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Bob Simmons on Timothy Leary and the Raid on Millbrook

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The only time I really ever wrote anything for EVO was when Walter Bowart, high on something, called me up and said, “Bob, you are the only straight-looking guy we have around the office. We have to do something for Leary. He just got busted up in Millbrook.” Hmm. So Walter and I cooked up this scheme. I would call up the sheriff of Dutchess County, one Lawrence Quinlan, and I would put on my regular work suit and drive up to Poughkeepsie to interview him.

Of course we knew that the sheriff wasn’t interested in talking to anyone from a hippie rag like EVO. So what did I do?  I called up the sheriff and told him my name was Bob Simmons, a stringer for Look magazine, and that my editor asked me if there was a chance I could come and do a short interview for the magazine about the arrest of Dr. Leary. You would think God had called for an audition. “Certainly,” came the reply. “Sheriff Quinlan would be happy to talk with you.”

So, there on a weekend in the spring of 1966, Walter Bowart, Timothy Leary, and Bob Simmons crammed into my Karmann Ghia VW and buzzed up to Poughkeepsie to the headquarters of the Castalia FoundationRead more…