Billionaire investor T. Boone Pickens has sold all of his holdings in Yahoo Inc. in a pique over the way the Internet company’s management handled sales talks with Microsoft Corp.

Pickens told the San Francisco Chronicle that he sold all 10 million of his Yahoo shares at a loss, because he grew frustrated with its repeated rebuffs of Microsoft’s advances. Yahoo’s stock price hasn’t climbed above $22.50 for the past week, meaning Pickens probably lost tens of millions of dollars. Yahoo shares gained 3 cents Tuesday to finish at $20.15.