Stern stayed at K-ROCK for a little while longer until he struck a deal with Sirius XM. A publicized legal dispute erupted between Stern and CBS Radio after he signed a 5-year, $500 million deal with the satellite radio company. CBS Radio ended up suing Stern for using his airtime on its stations to promote his move to Sirius.

He "misappropriated millions of dollars' worth of CBS Radio air time for his own financial benefit," the lawsuit said.

Sirius agreed to pay $2 million to CBS Radio to settle the case and for the rights to Stern's classic recordings. But the quarrel didn't end there.

If you liked this article you might like

Rebuilding Efforts From Hurricanes Harvey and Irma Make These 6 Stocks Must Buys

3 'Orphan Stocks' to Consider Adopting

Novartis AG, Sirius XM Radio, Coupa Software: 'Mad Money' Lightning Round

August's Inexplicable Selloffs Are Here: Cramer's 'Mad Money' Recap (8/17/17)