Gaspari is making more money than Lee, not even close. From what I've been told, cutler has spread into other ventures investment wise (property, etc). In his area that was likely a wise move. Ronnie just lucked up into a company spending way more money than they should have. Outside of that contract however, ronnie does seem to have his shit together. When going to a show there is always a layout of things to buy. I imagine someone within his crew is handling the majority of it.
Art Atwood hasn't done bad, considering he isn't a top 1-3 guy. Think about how many people are doing well for themselves that are outside of the top 5, not many. Most of the pro's can't hold onto money. The lifestyle of bb'ing leads to other vices that draw cash. I've been involved in a few contracts with pro's. Within months they are having to ask for advances. Such a shame.