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With Silicon Alley Insider suggesting that Mahalo founder Jason Calacanis has a gambling problem, I figured it was time to take the intervention up a notch. Calacanis has endorsed workaholism in the past, leading me to believe that he doesn't take what psychologists have termed "process addiction" particularly seriously. So I sent him the standard twenty questions from Gamblers Anonymous. He was incredulous. "R u asking me to respond to these for a valleywag post?!?" [sic] I suggested he tally up the responses and send that instead — after all, what does he have to worry about? GA suggests seven or more "yes" answers is indicative of a gambling problem. And betting a company's future on raising a venture capital round or angling for a higher valuation ahead of a sale counts.