Seems that the author of "The Book of Virtues" is fond of gambling. Very fond. According to the Newsweek piece "In one two-month period, the documents show him wiring more than $1.4 million to cover losses at one casino." They add “There’s a term in the trade for his kind of gambler,” says a casino source who has witnessed Bennett at the high-limit slots in the wee hours. “We call them losers.”
A more in-depth companion piece in The Washington Monthly puts his losses in Atlantic City at more than $8 million. His virtue seems to be that he pays his gambling debts.