Howard Stern has been spurned twice over.
The shock jock has lost his appeal in a lawsuit against Sirius XM Radio that argued the 59-year-old is owed $330 million in stock options since the company's 2008 merger with XM Satellite Radio.
Per Reuters, on Thursday a New York state appeals court upheld a 2012 ruling that tossed out the lawsuit, disputing the terms by which Stern claims the radio service's subscribers should be tallied in order to calculate incentives owed to him.
Stern contends that subscribers to XM Satellite Radio, premerger, should be taken into account when determining his stock awards. In its decision, however, the appeals court ruled that those numbers should not be counted against Sirius' total subscriber base when measuring Stern's compensation.
According to court documents, Stern reportedly pocketed a cool $25 million after the merger.