Hedge fund heavyweight John Paulson said poor performance keeps him up at night, so the billionaire stock picker is going sleepless a lot these days.

This year is quickly shaping up to be the worst of Paulson's decades-long career, with most of his portfolios in the red and the Advantage Plus fund off 47 percent through September.

Paulson, who shot to fame and fortune with a bet in 2007 that the housing market would crash, has been engaging in as much damage control as possible before a critical October 31 redemption deadline. Last week he held a call with investors, and on Thursday he spoke at a conference sponsored by the industry trade group Managed Funds Association.

As Paulson and two other prominent fund managers, Eric Mindich and Paul Singer, addressed an audience at the Pierre Hotel in midtown Manhattan, a handful of anti-Wall Street protesters gathered outside on Fifth Avenue chanting slogans aimed at the executives.

"He was being very honest and earnest, not at all flip about this matter," said one attendee, who did not want to be identified.

Outside the hotel, the protesters handed out fliers with Paulson's and Singer's pictures and chanted "Hey, Paulson, you can't hide, we can see your greedy side. Paul Singer, you can't hide, we can see your greedy side."

Paulson earned $5 billion last year, an industry record, on a successful bet on gold. He earned about $3 billion in 2007.

Since the protests against Wall Street started, Paulson's eye-popping paydays have made him a target.

But on Thursday, he slipped out of the Pierre Hotel nearly unnoticed, dashing out a side door into a waiting black vehicle that whisked him away.

(Reporting by Katya Wachtel and Svea Herbst-Bayliss; editing by John Wallace)