mbbean
To me it means the following things: making a career out of playing music (even just for the short term), being profitable both for yourself and your label/team, being heard by a large amount of people (this includes touring and sales) and getting mainstream radio/tv play. And managing to make more than one record that gets at least a 50% positive critical response.
Blink-182 was a massively (far more so than VW) successful act, yet one of the members of the band is now hawking a web site instead of making music. It's an anecdote about the state of the industry and how that affects those currently caught in the machine.
[I can't imagine why he would even pitch to the artists in the first place; for an act of that size, that's the management, label and booking agent's territory.]