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He said the if the stock closes below $483 tomorrow, it could fall to $425 very quickly.
"I think it's coming this year for sure," he said. "That's an awfully long time window, I realize that. The ways it's looking now, it should probably happen this quarter."
What's more is he said it could go to the $300 range.
Gundlach has been shorting
He said he's impressed with the obsession people have with the stock.
Shares of Apple were last trading down more than 6% in the after-hours session.
Watch the video below: