Patriot National Inc., whose former CEO was already embroiled in malpractice litigation against Simpson Thacher & Bartlett and Kasowitz Benson Torres, filed for bankruptcy this week, listing nearly $4 million in debt to those two firms and seven others.

A Fort Lauderdale, Florida-based company that offers outsourcing, technology and underwriting services to insurance carriers, Patriot National has fallen on hard times of late, indicating last year that it had a plan to be acquired by its lenders through a pre-packaged restructuring plan. On Jan. 30, the company made good on that plan, filing a Chapter 11 case in Delaware federal bankruptcy court, represented by Hughes Hubbard & Reed and Pachulski Stang Ziehl & Jones. Patriot National listed overall debts of $242.2 million against assets of $159.4 million.