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Four years ago, Leonard Steinberg stunned the brokerage world when he announced he was leaving Douglas Elliman for Compass, then a startup brokerage with just $150 million in its war chest.

“It was a very tumultuous time, because I took an enormous risk on a company that was not known for resale brokerages at all,” Steinberg told The Real Deal‘s E.B. Solomont in a recent studio interview. “I walked away from well over a billion dollars worth of business, so the risk I took was enormous — but I’ve always been one to enjoy a good calculated risk.”

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