I mean the Sopranos in this regard seems like an accurate reflection of the Mob.
As in everything I've seen about the Mafia they do very well for themselves until the end when they ether end up dead or are brought down by the Feds leaving them penniless.
The Sopranos also seems to show that mobsters in both the show and real life don't seem to grasp the concept of stashing money out of the fed's grasp for a rainy day. Thus leaving their families broke as well after their gone