According to bankruptcy documents, 50 Cent owes $28,478,920 to his 20 biggest creditors.

His largest debt is to Florida headphone maker Sleek Audio, who won a $18,428,257 judgement against Fif for stealing their headphone design.

His second biggest creditor is  Rick Ross’s baby mama Lavonia Leviston, who just snagged a $5,000,000 judgement against 50 for leaking her sex tape.

Other debts include $568,304 to Reed Smith, his lawyers,137,880 to Bentley Financial Services for a car lease, $64,909.04 to American Express and $5,245.66 to a stylist on Park Avenue. 50 also owes his grandfather $1,700.

Fiddy has been said to be worth $155 million, but in court documents he lists his assets between $10 and $50 million.

Although the sex tape case has received the most attention, it would seem like the headphone judgement is causing him the most financial stress. Last year, his personal bank account was frozen over non-payment of that debt.

50 probably won't be able to avoid paying out the two lawsuits by declaring Chapter 11 bankruptcy, but it would give him more time to make the payments and generally delay the process.

Leviston's lawyer are opposing the bankruptcy, likely because they are worried it could effect the punitive round of the judgement -- which could award their client millions of more dollars.