Phil brags when it makes him look good ... such as gloating over how often he wins Tuesday games on the Tour (to the point where Ryder Cup captains think it helps rookies on the team to deal with pressure by playing against Phil in practice rounds) or when he won a big chunk on the Ravens winning their first Super Bowl at 30-1 or some such odds.
But when it comes to the gambling losses in Vegas that the Callaway front money covered in 2004 or getting stiffed by a bookie for $500K in this case, not so much. And golfers don't employ leg-breakers to get their money when a bookie won't pay up. You're kind of taking your chances there. It's like a drug dealer getting robbed. Who's he gonna call?
Then there's this juicy tidbit from the original story:
According to the trial transcript, DeSeranno [the bookie] was questioned about Mickelson after receiving immunity from federal prosecutors and testified as a government witness in the 2007 racketeering trial of Jack Giacalone, a reputed organized crime leader in Metro Detroit. Giacalone's dad was the late, admitted mob captain Vito "Billy Jack" Giacalone, a suspect in the unsolved disappearance of Teamsters President Jimmy Hoffa. And his uncle, the late mob captain Anthony "Tony Jack" Giacalone, was supposed to meet Hoffa the day the labor leader disappeared in 1975.