I don't think that character had the intelligence or the drive to be able to flee the country, either alone or with his family.
I think he was strictly a Jersey-NY sort of person and would have been unable to easily operate out of that milieu.
I agree. Even more so with Paulie.
The show's title takes on a double meaning: not only is this about a gangster called Tony Soprano, but a soprano is a high-pitched female singer - the deep anxiety that runs throughout the series is specific to the contemporary gangster: who next is going to "sing" to the Feds? And how might that reflect on the old school views of masculinity, of being a "made man"? This anxiety is especially sharp in a brooding male such as "Big
Pussy"...