Sharon Bialek of Chicago came forward on November 7 to allege while Cain was president of the National Restaurant Association in 1997, he had sexually harassed her.
According to Bialek, she sought his help finding employment during a meeting in Washington. Bialek claims that after drinks and dinner, Cain stuck his hand up her skirt and tried to pull her head toward his crotch.
"I said, 'What are you doing?'" alleged Bialek, who said she had contacted Cain for help getting a job. "You know I have a boyfriend. This isn't what I came here for."
According to Bialek, Cain answered, "You want a job, right?"
According to public documents reviewed by ABC News, Bialek, 50, has a history of job changes and financial woes over the past two decades.
She has declared bankruptcy twice, and has lost multiple court judgments for debts totalling more than $10,000.
Bialek filed for bankruptcy in 1991 and again in 2001. Among the debts listed in 2001 are over $14,000 in credit card charges and more than $17,000 owed to the lawyer who handled a paternity case.
As of August 2011, she owed the Illinois Dept. of Revenue $4,384. By 2009, she owed the federal government $5,176 in taxes for years 2004 and 2005. There was also a lien for $885 filed against her in 2006 by a company that installed a water heater in her apartment. It was not clear if Bialek has repaid the debts.
In 2000, a judge awarded plaintiff Broadacre Management $4930.77 for unpaid rent, which included court costs. Broadacre was listed as a creditor on her 2001 Chapter 7 bankruptcy filing. Last year Bialek lost a default judgment for more than $3,500 to Illinois Lending, according to Cook County online court records, and in 2005 lost another judgment in a separate case for more than $3,000.
Cain campaign spokesman J.D. Gordon said in a statement that Bialek's accusations were false and that Cain's opponents were behind them. He claimed that Cain's opponents "have now convinced a woman with a long history of severe financial difficulties, including personal bankruptcy, to falsely accuse the Republican frontrunner of events allegedly occurring well over a decade ago for which there is no record, nor even a complaint filed."
ABC News' Steve Osunsami and Yunji de Nies contributed to this report.