online relationships with music, movies, fashion, politics all with an urban flair. Unfortunatley no one wanted to move into this block. As of today, BlockSavvy.com is falling faster than the S&P 500. This graph explains it all. And no traffic = no ads = no revenue.

Armadale Vodka: Back in 2006 Jay-Z and Dash both put their money together to invest in Scottish Vodka company Armadale with the goal of bringing it into the U.S. and using their connections in the music industry to turn the liquor into the next Hennessey, Couvasier…heck even Ciroc. But none of that happened. The Armadale website was shut down last year, distribution is limited to online stores and Armadale is about as cool to drink in the clubs as Tiger Woods Gatorade.

So there you have it. Damon has also invested in everything from boxers, night clubs, watch companies but nothing has panned out for him. Even his music label, which everyone expected to at least make some money has been struggling to lift off. His saving grace? It might be all on his wife Rachel Roy who has a fashion line with some potential…and of course Dame is invested in it.