Not to mention ; you would assume he should have more than one device linked to the account and then that adds another layer, since Google will ask you " is this you trying to logon ". <-- that is the only way to get Google to do the unrecognized flow you mention.
If you are suggesting it was exposed and he didn't immediately randomise all his passwords.. WORDS FAIL ME
It's all security 101 the irony is immense...
if the US government / FBI need someone to give some talks on how to do security ...