Paul Castellano's family had generational money. While Paul branched out and owned quite a few legitimate businesses and corporations, there is no possible way to make the traditional rackets such as gambling, extortion, prostitution, hijacking and labor racketeering legitimate. He did however buy a Poultry company, a wholesale meat company (as Paul was actually a butcher by trade) and used a lot of his illegal money to set his kids up in legitimate businesses, in which his sons are extremely wealthy and live down in Pompano Beach, FL and own a chain of Pizza Restaurants, a wholesale pasta company as well as some meat and poultry companies. Check out this article from the NY Times on his son Joe back in 1999, quite an interesting read. The second article is about mobsters sons and their businesses in South Florida, with the Castellano brothers information on page 5 of the article:

1. http://www.nytimes.com/1999/01/31/magazine/the-don-is-done.html

2. http://www.browardpalmbeach.com/1998-07-02/news/the-miniacis-and-the-mafiosi/ (Page 5 talks about Big Paul's sons)

Here is the link to his pizza parlor chain and a chain of restaurants that sells ribs in South Florida as well as his pasta company, Oakland Pasta Co:

http://www.biglouies.com/

www.bobbyrubinos.com

http://www.corporationwiki.com/Florida/Fort-Lauderdale/joseph-castellano-7441781.aspx