Not for the first time, Debra Ryan has pleaded not guilty to trying to lend her hedge fund fraudster boyfriend a hand.

Ryan was arraigned yesterday on charges she tried to sneak $300 in cash to Samuel Israel, the Bayou Group founder convicted of defrauding investors of more than $400 million. Ryan, who is already facing federal charges of assisting Israel in his three-week flight from justice this summer, allegedly mailed her paramour three $100 bills hidden in the pages of a magazine while he was being held at the Westchester County, N.Y., jail.

Israel is now at a federal medical prison facility undergoing a psychological evaluation. Ironically, it is the same prison to which he was supposed to report in June when, allegedly with Ryan’s help, he fled in a recreational vehicle after faking a suicide. Ryan, who reportedly confessed to helping Israel jump bail, is in plea bargain talks with federal prosecutors on that case after an initial not guilty plea.

Ryan is out on $75,000 bail on the federal charges.