Tony had his big house when he was a capo from season 1 and luxury cars.

[BadWord] to pay off his debts. You get the feeling that before Vito was killed he was kicking up 500K a year to Tony.

As others have said, he gave Carmella 500K for her investment house and was paying 40K a year for Meadows college.

I might or might not be related to a former Zip boss